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Prostaglandin E2

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1606:. The pharmacokinetic properties vary between dosage forms and should not be interchanged. A medication error was cited in the Institute for Safe Medication Practices where Prostin E2 was used in place of Cervidil. The hospital had run out of Cervidil which is a 10 mg endocervical insert and the provider decided to use half of a 20 mg Prostin E2 vaginal suppository. Cervidil delivers the drug at a constant rate and can be removed as necessary while Prostin E2 dissolves immediately and can not be removed. This error resulted in an emergency C-section since the fetus's heart rate dropped suddenly. 547: 524: 45: 36: 6950: 1346:, which is a common obstetric practice, and increases the chances for a successful induction. Pharmacological methods are sometimes required to induce cervical ripening that does not occur naturally. The natural ripening of the cervix is mediated by prostaglandins, thus a common pharmacological method is to use external prostaglandins such as PGE 1543:
For the vaginal insert (brand name Cervidil), the manufacturer recommends keeping the medication frozen until use since it does not need to be warmed to room temperature. Once the package is open, a water miscible lubricant may be used to insert the medication, using your finger place the device into
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can come in a gel formulation that requires six hour dosing or it can come as a slow release dinoprostone pessary that does not need to be re-administered and can be taken out if necessary. In a quality improvement project done in UK, the switch from prostaglandin gel to the slow release dinoprostone
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the vagina and position the device transversely in the posterior vaginal fornix. The person receiving the drug should remain laying down for two hours after administration of the insert is complete. The manufacturer also recommends waiting 30 minutes after removal of insert before starting oxytocin.
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is not feticidal, and only induces abortion by stimulating uterine contractions. It is recommended that 20 mg of dinoprostone vaginal suppository be administered every three to five hours to evacuate the uterus. The abortion should occur within 24 hours after the beginning of administration of
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Dinoprostone as a vaginal suppository is contraindicated for women with acute pelvic inflammatory disease or active disease of the cardiovascular, respiratory, hepatic, or renal systems. Caution is required for people with a history of cervical malignancy, hypo- or hypertension, anemia, epilepsy,
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in fetuses and newborns. They allow the ductus arteriosus to remain open, providing the necessary connection between the pulmonary artery and descending aorta that allows the blood to bypass the fetus's underdeveloped lungs and be transported to the placenta for oxygenation. The ductus arteriosus
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in the seminal fluid of sheep. The structure of prostaglandins is conserved in mammals, but it is also produced by marine organisms which allowed for more research into their biological roles. Prostaglandins were discovered to be products of arachidonic acid and with the ability to radio label
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Endocervical gel is contraindicated in those with who have a history of C-sections or major uterine surgery, if the fetus is in distress and delivery is not imminent, vaginal bleeding throughout the pregnancy that is unexplained, history of difficult labors and deliveries, have cephalopelvic
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The vaginal gel (brand name Prostin E2, Canada) is administered through a prefilled syringe and the medication is placed in the posterior fornix of the vagina. After administration people should stay laying down for at least 30 minutes after they have received the drug.
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The insert and gel forms have been shown to have minimal gastrointestinal effects, but are more associated with increase stimulation of the uterus as well as fetal distress. Uterine hyperstimulation is effectively treated by stopping use of prostaglandin
1599:) is given in excess, hyper-stimulation of the uterus occurs and immediate discontinuation of the drug usually results in resolution of toxic effects. If symptoms continue a beta adrenergic drug (e.g. terbutaline) can be used. 923:
was used in another report to dilate the ductus arteriosus in newborns with various cardiovascular defects to allow for better perfusion of the lungs and kidneys. On the other hand, the post-partal synthesis of
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is a common pharmacological method of termination of pregnancy, particularly in the second trimester or for missed abortion, which is a miscarriage in which the fetus did not evacuate the uterus. However,
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is its effect on gastrointestinal smooth muscle resulting in nausea, vomiting and diarrhea. Other side effects include headache, shivering, and chills. The suppository form of prostaglandin E
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independently in 1935 as factors contained in human seminal fluid. Prostaglandins were noted for having blood pressure reducing effects and smooth muscle regulation effects. Prostaglandin E
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InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
5025: 5336: 1178:). The activation of these different EP receptors is dependent on the type of triggering stress stimuli and results in the corresponding stress response. Activation of EP 1158:
is involved almost all typical inflammation markers such as redness, swelling, and pain. It regulates these responses through binding to G coupled protein prostaglandin E
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being used to treat ductus-dependent congenital heart diseases in newborns to delay surgical treatment until the pulmonary arteries grew. In addition, PGE
138: 911:, prostaglandins can be used to keep the ductus arteriosus open longer than normal to sustain healthy oxygen saturation levels in the blood. Although PGE 2949: 6237: 6207: 6038: 668: 1618:
dinoprostone has a plasma half-life of approximately 2.5–5 minutes, after vaginal administration, with most metabolites being excreted in the urine.
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also assists the kidneys with systemic blood pressure control by modifying water and sodium excretion. In addition, it is also thought to activate EP
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McDonagh M, Skelly AC, Hermesch A, Tilden E, Brodt ED, Dana T, et al. (2021-03-22). "Cervical Ripening in the Outpatient Setting".
1894: 1439:. Other monitoring parameters include sustained uterine contractions and fetal distress. In babies there may be decreased breathing and 6823: 6798: 6788: 6639: 6614: 6599: 6564: 6540: 6535: 6286: 5736: 5556: 5490: 5462: 5447: 5442: 5417: 5033: 5001: 4981: 4924: 4809: 4732: 4727: 4722: 4717: 4553: 4548: 1651:
in the lab in the 1970. This advancement paved the way for later studies that helped define the actions and response of prostaglandin E
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of the literature found that outpatient cervical ripening with dinoprostone or single-balloon catheters did not increase the risk of
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Dinoprostone has important effects in labor by inducing softening of the cervix and causing uterine contraction, and also stimulates
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Calder AA, MacKenzie IZ (September 1997). "Review of Propess--a controlled release dinoprostone (prostaglandin E2 ) pessary".
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ACOG Committee on Practice Bulletins -- Obstetrics (August 2009). "ACOG Practice Bulletin No. 107: Induction of labor".
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jaundice, asthma, or pulmonary diseases. The suppository formulation is also not indicated for viable fetus evacuation.
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dinoprostone; if it does not, dinoprostone should no longer be given and other interventions would be required, such as
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release, resulting in an elevation of GFR and sodium retention to raise systemic blood pressure levels within the body.
1154:) is involved in several inflammation and immunity pathways. As one of the most abundant prostaglandins in the body, PGE 155: 6985: 1423:
is associated with increased severity of these symptoms. Fever is also a common side effect with use of prostaglandin E
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and has also been shown in studies to have a role in hypothermia and anorexia. In addition to inflammatory effects, PGE
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Furuyashiki T, Narumiya S (March 2011). "Stress responses: the contribution of prostaglandin E(2) and its receptors".
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Gomez I, Foudi N, Longrois D, Norel X (August 2013). "The role of prostaglandin E2 in human vascular inflammation".
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disproportion, less than six previous term babies with nonvertex presentation, hyper or hypotonic uterine patterns.
4071: 3395: 1293:), along with other prostaglandins, are synthesized within the cortex and medulla of the kidney. The role of renal 5372: 4229: 1373:) achieves cervical ripening and softening by stimulating uterine contractions as well as directly acting on the 289: 234: 119: 3008: 1243: 1079:, increase membrane excitability. As a result, this causes peripheral nerve endings to report painful stimuli. 1571:
should not be used in people with allergies to prostaglandins or any components in the drugs formulations. PGE
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from forming into antibody-secreting plasma cells. When this process is suppressed, it causes a decrease in a
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limits the immune response by preventing B-lymphocyte differentiation and their ability to present antigens.
950:, acts as a direct vasodilator by acting on smooth muscle to cause dilation of blood vessels. In addition, PGE 372: 6980: 4103: 1214:
has been shown to have anti-inflammatory effects as well, due to its different actions on varying receptors.
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serves as a bronchodilator, but its use in this setting is limited by the fact that it also causes coughing.
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pessary was able to lower cesarian section rates in women undergoing induction of labor in maternity care.
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analog available for use in cervical ripening: Prepidil, a vaginal gel, and Cervidil, a vaginal insert. PGE
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receptor signaling and proliferation, and may play a role in resolution of inflammation. In addition, PGE
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is similar to oxytocin in terms of successful labor induction and the time from induction to delivery.
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work to increase medullary blood flow as well as inhibit sodium reabsorption within kidney tubules. PGE
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Torres R, Picado C, de Mora F (January 2015). "The PGE2-EP2-mast cell axis: an antiasthma mechanism".
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Rabow MW, Pantilat SE, Shah AC, Poree L, Steiger S (2020). Papadakis MA, McPhee SJ, Rabow MW (eds.).
2070: 990: 842: 830: 133: 2279:"A live imaging cell motility screen identifies prostaglandin E2 as a T cell stop signal antagonist" 1491:
to cause various downstream effects to cause direct contractions in the myometrium. In addition, PGE
7000: 6713: 6694: 6649: 5091: 4258: 4096: 4022: 3061:"Success of prostaglandin E2 in structure-function is a challenge for structure-based therapeutics" 929: 908: 731: 719: 519: 2376: 1971:"Chapter 18: The Eicosanoids: Prostaglandins, Thromboxanes, Leukotrienes, & Related Compounds" 1970: 7005: 6970: 4419: 4337: 4059: 715: 192: 57: 6755: 6675: 3970: 1404: 1018: 986: 3871: 1878: 472: 6732: 5188: 4425: 4182: 4141: 4131: 4030: 4003: 3854: 3648: 3546: 3301: 1974: 412: 363: 20: 3140: 1691: 7020: 6871: 5993: 5846: 5316: 3949: 3879: 3159: 3072: 432: 5154: 5063: 2824:
Bygdeman M (December 1984). "The use of prostaglandins and their analogues for abortion".
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This article is about the medication "dinoprostone". For the medication "dinoprost", see
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Bhala N, Emberson J, Merhi A, Abramson S, Arber N, Baron JA, et al. (August 2013).
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Shirley M (October 2018). "Dinoprostone Vaginal Insert: A Review in Cervical Ripening".
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results in the suppression of impulse behaviors in response to psychological stress. PGE
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activates smooth muscles to cause contractions on longitudinal muscle when acting on EP
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receptors, an increase in excitability via cation channels as well as inhibition of
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Silove ED, Coe JY, Shiu MF, Brunt JD, Page AJ, Singh SP, Mitchell MD (March 1981).
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comes in many dosage forms with varying pharmacokinetic properties. For example PGE
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function, cell division of T-lymphocytes, and the development of TH1 lymphocytes.
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is involved in regulating illness-induced memory impairment via activation of EP
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Proceedings of the National Academy of Sciences of the United States of America
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present in the cervix to soften it. There are currently two formulations of PGE
1230:) serves a significant role in vascular smooth muscle tone regulation. It is a 765: 723: 2630:
Tenore JL (May 2003). "Methods for cervical ripening and induction of labor".
2256:(7th ed.). Jaypee Brothers Medical Publishers Pvt. Limited. p. 404. 1774: 1021:(allowing more blood flow into an inflamed area of the body) when acting on EP 6964: 6866: 6550: 6335: 6232: 6110: 6095: 6028: 5958: 4280: 3965: 3215: 2418: 2294: 1631: 1627: 1503:-mediated water transport in collecting tubules. As a result, blockage of PGE 1496: 1355: 1239: 1100: 703: 535: 3085: 2517: 2194: 2177: 6406: 6323: 6249: 6227: 6180: 6115: 6085: 6065: 6060: 5983: 5871: 5296: 5258: 5126: 4953: 4789: 4674: 4481: 4203: 3940: 3756: 3689: 3675: 3322: 3104: 2994: 2897: 2761: 2753: 2730: 2681: 2643: 2613: 2578: 2535: 2490: 2436: 2361: 2312: 2162: 2075:
World Health Organization model list of essential medicines: 21st list 2019
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was approved for medical use in the United States in 1977 and it is on the
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is more commonly used in this setting, there has been a report of oral PGE
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receptors, which activates the Ca2+ pathway and decreased cAMP activity.
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should be stopped before other oxytocic agents like oxytocin are given.
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In the setting of labor and delivery, cervical ripening (also known as
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should be stopped if a person experiences side effects such as fever.
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production. NSAIDs blocking COX-2 and decreasing the production of PGE
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inhibits Na+ absorption within the Thick Ascending Limb (TAL) of the
1452: 1116: 826: 338: 137: 91: 1911:(69 ed.). British Medical Association. 2015. pp. 538–540. 1880:
Neonatal Formulary: Drug Use in Pregnancy and the First Year of Life
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to a medication are any reasons to not use the drug. Prostaglandin E
6671: 6666: 6495: 6357: 6352: 6291: 6281: 6259: 6254: 6175: 6150: 6100: 6043: 6033: 5968: 5963: 5923: 5238: 4858: 4664: 4309: 4300: 3910: 3726: 3529: 3521: 3513: 3505: 2748:. Rockville (MD): Agency for Healthcare Research and Quality (US). 1992:"Enzymes of the cyclooxygenase pathways of prostanoid biosynthesis" 1512: 1448: 1127: 822: 707: 452: 383: 150: 35: 4088: 1146:
In response to physiologic and psychologic stress, prostaglandin E
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was first synthesized in 1970 and approved for medical use by the
609: 6808: 6619: 6386: 5913: 5866: 5811: 5357: 3565: 3558: 3554: 2178:"Oral prostaglandin E2 in ductus-dependent pulmonary circulation" 1246:(cAMP) to decrease intracellular calcium levels via the IP and EP 1130:
response because of the decrease in production of antibodies. PGE
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receptors, it increases body temperature, resulting in fever. PGE
972: 768:(COX) enzymes to form prostaglandin endoperoxides. Specifically, 710:
properties that is used as a medication. Dinoprostone is used in
1119:. In addition, it can suppress an immune response by inhibiting 6569: 5770: 3901: 2277:
Wiemer AJ, Hegde S, Gumperz JE, Huttenlocher A (October 2011).
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normally begins to close upon birth due to an increase of PGE
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Sharma M, Sasikumar M, Karloopia SD, Shahi BN (April 2001).
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Xi M, Gerriets V (2020). "Prostaglandin E2 (Dinoprostone)".
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until surgery can be carried out. It is also used to manage
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Schlemmer M, Khoss A, Salzer HR, Wimmer M (July 1982). "".
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effects on respiratory smooth muscle result in relaxation.
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receptors are a component in feeling pain via inflammatory
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Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition
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and British physiologist M.W. Goldblatt, first discovered
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and it is not recommended in those who have had a prior
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and it is not recommended in those who have had a prior
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synthesis within the body begins with the activation of
2785:"Prostaglandins: overview in obstetrics and gynecology" 2559:
Prostaglandins, Leukotrienes, and Essential Fatty Acids
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World Health Organization's List of Essential Medicines
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World Health Organization's List of Essential Medicines
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arachidonic acid in the early 1960s, American chemist
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within the kidney is to maintain renal blood flow and
6938: 1979:(14th ed.). New York, NY: McGraw-Hill Education. 1733:. The American Society of Health-System Pharmacists. 1686: 1684: 1254:
can also induce vasoconstriction via activation of EP
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is also a predominant prostanoid that contributes to
898:, are important in the structure and function of the 883:
to release factors that stimulate bone resorption by
2452: 2403:"Regulation of immune responses by prostaglandin E2" 1638:
itself was identified in 1962 by Swedish biochemist
1305:(GFR) through localized vasodilation. COX-2-derived 4512: 4455: 4404: 2591: 2503: 2459:
Degenerative Neurological and Neuromuscular Disease
1989: 1883:(5 ed.). John Wiley & Sons. p. 2010. 371: 82:)-11,15-Dihydroxy-9-oxo-prosta-5,13-dien-1-oic acid 5793: 4935: 4820: 4743: 4636: 2175: 1681: 1202:results in regulation of illness induced fever. EP 1095:) contributes to the inflammation when bound to EP 837:which results in the opening and softening of the 4618: 4437: 2694: 813:. In babies there may be decreased breathing and 6962: 6714: 6695: 6650: 5092: 1990:Smith WL, Urade Y, Jakobsson PJ (October 2011). 351: 2972: 2862:O'Dwyer S, Raniolo C, Roper J, Gupta M (2015). 2695:Rouse DJ, Riggs TW, Schorge JO (January 2021). 2625: 2623: 1845:. Treasure Island (FL): StatPearls Publishing. 326: 6756: 2046:. Jones & Bartlett Learning. p. 361. 1115:formation by regulating apoptosis of immature 973:Central and peripheral nervous systems effects 7016:World Health Organization essential medicines 6733: 5189: 4390: 4230: 4104: 3887: 3167: 5317: 2620: 2381:Current Medical Diagnosis and Treatment 2020 2129:"Prostaglandins in Congential Heart Disease" 1602:There are many different dosage forms of PGE 154: 2782: 1964: 1962: 1960: 1958: 1956: 1954: 1952: 1950: 1948: 1692:"Dinoprostone topical Use During Pregnancy" 856:in the United States in 1977. It is on the 4397: 4383: 4237: 4223: 4111: 4097: 3894: 3880: 3174: 3160: 3058: 2065: 2063: 1946: 1944: 1942: 1940: 1938: 1936: 1934: 1932: 1930: 1928: 1838: 1834: 1832: 1830: 1828: 1826: 1824: 1822: 1820: 1725: 1723: 1721: 1719: 1717: 1715: 1713: 545: 522: 411: 43: 34: 3094: 3084: 2887: 2800: 2720: 2525: 2480: 2470: 2426: 2351: 2302: 2193: 2152: 2082: 2037: 2035: 2015: 1968: 1818: 1816: 1814: 1812: 1810: 1808: 1806: 1804: 1802: 1800: 829:. It works by binding and activating the 817:. Caution should be taken in people with 730:open. In babies it is used in those with 431: 2823: 2400: 2041: 1909:British national formulary : BNF 69 1872: 1870: 1868: 1866: 1864: 1862: 1860: 1217: 1087:As mentioned previously, prostaglandin E 985:) has a variety of functions within the 874: 3016:Institute for Safe Medication Practices 2060: 1925: 1760: 1710: 1415:A common side effect of prostaglandin E 1141: 928:in newborns is considered one cause of 632:CCCCC(/C=C/1(CC(=O)1C/C=C\CCCC(=O)O)O)O 518: 391: 110: 6963: 5788: 4151:Prevention and treatment of hemorrhage 2746:AHRQ Comparative Effectiveness Reviews 2629: 2032: 1797: 1647:was able to synthesize prostaglandin E 1458: 1443:. Care should be taken in people with 1265:Within the gastrointestinal tract, PGE 764:. Once activated, AA is oxygenated by 536: 268: 243: 128: 4378: 4218: 4092: 3875: 3155: 3054: 3052: 3050: 3031: 3029: 2975:Journal of Obstetrics and Gynaecology 2913: 2911: 2909: 2907: 2857: 2855: 2826:Clinics in Obstetrics and Gynaecology 2789:Journal of Reproduction and Fertility 2697:"A Tribute to Nancy C. Chescheir, MD" 2655: 2653: 2448: 2446: 2383:. New York, NY: McGraw-Hill Education 2251: 2122: 2120: 2118: 2077:. Geneva: World Health Organization. 1857: 1389:Termination of intrauterine pregnancy 1017:infiltration from increased vascular 890:Natural prostaglandins, including PGE 491: 471: 256: 145: 96: 62:Prostin E2, Cervidil, Propess, others 6411:Selective COX-2 inhibitors (coxibs): 4125:Induction and augmentation of labour 3147:. U.S. National Library of Medicine. 3009:"Dinoprostone dosage forms confused" 1901: 1756: 1754: 1752: 1737:from the original on 16 January 2017 1551: 1333: 1027:nonsteroidal anti-inflammatory drugs 805:include nausea, vomiting, diarrhea, 783:moiety of the COX enzyme to produce 216: 4520:Tooltip Prostaglandin D2 receptor 2 4463:Tooltip Prostaglandin D2 receptor 1 4118: 2497: 2453:Famitafreshi H, Karimian M (2020). 2133:Medical Journal, Armed Forces India 1609: 1427:. Administration of prostaglandin E 1041:remediates fever and inflammation. 451: 342: 13: 6382:AM-404 (N-arachidonoylaminophenol) 6200:Anthranilic acids (fenamic acids): 5852:Mesalazine (5-aminosalicylic acid) 4943:Tooltip Prostaglandin EP4 receptor 4828:Tooltip Prostaglandin EP3 receptor 4751:Tooltip Prostaglandin EP2 receptor 4644:Tooltip Prostaglandin EP1 receptor 3047: 3026: 2904: 2852: 2650: 2443: 2115: 14: 7032: 6872:γ-Linolenic acid (gamolenic acid) 6218:Meclofenamic acid (meclofenamate) 4627:Tooltip Prostaglandin E2 receptor 4446:Tooltip Prostaglandin D2 receptor 3490:Arachidonic acid 15-hydroperoxide 3133: 1976:Basic & Clinical Pharmacology 1877:Northern Neonatal Network (208). 1749: 1518: 1280: 1099:receptors. In terms of immunity, 907:metabolism, but in newborns with 736:gestational trophoblastic disease 177: 6948: 6927:Leukotriene signaling modulators 6719:Tooltip Prostaglandin F synthase 6700:Tooltip Prostaglandin E synthase 6659:Tooltip Prostaglandin D synthase 5101:Tooltip Prostaglandin F receptor 3396:Arachidonic acid 5-hydroperoxide 2880:10.1136/bmjquality.u203804.w4027 2783:Singh EJ, Zuspan FP (May 1974). 1897:from the original on 2017-01-13. 1350:, or dinoprostone. Results of a 1134:also has roles in inhibition of 1033:, resulting in a decrease of PGE 1029:(NSAIDs) blocks the activity of 794:) which is then converted to PGE 570: 6238:Talinflumic acid (talinflumate) 6228:Morniflumic acid (morniflumate) 6208:Floctafenic acid (floctafenate) 6191:Tiaprofenic acid (tiaprofenate) 3181: 3119:"Drugs@FDA: FDA-Approved Drugs" 3111: 3059:Serhan CN, Levy B (July 2003). 3001: 2966: 2935: 2868:BMJ Quality Improvement Reports 2817: 2776: 2737: 2688: 2585: 2550: 2394: 2368: 2319: 2270: 2245: 2218: 2169: 2091: 1511:can limit the efficacy of loop 1410: 1328: 954:inhibits platelet aggregation. 657:Key:XEYBRNLFEZDVAW-ARSRFYASSA-N 6761:Tooltip Thromboxane A synthase 5812:Aspirin (acetylsalicylic acid) 5026:16,16-Dimethyl Prostaglandin E 1983: 1244:cyclic adenosine monophosphate 1242:by increasing the activity of 1238:. It promotes vasodilation of 576: 564: 1: 6920:Receptor/signaling modulators 6742:Tooltip Prostacyclin synthase 6243:Tolfenamic acid (tolfenamate) 6213:Flufenamic acid (flufenamate) 6203:Etofenamic acid (etofenamate) 5259:Prostacyclin (prostaglandin I 5198:Tooltip Prostacyclin receptor 2943:"Prostin E2 Pfizer Monograph" 2838:10.1016/S0306-3356(21)00617-8 2506:Nature Reviews. Endocrinology 2344:10.1016/S0140-6736(13)60900-9 2145:10.1016/S0377-1237(01)80134-9 1674: 1206:is functionally similar to EP 1103:have the ability to regulate 5326:Tooltip Thromboxane receptor 2713:10.1097/AOG.0000000000004382 2674:10.1097/AOG.0b013e3181b48ef5 2606:10.1016/j.molimm.2014.03.007 738:. It may be used within the 7: 6392:Paracetamol (acetaminophen) 6223:Mefenamic acid (mefenamate) 5877:Salicylate (salicylic acid) 3327:(Prostacyclin/Epoprostenol) 2919:"Administration and Dosing" 2571:10.1016/j.plefa.2013.04.004 2401:Kalinski P (January 2012). 2227:Zeitschrift für Kardiologie 1586: 1473:G protein-coupled receptors 1273:receptors. In contrast, PGE 1082: 702:, is a naturally occurring 10: 7037: 6071:Bucloxic acid (blucloxate) 5989:Indometacin (indomethacin) 1621: 1303:glomerular filtration rate 1250:receptors. Conversely, PGE 801:Common side effects of PGE 554:Chemical and physical data 18: 6986:Drugs developed by AbbVie 6911: 6856: 6754: 6731: 6712: 6693: 6648: 6233:Niflumic acid (niflumate) 5786: 5769: 5544: 5337:Carbocyclic thromboxane A 5315: 5187: 5090: 5015: 4933: 4818: 4741: 4634: 4616: 4510: 4453: 4435: 4418: 4354: 4336: 4318: 4299: 4257: 4191: 4150: 4124: 4049: 4021: 3964: 3931: 3922: 3583: 3545: 3498: 3482: 3472: 3431: 3404: 3388: 3378: 3344: 3315: 3269: 3250: 3243: 3224: 3214: 3205: 3189: 3041:American Chemical Society 2701:Obstetrics and Gynecology 2662:Obstetrics and Gynecology 2632:American Family Physician 2071:World Health Organization 1775:10.1007/s40265-018-0995-2 991:peripheral nervous system 843:dilation of blood vessels 665: 640: 620: 598: 585: 558: 553: 534: 502: 482: 462: 442: 422: 402: 382: 362: 337: 317: 285: 280: 233: 228: 203: 191: 165: 118: 104: 86: 66: 56: 51: 42: 33: 6551:Menatetrenone (vitamin K 6374:Aminophenols (anilines): 4338:Calcium channel blockers 2419:10.4049/jimmunol.1101029 2295:10.4049/jimmunol.1100103 1969:Hwa J, Martin K (2017). 930:patent ductus arteriosus 909:congenital heart disease 732:congenital heart defects 720:termination of pregnancy 6877:Dihomo-γ-linolenic acid 6274:Enolic acids (oxicams): 5817:Benorilate (benorylate) 4263:adrenoreceptor agonists 3145:Drug Information Portal 3086:10.1073/pnas.1733589100 2518:10.1038/nrendo.2010.194 2195:10.1161/01.CIR.63.3.682 1973:. In Katzung BG (ed.). 1077:potassium (K+) channels 935:The aerosol form of PGE 716:bleeding after delivery 6676:selenium tetrachloride 3123:www.accessdata.fda.gov 2754:10.23970/ahrqepccer238 1405:dilation and curettage 1025:receptors. The use of 987:central nervous system 309:)-7- hept-5-enoic acid 6345:Aminonicotinic acids: 4192:Induction of abortion 4023:Contraction induction 2987:10.1080/jog.17.S2.S53 2802:10.1530/jrf.0.0410211 2407:Journal of Immunology 2283:Journal of Immunology 2254:Textbook of Pathology 1626:Swedish physiologist 1218:Smooth muscle effects 875:Physiological effects 779:) is modified by the 744:injection into a vein 21:Prostaglandin F2alpha 6981:Aromatase inhibitors 5994:Indometacin farnesil 5847:Magnesium salicylate 5478:Pinane thromboxane A 5239:Iloprost (ciloprost) 4859:Iloprost (ciloprost) 4665:Iloprost (ciloprost) 4248:/labor repressants ( 2874:(1): u203804.w4027. 2594:Molecular Immunology 2472:10.2147/DNND.S240800 1667:was approved by the 1591:When prostaglandin E 1142:Neurological effects 5822:Carbasalate calcium 3592:bronchoconstriction 3077:2003PNAS..100.8609S 2981:(Suppl 2): S53-67. 2042:Hamilton R (2015). 1459:Mechanism of action 1340:cervical effacement 811:uterine contraction 757:(AA) by the enzyme 252:(Prescription only) 30: 7011:Secondary alcohols 6976:Alkene derivatives 6684:selenium disulfide 6316:4-Aminoquinolines: 4076:Never to phase III 3037:"Prostaglandin E2" 2668:(2 Pt 1): 386–97. 1698:. 17 December 2019 1441:low blood pressure 1344:induction of labor 946:, similarly to PGE 815:low blood pressure 26: 6936: 6935: 6852: 6851: 5887:Sodium salicylate 5857:Methyl salicylate 5780: 5765: 5764: 5086: 5085: 4612: 4611: 4429: 4372: 4371: 4364:Magnesium sulfate 4356:Myosin inhibitors 4212: 4211: 4086: 4085: 4017: 4016: 3956:Methylergometrine 3924:Cervical ripening 3869: 3868: 3541: 3540: 3468: 3467: 3374: 3373: 3340: 3339: 3336: 3335: 2263:978-93-5152-369-7 2008:10.1021/cr2002992 1769:(15): 1615–1624. 1663:. Prostaglandin E 1614:The synthetic PGE 1557:Contraindications 1552:Contraindications 1352:systematic review 1334:Cervical ripening 1236:endothelial cells 1044:Additionally, PGE 997:interacts with EP 900:ductus arteriosus 864:works as well as 860:. Prostaglandin E 728:ductus arteriosus 698:), also known as 683: 682: 611:Interactive image 504:CompTox Dashboard 272: 260: 247: 181: 148: 131: 16:Chemical compound 7028: 6991:Carboxylic acids 6953: 6952: 6951: 6944: 6887:Arachidonic acid 6762: 6758: 6743: 6739: 6720: 6716: 6701: 6697: 6660: 6656: 6483:Others/unsorted: 6058:Propionic acids: 6039:Sulindac sulfide 5804:Salicylic acids: 5795: 5790: 5784: 5783: 5774: 5327: 5323: 5199: 5195: 5102: 5098: 4944: 4940: 4829: 4825: 4752: 4748: 4645: 4641: 4632: 4631: 4628: 4624: 4521: 4517: 4464: 4460: 4451: 4450: 4447: 4443: 4433: 4432: 4423: 4399: 4392: 4385: 4376: 4375: 4239: 4232: 4225: 4216: 4215: 4178:Methylergonovine 4113: 4106: 4099: 4090: 4089: 3929: 3928: 3896: 3889: 3882: 3873: 3872: 3643:vasoconstriction 3480: 3479: 3386: 3385: 3248: 3247: 3222: 3221: 3212: 3211: 3197:Arachidonic acid 3176: 3169: 3162: 3153: 3152: 3148: 3127: 3126: 3115: 3109: 3108: 3098: 3088: 3056: 3045: 3044: 3033: 3024: 3023: 3013: 3005: 2999: 2998: 2970: 2964: 2963: 2961: 2960: 2954: 2948:. Archived from 2947: 2939: 2933: 2932: 2930: 2929: 2923:www.cervidil.com 2915: 2902: 2901: 2891: 2859: 2850: 2849: 2821: 2815: 2814: 2804: 2780: 2774: 2773: 2741: 2735: 2734: 2724: 2692: 2686: 2685: 2657: 2648: 2647: 2627: 2618: 2617: 2589: 2583: 2582: 2554: 2548: 2547: 2529: 2501: 2495: 2494: 2484: 2474: 2450: 2441: 2440: 2430: 2398: 2392: 2391: 2389: 2388: 2372: 2366: 2365: 2355: 2338:(9894): 769–79. 2323: 2317: 2316: 2306: 2274: 2268: 2267: 2252:Mohan H (2015). 2249: 2243: 2242: 2222: 2216: 2215: 2197: 2173: 2167: 2166: 2156: 2124: 2113: 2112: 2110: 2109: 2095: 2089: 2088: 2086: 2067: 2058: 2057: 2039: 2030: 2029: 2019: 1996:Chemical Reviews 1987: 1981: 1980: 1966: 1923: 1922: 1905: 1899: 1898: 1874: 1855: 1854: 1836: 1795: 1794: 1758: 1747: 1746: 1744: 1742: 1727: 1708: 1707: 1705: 1703: 1688: 1610:Pharmacokinetics 1198:activation of EP 1136:cytotoxic T-cell 961:also suppresses 809:, and excessive 755:arachidonic acid 679: 678: 671: 613: 593: 578: 572: 566: 549: 538: 527: 526: 512: 510: 495: 475: 455: 435: 415: 395: 375: 355: 345: 344: 330: 270: 267: 258: 255: 245: 242: 220: 199:Intravaginal, IV 179: 176: 158: 147: 144: 141: 130: 127: 114: 100: 47: 38: 31: 29: 28:Prostaglandin E2 25: 7036: 7035: 7031: 7030: 7029: 7027: 7026: 7025: 7001:Obstetric drugs 6961: 6960: 6959: 6949: 6947: 6939: 6937: 6932: 6907: 6903: 6900:Prostaglandin H 6895: 6892:Prostaglandin G 6848: 6760: 6750: 6748:Tranylcypromine 6741: 6737: 6727: 6718: 6708: 6699: 6689: 6680:sodium selenite 6658: 6654: 6644: 6590:Rosmarinic acid 6554: 6362:Sulfonanilides: 6265:Oxyphenbutazone 5791: 5773: 5761: 5540: 5481: 5353: 5340: 5325: 5321: 5311: 5271: 5268:Prostaglandin E 5263:, epoprostenol) 5262: 5197: 5193: 5183: 5158: 5155:Prostaglandin F 5150: 5147:Prostaglandin D 5100: 5096: 5082: 5067: 5064:Prostaglandin F 5029: 5011: 4976: 4973:Prostaglandin E 4967: 4964:Prostaglandin E 4942: 4939: 4929: 4910:Ricinoleic acid 4899: 4896:Prostaglandin E 4890: 4887:Prostaglandin E 4882: 4879:Prostaglandin D 4827: 4824: 4814: 4784: 4781:Prostaglandin E 4775: 4772:Prostaglandin E 4750: 4747: 4737: 4697: 4694:Prostaglandin E 4688: 4685:Prostaglandin E 4643: 4640: 4626: 4622: 4608: 4539: 4536:Prostaglandin D 4519: 4516: 4506: 4477: 4474:Prostaglandin D 4462: 4459: 4445: 4441: 4422: 4414: 4403: 4373: 4368: 4350: 4332: 4314: 4295: 4262: 4253: 4243: 4213: 4208: 4187: 4146: 4120: 4119:Obstetric drugs 4117: 4087: 4082: 4081: 4066:Clinical trials 4045: 4013: 3997: 3990:Dinoprostone/E2 3969: 3960: 3933:Ergot alkaloids 3918: 3900: 3870: 3865: 3858: 3849: 3829: 3809: 3801: 3786: 3778: 3760: 3752: 3737: 3717: 3709: 3701: 3693: 3685: 3668: 3660: 3652: 3633: 3625: 3617: 3609: 3601: 3579: 3569: 3562: 3537: 3533: 3525: 3517: 3509: 3494: 3464: 3460: 3452: 3444: 3427: 3423: 3415: 3400: 3370: 3366: 3358: 3332: 3326: 3311: 3305: 3294: 3283: 3265: 3261: 3239: 3235: 3201: 3185: 3180: 3139: 3136: 3131: 3130: 3117: 3116: 3112: 3071:(15): 8609–11. 3057: 3048: 3035: 3034: 3027: 3011: 3007: 3006: 3002: 2971: 2967: 2958: 2956: 2952: 2945: 2941: 2940: 2936: 2927: 2925: 2917: 2916: 2905: 2860: 2853: 2822: 2818: 2781: 2777: 2742: 2738: 2693: 2689: 2658: 2651: 2628: 2621: 2590: 2586: 2555: 2551: 2502: 2498: 2451: 2444: 2399: 2395: 2386: 2384: 2373: 2369: 2324: 2320: 2275: 2271: 2264: 2250: 2246: 2223: 2219: 2174: 2170: 2125: 2116: 2107: 2105: 2097: 2096: 2092: 2068: 2061: 2054: 2040: 2033: 2002:(10): 5821–65. 1988: 1984: 1967: 1926: 1919: 1907: 1906: 1902: 1891: 1875: 1858: 1837: 1798: 1759: 1750: 1740: 1738: 1729: 1728: 1711: 1701: 1699: 1690: 1689: 1682: 1677: 1666: 1658: 1655:Prostaglandin E 1654: 1650: 1637: 1624: 1617: 1612: 1605: 1598: 1594: 1589: 1574: 1570: 1566: 1562: 1554: 1538: 1534: 1530: 1526: 1523:Prostaglandin E 1521: 1507:synthesis with 1506: 1494: 1490: 1486: 1482: 1478: 1470: 1466: 1463:Prostaglandin E 1461: 1438: 1430: 1426: 1422: 1418: 1413: 1401: 1396: 1391: 1384: 1380: 1372: 1368: 1365:Prostaglandin E 1349: 1336: 1331: 1320: 1316: 1312: 1300: 1292: 1288: 1285:Prostaglandin E 1283: 1276: 1272: 1268: 1261: 1257: 1253: 1249: 1229: 1225: 1222:Prostaglandin E 1220: 1213: 1209: 1205: 1201: 1197: 1193: 1189: 1185: 1181: 1177: 1173: 1169: 1165: 1161: 1157: 1153: 1149: 1144: 1133: 1110: 1098: 1094: 1090: 1085: 1074:hyperpolarizing 1071: 1067: 1063: 1055: 1051: 1047: 1040: 1036: 1024: 1004: 1000: 996: 984: 980: 977:Prostaglandin E 975: 968: 960: 953: 949: 945: 938: 927: 922: 918: 914: 906: 897: 893: 877: 869: 866:prostaglandin E 863: 851: 848:Prostaglandin E 834: 831:prostaglandin E 804: 797: 793: 788: 785:prostaglandin H 778: 773: 770:prostaglandin G 762: 759:phospholipase A 752: 712:labor induction 696: 689: 686:Prostaglandin E 674: 672: 669:(what is this?) 666: 661: 658: 653: 648: 647: 636: 633: 628: 627: 616: 591: 581: 575: 569: 530: 506: 498: 478: 458: 438: 418: 398: 378: 358: 341: 333: 313: 310: 293: 292: 276: 224: 194: 187: 168: 161: 24: 17: 12: 11: 5: 7034: 7024: 7023: 7018: 7013: 7008: 7006:Prostaglandins 7003: 6998: 6993: 6988: 6983: 6978: 6973: 6971:Abortifacients 6958: 6957: 6934: 6933: 6931: 6930: 6923: 6916: 6912: 6909: 6908: 6906: 6905: 6901: 6897: 6893: 6889: 6884: 6882:Diacylglycerol 6879: 6874: 6869: 6860: 6858: 6854: 6853: 6850: 6849: 6847: 6846: 6841: 6836: 6831: 6826: 6821: 6816: 6811: 6806: 6801: 6796: 6791: 6786: 6781: 6776: 6771: 6765: 6763: 6752: 6751: 6746: 6744: 6735: 6729: 6728: 6723: 6721: 6710: 6709: 6704: 6702: 6691: 6690: 6688: 6687: 6669: 6663: 6661: 6652: 6646: 6645: 6643: 6642: 6637: 6632: 6627: 6622: 6617: 6612: 6607: 6602: 6597: 6592: 6587: 6582: 6577: 6572: 6567: 6562: 6557: 6552: 6548: 6543: 6538: 6533: 6528: 6523: 6518: 6513: 6508: 6503: 6498: 6493: 6488: 6476: 6471: 6466: 6461: 6456: 6451: 6446: 6441: 6436: 6431: 6426: 6421: 6416: 6404: 6399: 6394: 6389: 6384: 6379: 6367: 6355: 6350: 6338: 6326: 6321: 6309: 6304: 6299: 6294: 6289: 6284: 6279: 6270:Phenylbutazone 6267: 6262: 6257: 6252: 6240: 6235: 6230: 6225: 6220: 6215: 6210: 6205: 6193: 6188: 6183: 6178: 6173: 6168: 6163: 6158: 6153: 6148: 6143: 6138: 6133: 6128: 6123: 6118: 6113: 6108: 6103: 6098: 6093: 6088: 6083: 6078: 6073: 6068: 6063: 6051: 6046: 6041: 6036: 6031: 6026: 6021: 6016: 6011: 6006: 6001: 5996: 5991: 5986: 5981: 5976: 5971: 5966: 5961: 5956: 5951: 5946: 5941: 5936: 5931: 5926: 5921: 5916: 5911: 5906: 5901: 5889: 5884: 5879: 5874: 5869: 5864: 5859: 5854: 5849: 5844: 5839: 5834: 5829: 5824: 5819: 5814: 5809: 5800: 5798: 5781: 5767: 5766: 5763: 5762: 5760: 5759: 5754: 5749: 5744: 5739: 5734: 5729: 5724: 5719: 5714: 5709: 5704: 5699: 5694: 5689: 5684: 5679: 5674: 5669: 5664: 5659: 5654: 5649: 5644: 5639: 5634: 5629: 5624: 5619: 5614: 5609: 5604: 5599: 5594: 5589: 5584: 5579: 5574: 5569: 5564: 5559: 5554: 5548: 5546: 5542: 5541: 5539: 5538: 5533: 5528: 5523: 5518: 5513: 5508: 5503: 5498: 5493: 5488: 5483: 5479: 5475: 5470: 5465: 5460: 5455: 5450: 5445: 5440: 5435: 5430: 5425: 5420: 5415: 5410: 5405: 5400: 5395: 5390: 5385: 5380: 5375: 5366: 5365: 5360: 5355: 5351: 5347: 5342: 5338: 5330: 5328: 5319: 5313: 5312: 5310: 5309: 5300: 5299: 5294: 5289: 5284: 5279: 5274: 5269: 5265: 5260: 5256: 5251: 5246: 5244:Isocarbacyclin 5241: 5236: 5231: 5226: 5221: 5216: 5211: 5202: 5200: 5191: 5185: 5184: 5182: 5181: 5176: 5171: 5166: 5161: 5156: 5152: 5148: 5144: 5139: 5134: 5129: 5124: 5119: 5114: 5105: 5103: 5094: 5088: 5087: 5084: 5083: 5081: 5080: 5075: 5070: 5065: 5061: 5056: 5051: 5046: 5041: 5036: 5031: 5027: 5019: 5017: 5013: 5012: 5010: 5009: 5004: 4999: 4994: 4985: 4984: 4979: 4977:(dinoprostone) 4974: 4970: 4965: 4961: 4956: 4947: 4945: 4937: 4931: 4930: 4928: 4927: 4918: 4917: 4912: 4907: 4902: 4900:(dinoprostone) 4897: 4893: 4888: 4884: 4880: 4876: 4871: 4866: 4864:Isocarbacyclin 4861: 4856: 4851: 4846: 4841: 4832: 4830: 4822: 4816: 4815: 4813: 4812: 4807: 4802: 4793: 4792: 4787: 4785:(dinoprostone) 4782: 4778: 4773: 4769: 4764: 4755: 4753: 4745: 4739: 4738: 4736: 4735: 4730: 4725: 4720: 4715: 4706: 4705: 4700: 4698:(dinoprostone) 4695: 4691: 4686: 4682: 4677: 4672: 4667: 4662: 4657: 4648: 4646: 4638: 4629: 4620: 4614: 4613: 4610: 4609: 4607: 4606: 4601: 4596: 4591: 4586: 4581: 4576: 4571: 4566: 4561: 4556: 4551: 4542: 4541: 4537: 4533: 4524: 4522: 4514: 4508: 4507: 4505: 4504: 4499: 4494: 4485: 4484: 4479: 4475: 4467: 4465: 4457: 4448: 4439: 4430: 4416: 4415: 4402: 4401: 4394: 4387: 4379: 4370: 4369: 4367: 4366: 4360: 4358: 4352: 4351: 4349: 4348: 4342: 4340: 4334: 4333: 4331: 4330: 4324: 4322: 4316: 4315: 4313: 4312: 4306: 4304: 4297: 4296: 4294: 4293: 4288: 4283: 4278: 4273: 4267: 4265: 4260: 4255: 4254: 4242: 4241: 4234: 4227: 4219: 4210: 4209: 4207: 4206: 4201: 4195: 4193: 4189: 4188: 4186: 4185: 4180: 4175: 4170: 4165: 4160: 4154: 4152: 4148: 4147: 4145: 4144: 4139: 4134: 4128: 4126: 4122: 4121: 4116: 4115: 4108: 4101: 4093: 4084: 4083: 4080: 4079: 4078: 4077: 4074: 4063: 4057: 4051: 4050: 4047: 4046: 4044: 4043: 4038: 4033: 4027: 4025: 4019: 4018: 4015: 4014: 4012: 4011: 4009:Carboprost/F2α 4006: 3999: 3998: 3995:Sulprostone/E2 3992: 3987: 3982: 3980:Misoprostol/E1 3975: 3973: 3966:Prostaglandins 3962: 3961: 3959: 3958: 3953: 3943: 3937: 3935: 3926: 3920: 3919: 3907:labor inducers 3899: 3898: 3891: 3884: 3876: 3867: 3866: 3864: 3863: 3862: 3861: 3856: 3852: 3851:(Dinoprostone) 3847: 3834: 3833: 3832: 3831: 3827: 3814: 3813: 3812: 3811: 3807: 3803: 3799: 3790: 3789: 3788: 3784: 3780: 3776: 3764: 3763: 3762: 3758: 3754: 3750: 3741: 3740: 3739: 3735: 3722: 3721: 3720: 3719: 3715: 3711: 3707: 3703: 3699: 3695: 3691: 3687: 3683: 3672: 3671: 3670: 3666: 3662: 3658: 3654: 3650: 3638: 3637: 3636: 3635: 3631: 3627: 3623: 3619: 3615: 3611: 3607: 3603: 3599: 3587: 3585: 3581: 3580: 3578: 3577: 3572: 3567: 3560: 3551: 3549: 3543: 3542: 3539: 3538: 3536: 3535: 3531: 3527: 3523: 3519: 3515: 3511: 3507: 3502: 3500: 3496: 3495: 3493: 3492: 3486: 3484: 3477: 3470: 3469: 3466: 3465: 3463: 3462: 3458: 3454: 3450: 3446: 3442: 3437: 3435: 3429: 3428: 3426: 3425: 3421: 3417: 3413: 3408: 3406: 3402: 3401: 3399: 3398: 3392: 3390: 3383: 3376: 3375: 3372: 3371: 3369: 3368: 3364: 3360: 3356: 3351: 3349: 3342: 3341: 3338: 3337: 3334: 3333: 3331: 3330: 3324: 3319: 3317: 3313: 3312: 3310: 3309: 3303: 3298: 3297: 3292: 3287: 3286: 3284:(Dinoprostone) 3281: 3276: 3274: 3267: 3266: 3264: 3263: 3259: 3254: 3252: 3245: 3241: 3240: 3238: 3237: 3233: 3228: 3226: 3219: 3216:Prostaglandins 3209: 3203: 3202: 3200: 3199: 3193: 3191: 3187: 3186: 3179: 3178: 3171: 3164: 3156: 3150: 3149: 3141:"Dinoprostone" 3135: 3134:External links 3132: 3129: 3128: 3110: 3046: 3025: 3000: 2965: 2934: 2903: 2851: 2816: 2775: 2736: 2687: 2649: 2638:(10): 2123–8. 2619: 2584: 2565:(2–3): 55–63. 2549: 2496: 2442: 2393: 2367: 2318: 2289:(7): 3663–70. 2269: 2262: 2244: 2217: 2168: 2114: 2099:"Dinoprostone" 2090: 2059: 2052: 2031: 1982: 1924: 1917: 1900: 1889: 1856: 1796: 1748: 1731:"Dinoprostone" 1709: 1679: 1678: 1676: 1673: 1664: 1656: 1652: 1648: 1640:Sune Bergström 1635: 1632:prostaglandins 1623: 1620: 1615: 1611: 1608: 1603: 1596: 1592: 1588: 1585: 1572: 1568: 1564: 1560: 1553: 1550: 1536: 1532: 1528: 1524: 1520: 1519:Administration 1517: 1504: 1492: 1488: 1484: 1480: 1476: 1468: 1464: 1460: 1457: 1436: 1428: 1424: 1420: 1416: 1412: 1409: 1399: 1394: 1390: 1387: 1382: 1378: 1370: 1366: 1347: 1335: 1332: 1330: 1327: 1318: 1314: 1310: 1298: 1290: 1286: 1282: 1281:Kidney effects 1279: 1274: 1270: 1266: 1259: 1255: 1251: 1247: 1240:smooth muscles 1227: 1223: 1219: 1216: 1211: 1207: 1203: 1199: 1195: 1191: 1187: 1183: 1179: 1175: 1171: 1167: 1163: 1159: 1155: 1151: 1147: 1143: 1140: 1131: 1108: 1101:prostaglandins 1096: 1092: 1088: 1084: 1081: 1069: 1065: 1061: 1053: 1049: 1045: 1038: 1034: 1022: 1009:via enhancing 1002: 998: 994: 982: 978: 974: 971: 966: 958: 951: 947: 943: 936: 925: 920: 916: 912: 904: 895: 891: 876: 873: 867: 861: 849: 832: 802: 795: 791: 786: 776: 771: 766:cyclooxygenase 760: 750: 724:newborn babies 694: 687: 681: 680: 663: 662: 660: 659: 656: 654: 651: 643: 642: 641: 638: 637: 635: 634: 631: 623: 622: 621: 618: 617: 615: 614: 606: 604: 596: 595: 589: 583: 582: 579: 573: 567: 562: 556: 555: 551: 550: 540: 532: 531: 529: 528: 515: 513: 500: 499: 497: 496: 488: 486: 480: 479: 477: 476: 468: 466: 460: 459: 457: 456: 448: 446: 440: 439: 437: 436: 428: 426: 420: 419: 417: 416: 408: 406: 400: 399: 397: 396: 388: 386: 380: 379: 377: 376: 368: 366: 360: 359: 357: 356: 348: 346: 335: 334: 332: 331: 323: 321: 315: 314: 312: 311: 296: 288: 287: 286: 283: 282: 278: 277: 275: 274: 265: 253: 239: 237: 231: 230: 226: 225: 223: 222: 209: 207: 201: 200: 197: 195:administration 189: 188: 186: 185: 183: 173: 171: 163: 162: 160: 159: 142: 124: 122: 116: 115: 108: 102: 101: 94: 84: 83: 68: 64: 63: 60: 54: 53: 49: 48: 40: 39: 15: 9: 6: 4: 3: 2: 7033: 7022: 7019: 7017: 7014: 7012: 7009: 7007: 7004: 7002: 6999: 6997: 6994: 6992: 6989: 6987: 6984: 6982: 6979: 6977: 6974: 6972: 6969: 6968: 6966: 6956: 6946: 6945: 6942: 6929: 6928: 6924: 6922: 6921: 6917: 6914: 6913: 6910: 6904: 6898: 6896: 6890: 6888: 6885: 6883: 6880: 6878: 6875: 6873: 6870: 6868: 6867:Linoleic acid 6865: 6862: 6861: 6859: 6855: 6845: 6842: 6840: 6837: 6835: 6832: 6830: 6827: 6825: 6822: 6820: 6817: 6815: 6812: 6810: 6807: 6805: 6802: 6800: 6797: 6795: 6792: 6790: 6787: 6785: 6782: 6780: 6777: 6775: 6772: 6770: 6767: 6766: 6764: 6759: 6753: 6749: 6745: 6740: 6730: 6726: 6722: 6717: 6711: 6707: 6703: 6698: 6692: 6685: 6681: 6677: 6673: 6670: 6668: 6665: 6664: 6662: 6657: 6647: 6641: 6638: 6636: 6633: 6631: 6628: 6626: 6623: 6621: 6618: 6616: 6613: 6611: 6608: 6606: 6603: 6601: 6598: 6596: 6593: 6591: 6588: 6586: 6583: 6581: 6578: 6576: 6573: 6571: 6568: 6566: 6563: 6561: 6558: 6556: 6549: 6547: 6544: 6542: 6539: 6537: 6534: 6532: 6529: 6527: 6524: 6522: 6519: 6517: 6514: 6512: 6509: 6507: 6504: 6502: 6499: 6497: 6494: 6492: 6489: 6487: 6484: 6480: 6477: 6475: 6472: 6470: 6467: 6465: 6462: 6460: 6457: 6455: 6452: 6450: 6447: 6445: 6442: 6440: 6437: 6435: 6432: 6430: 6427: 6425: 6422: 6420: 6417: 6415: 6412: 6408: 6405: 6403: 6400: 6398: 6395: 6393: 6390: 6388: 6385: 6383: 6380: 6378: 6375: 6371: 6368: 6366: 6363: 6359: 6356: 6354: 6351: 6349: 6346: 6342: 6339: 6337: 6336:Fluproquazone 6334: 6333:Quinazolines: 6330: 6327: 6325: 6322: 6320: 6317: 6313: 6310: 6308: 6305: 6303: 6300: 6298: 6295: 6293: 6290: 6288: 6285: 6283: 6280: 6278: 6275: 6271: 6268: 6266: 6263: 6261: 6258: 6256: 6253: 6251: 6248: 6244: 6241: 6239: 6236: 6234: 6231: 6229: 6226: 6224: 6221: 6219: 6216: 6214: 6211: 6209: 6206: 6204: 6201: 6197: 6194: 6192: 6189: 6187: 6184: 6182: 6179: 6177: 6174: 6172: 6169: 6167: 6164: 6162: 6159: 6157: 6154: 6152: 6149: 6147: 6144: 6142: 6139: 6137: 6134: 6132: 6129: 6127: 6124: 6122: 6119: 6117: 6114: 6112: 6111:Flunoxaprofen 6109: 6107: 6104: 6102: 6099: 6097: 6096:Dexketoprofen 6094: 6092: 6091:Dexindoprofen 6089: 6087: 6084: 6082: 6079: 6077: 6074: 6072: 6069: 6067: 6064: 6062: 6059: 6055: 6052: 6050: 6047: 6045: 6042: 6040: 6037: 6035: 6032: 6030: 6029:Proglumetacin 6027: 6025: 6022: 6020: 6017: 6015: 6012: 6010: 6007: 6005: 6002: 6000: 5997: 5995: 5992: 5990: 5987: 5985: 5982: 5980: 5977: 5975: 5972: 5970: 5967: 5965: 5962: 5960: 5959:Difenpiramide 5957: 5955: 5952: 5950: 5947: 5945: 5942: 5940: 5937: 5935: 5932: 5930: 5927: 5925: 5922: 5920: 5917: 5915: 5912: 5910: 5907: 5905: 5902: 5900: 5897: 5896:Acetic acids: 5893: 5890: 5888: 5885: 5883: 5880: 5878: 5875: 5873: 5870: 5868: 5865: 5863: 5860: 5858: 5855: 5853: 5850: 5848: 5845: 5843: 5840: 5838: 5835: 5833: 5830: 5828: 5825: 5823: 5820: 5818: 5815: 5813: 5810: 5808: 5805: 5802: 5801: 5799: 5797: 5785: 5782: 5778: 5772: 5768: 5758: 5755: 5753: 5750: 5748: 5745: 5743: 5740: 5738: 5735: 5733: 5730: 5728: 5725: 5723: 5720: 5718: 5715: 5713: 5710: 5708: 5705: 5703: 5700: 5698: 5695: 5693: 5690: 5688: 5685: 5683: 5680: 5678: 5675: 5673: 5670: 5668: 5665: 5663: 5660: 5658: 5655: 5653: 5650: 5648: 5645: 5643: 5640: 5638: 5635: 5633: 5630: 5628: 5627:Fenprostalene 5625: 5623: 5620: 5618: 5615: 5613: 5610: 5608: 5605: 5603: 5600: 5598: 5595: 5593: 5590: 5588: 5585: 5583: 5580: 5578: 5577:Delprostenate 5575: 5573: 5570: 5568: 5565: 5563: 5560: 5558: 5555: 5553: 5550: 5549: 5547: 5543: 5537: 5534: 5532: 5529: 5527: 5524: 5522: 5519: 5517: 5514: 5512: 5509: 5507: 5504: 5502: 5499: 5497: 5494: 5492: 5489: 5487: 5484: 5482: 5476: 5474: 5471: 5469: 5466: 5464: 5461: 5459: 5456: 5454: 5451: 5449: 5446: 5444: 5441: 5439: 5436: 5434: 5431: 5429: 5426: 5424: 5421: 5419: 5416: 5414: 5411: 5409: 5406: 5404: 5401: 5399: 5396: 5394: 5391: 5389: 5386: 5384: 5381: 5379: 5376: 5374: 5371: 5368: 5367: 5364: 5361: 5359: 5356: 5354: 5350:Thromboxane A 5348: 5346: 5343: 5341: 5335: 5332: 5331: 5329: 5324: 5314: 5308: 5305: 5302: 5301: 5298: 5295: 5293: 5290: 5288: 5285: 5283: 5280: 5278: 5275: 5273: 5272:(alprostadil) 5266: 5264: 5257: 5255: 5252: 5250: 5247: 5245: 5242: 5240: 5237: 5235: 5232: 5230: 5227: 5225: 5222: 5220: 5217: 5215: 5212: 5210: 5207: 5204: 5203: 5201: 5196: 5186: 5180: 5177: 5175: 5172: 5170: 5167: 5165: 5162: 5160: 5153: 5151: 5145: 5143: 5140: 5138: 5135: 5133: 5130: 5128: 5125: 5123: 5120: 5118: 5115: 5113: 5110: 5107: 5106: 5104: 5099: 5089: 5079: 5076: 5074: 5071: 5069: 5062: 5060: 5057: 5055: 5052: 5050: 5047: 5045: 5042: 5040: 5037: 5035: 5032: 5030: 5024: 5021: 5020: 5018: 5014: 5008: 5005: 5003: 5000: 4998: 4995: 4993: 4990: 4987: 4986: 4983: 4980: 4978: 4971: 4969: 4968:(alprostadil) 4962: 4960: 4957: 4955: 4952: 4949: 4948: 4946: 4941: 4932: 4926: 4923: 4920: 4919: 4916: 4913: 4911: 4908: 4906: 4903: 4901: 4894: 4892: 4891:(alprostadil) 4885: 4883: 4877: 4875: 4872: 4870: 4867: 4865: 4862: 4860: 4857: 4855: 4852: 4850: 4847: 4845: 4842: 4840: 4837: 4834: 4833: 4831: 4826: 4817: 4811: 4808: 4806: 4803: 4801: 4798: 4795: 4794: 4791: 4788: 4786: 4779: 4777: 4776:(alprostadil) 4770: 4768: 4765: 4763: 4760: 4757: 4756: 4754: 4749: 4740: 4734: 4731: 4729: 4726: 4724: 4721: 4719: 4716: 4714: 4711: 4708: 4707: 4704: 4701: 4699: 4692: 4690: 4689:(alprostadil) 4683: 4681: 4678: 4676: 4673: 4671: 4668: 4666: 4663: 4661: 4658: 4656: 4653: 4650: 4649: 4647: 4642: 4633: 4630: 4625: 4615: 4605: 4602: 4600: 4597: 4595: 4592: 4590: 4587: 4585: 4582: 4580: 4577: 4575: 4572: 4570: 4567: 4565: 4562: 4560: 4557: 4555: 4552: 4550: 4547: 4544: 4543: 4540: 4534: 4532: 4529: 4526: 4525: 4523: 4518: 4509: 4503: 4500: 4498: 4495: 4493: 4490: 4487: 4486: 4483: 4480: 4478: 4472: 4469: 4468: 4466: 4461: 4452: 4449: 4444: 4434: 4431: 4427: 4421: 4417: 4413: 4410: 4407: 4400: 4395: 4393: 4388: 4386: 4381: 4380: 4377: 4365: 4362: 4361: 4359: 4357: 4353: 4347: 4344: 4343: 4341: 4339: 4335: 4329: 4326: 4325: 4323: 4321: 4317: 4311: 4308: 4307: 4305: 4302: 4298: 4292: 4289: 4287: 4284: 4282: 4281:Hexoprenaline 4279: 4277: 4274: 4272: 4269: 4268: 4266: 4264: 4256: 4251: 4247: 4240: 4235: 4233: 4228: 4226: 4221: 4220: 4217: 4205: 4202: 4200: 4197: 4196: 4194: 4190: 4184: 4181: 4179: 4176: 4174: 4171: 4169: 4166: 4164: 4161: 4159: 4156: 4155: 4153: 4149: 4143: 4140: 4138: 4135: 4133: 4130: 4129: 4127: 4123: 4114: 4109: 4107: 4102: 4100: 4095: 4094: 4091: 4075: 4073: 4070: 4069: 4067: 4064: 4061: 4058: 4056: 4053: 4052: 4048: 4042: 4039: 4037: 4034: 4032: 4029: 4028: 4026: 4024: 4020: 4010: 4007: 4005: 4004:Dinoprost/F2α 4001: 4000: 3996: 3993: 3991: 3988: 3986: 3983: 3981: 3977: 3976: 3974: 3972: 3967: 3963: 3957: 3954: 3951: 3947: 3944: 3942: 3939: 3938: 3936: 3934: 3930: 3927: 3925: 3921: 3916: 3912: 3908: 3904: 3897: 3892: 3890: 3885: 3883: 3878: 3877: 3874: 3859: 3853: 3850: 3844: 3843: 3842: 3840: 3836: 3835: 3830: 3824: 3823: 3822: 3820: 3816: 3815: 3810: 3804: 3802: 3796: 3795: 3794: 3791: 3787: 3781: 3779: 3773: 3772: 3771: 3769: 3765: 3761: 3755: 3753: 3747: 3746: 3745: 3742: 3738: 3732: 3731: 3730: 3728: 3724: 3723: 3718: 3712: 3710: 3704: 3702: 3696: 3694: 3688: 3686: 3680: 3679: 3678: 3677: 3673: 3669: 3663: 3661: 3655: 3653: 3647: 3646: 3645: 3644: 3640: 3639: 3634: 3628: 3626: 3620: 3618: 3612: 3610: 3604: 3602: 3596: 3595: 3594: 3593: 3589: 3588: 3586: 3582: 3576: 3573: 3570: 3563: 3556: 3553: 3552: 3550: 3548: 3544: 3534: 3528: 3526: 3520: 3518: 3512: 3510: 3504: 3503: 3501: 3497: 3491: 3488: 3487: 3485: 3481: 3478: 3475: 3471: 3461: 3455: 3453: 3447: 3445: 3439: 3438: 3436: 3434: 3430: 3424: 3418: 3416: 3410: 3409: 3407: 3403: 3397: 3394: 3393: 3391: 3387: 3384: 3381: 3377: 3367: 3361: 3359: 3353: 3352: 3350: 3347: 3343: 3328: 3321: 3320: 3318: 3314: 3307: 3300: 3299: 3296: 3295:(Alprostadil) 3289: 3288: 3285: 3278: 3277: 3275: 3272: 3268: 3262: 3256: 3255: 3253: 3249: 3246: 3242: 3236: 3230: 3229: 3227: 3223: 3220: 3217: 3213: 3210: 3208: 3204: 3198: 3195: 3194: 3192: 3188: 3184: 3177: 3172: 3170: 3165: 3163: 3158: 3157: 3154: 3146: 3142: 3138: 3137: 3124: 3120: 3114: 3106: 3102: 3097: 3092: 3087: 3082: 3078: 3074: 3070: 3066: 3062: 3055: 3053: 3051: 3042: 3038: 3032: 3030: 3021: 3017: 3010: 3004: 2996: 2992: 2988: 2984: 2980: 2976: 2969: 2955:on 2021-01-28 2951: 2944: 2938: 2924: 2920: 2914: 2912: 2910: 2908: 2899: 2895: 2890: 2885: 2881: 2877: 2873: 2869: 2865: 2858: 2856: 2847: 2843: 2839: 2835: 2832:(3): 573–84. 2831: 2827: 2820: 2812: 2808: 2803: 2798: 2794: 2790: 2786: 2779: 2771: 2767: 2763: 2759: 2755: 2751: 2747: 2740: 2732: 2728: 2723: 2718: 2714: 2710: 2706: 2702: 2698: 2691: 2683: 2679: 2675: 2671: 2667: 2663: 2656: 2654: 2645: 2641: 2637: 2633: 2626: 2624: 2615: 2611: 2607: 2603: 2599: 2595: 2588: 2580: 2576: 2572: 2568: 2564: 2560: 2553: 2545: 2541: 2537: 2533: 2528: 2523: 2519: 2515: 2512:(3): 163–75. 2511: 2507: 2500: 2492: 2488: 2483: 2478: 2473: 2468: 2464: 2460: 2456: 2449: 2447: 2438: 2434: 2429: 2424: 2420: 2416: 2412: 2408: 2404: 2397: 2382: 2378: 2371: 2363: 2359: 2354: 2349: 2345: 2341: 2337: 2333: 2329: 2322: 2314: 2310: 2305: 2300: 2296: 2292: 2288: 2284: 2280: 2273: 2265: 2259: 2255: 2248: 2240: 2236: 2232: 2228: 2221: 2213: 2209: 2205: 2201: 2196: 2191: 2187: 2183: 2179: 2172: 2164: 2160: 2155: 2150: 2146: 2142: 2138: 2134: 2130: 2123: 2121: 2119: 2104: 2100: 2094: 2085: 2080: 2076: 2072: 2066: 2064: 2055: 2053:9781284057560 2049: 2045: 2038: 2036: 2027: 2023: 2018: 2013: 2009: 2005: 2001: 1997: 1993: 1986: 1978: 1977: 1972: 1965: 1963: 1961: 1959: 1957: 1955: 1953: 1951: 1949: 1947: 1945: 1943: 1941: 1939: 1937: 1935: 1933: 1931: 1929: 1920: 1918:9780857111562 1914: 1910: 1904: 1896: 1892: 1890:9780470750353 1886: 1882: 1881: 1873: 1871: 1869: 1867: 1865: 1863: 1861: 1852: 1848: 1844: 1843: 1835: 1833: 1831: 1829: 1827: 1825: 1823: 1821: 1819: 1817: 1815: 1813: 1811: 1809: 1807: 1805: 1803: 1801: 1792: 1788: 1784: 1780: 1776: 1772: 1768: 1764: 1757: 1755: 1753: 1736: 1732: 1726: 1724: 1722: 1720: 1718: 1716: 1714: 1697: 1693: 1687: 1685: 1680: 1672: 1670: 1662: 1646: 1641: 1633: 1629: 1628:Ulf von Euler 1619: 1607: 1600: 1584: 1580: 1576: 1558: 1549: 1545: 1541: 1516: 1514: 1510: 1502: 1498: 1497:Loop of Henle 1474: 1456: 1454: 1450: 1446: 1442: 1432: 1408: 1406: 1386: 1376: 1363: 1361: 1357: 1356:meta-analysis 1353: 1345: 1341: 1326: 1324: 1308: 1304: 1296: 1278: 1263: 1245: 1241: 1237: 1233: 1215: 1162:receptors (EP 1139: 1137: 1129: 1126: 1122: 1121:B lymphocytes 1118: 1114: 1107:function. PGE 1106: 1102: 1080: 1078: 1075: 1059: 1042: 1032: 1028: 1020: 1016: 1012: 1008: 992: 988: 970: 964: 955: 940: 933: 931: 910: 901: 888: 886: 882: 872: 870: 859: 855: 846: 844: 840: 836: 828: 824: 820: 816: 812: 808: 799: 789: 782: 774: 767: 763: 756: 747: 745: 741: 737: 733: 729: 725: 721: 717: 713: 709: 705: 704:prostaglandin 701: 697: 690: 677: 670: 664: 655: 650: 649: 646: 639: 630: 629: 626: 619: 612: 608: 607: 605: 602: 597: 590: 588: 584: 563: 561: 557: 552: 548: 544: 541: 539: 537:ECHA InfoCard 533: 525: 521: 520:DTXSID4022947 517: 516: 514: 505: 501: 494: 490: 489: 487: 485: 481: 474: 470: 469: 467: 465: 461: 454: 450: 449: 447: 445: 441: 434: 430: 429: 427: 425: 421: 414: 410: 409: 407: 405: 401: 394: 390: 389: 387: 385: 381: 374: 370: 369: 367: 365: 361: 354: 350: 349: 347: 340: 336: 329: 325: 324: 322: 320: 316: 308: 304: 300: 295: 294: 291: 284: 279: 273: Rx-only 266: 264: 254: 251: 241: 240: 238: 236: 232: 227: 219: 214: 211: 210: 208: 206: 202: 198: 196: 190: 184: 175: 174: 172: 170: 164: 157: 152: 143: 140: 135: 126: 125: 123: 121: 117: 113: 109: 107: 103: 99: 95: 93: 89: 85: 81: 77: 73: 69: 65: 61: 59: 55: 52:Clinical data 50: 46: 41: 37: 32: 22: 6925: 6918: 6863: 6482: 6410: 6407:Propacetamol 6397:Parapropamol 6373: 6361: 6344: 6332: 6324:Floctafenine 6315: 6273: 6250:Azapropazone 6247:Pyrazolones: 6246: 6199: 6181:Tarenflurbil 6116:Flurbiprofen 6086:Dexibuprofen 6066:Benoxaprofen 6061:Alminoprofen 6057: 5984:Glucametacin 5895: 5872:Salicylamide 5862:Salacetamide 5803: 5752:Trimoprostil 5747:Tiprostanide 5732:Spiriprostil 5667:Naxaprostene 5617:Esuberaprost 5572:Cobiprostone 5370:Antagonists: 5369: 5333: 5304:Antagonists: 5303: 5297:Treprostinil 5205: 5137:Fluprostenol 5127:Cloprostenol 5108: 5022: 4989:Antagonists: 4988: 4972: 4954:Lubiprostone 4950: 4922:Antagonists: 4921: 4895: 4835: 4797:Antagonists: 4796: 4790:Treprostinil 4780: 4758: 4710:Antagonists: 4709: 4693: 4675:Lubiprostone 4651: 4546:Antagonists: 4545: 4527: 4489:Antagonists: 4488: 4482:Treprostinil 4470: 4204:Mifepristone 4137:Dinoprostone 4136: 3989: 3985:Gemeprost/E1 3950:Syntometrine 3941:Acetergamine 3845: 3841:stimulation: 3837: 3825: 3821:stimulation: 3817: 3805: 3792: 3766: 3743: 3725: 3681: 3676:vasodilation 3674: 3641: 3590: 3380:Leukotrienes 3346:Thromboxanes 3279: 3144: 3122: 3113: 3068: 3064: 3040: 3019: 3015: 3003: 2978: 2974: 2968: 2957:. Retrieved 2950:the original 2937: 2926:. Retrieved 2922: 2871: 2867: 2829: 2825: 2819: 2795:(5): 211–4. 2792: 2788: 2778: 2745: 2739: 2704: 2700: 2690: 2665: 2661: 2635: 2631: 2597: 2593: 2587: 2562: 2558: 2552: 2509: 2505: 2499: 2462: 2458: 2410: 2406: 2396: 2385:. Retrieved 2380: 2377:"Acute Pain" 2370: 2335: 2331: 2321: 2286: 2282: 2272: 2253: 2247: 2233:(7): 452–7. 2230: 2226: 2220: 2188:(3): 682–8. 2185: 2181: 2171: 2139:(2): 134–8. 2136: 2132: 2106:. Retrieved 2102: 2093: 2084:10665/325771 2074: 2043: 1999: 1995: 1985: 1975: 1908: 1903: 1879: 1841: 1766: 1762: 1739:. Retrieved 1700:. Retrieved 1695: 1625: 1613: 1601: 1590: 1581: 1577: 1555: 1546: 1542: 1522: 1462: 1433: 1414: 1411:Side effects 1392: 1364: 1362:deliveries. 1337: 1329:Medical uses 1321:to increase 1297:-derived PGE 1284: 1264: 1234:produced by 1221: 1145: 1113:T-lymphocyte 1086: 1048:acting on EP 1043: 1019:permeability 1007:inflammation 976: 956: 941: 934: 889: 878: 847: 800: 748: 726:to keep the 700:dinoprostone 699: 692: 685: 684: 673:   667:   306: 302: 298: 235:Legal status 229:Legal status 156:Dinoprostone 120:License data 79: 75: 71: 7021:Uterotonics 6864:Precursors: 6804:Nicogrelate 6784:Furegrelate 6725:Bimatoprost 6635:Trifenagrel 6625:Tiflamizole 6595:Rutecarpine 6580:Resveratrol 6521:Glimepiride 6486:Anitrazafen 6464:Robenacoxib 6444:Lumiracoxib 6377:Acetanilide 6319:Antrafenine 6277:Ampiroxicam 6171:Pranoprofen 6156:Naproxcinod 6049:Zidometacin 5974:Fenclofenac 5899:Aceclofenac 5837:Ethenzamide 5832:Dipyrocetyl 5727:Rosaprostol 5707:Posaraprost 5692:Penprostene 5682:Ornoprostil 5662:Mexiprostil 5657:Meteneprost 5612:Eptaloprost 5587:Dimoxaprost 5552:Arbaprostil 5506:Seratrodast 5398:BMS-180,291 5229:Carbacyclin 5179:Unoprostone 5159:(dinoprost) 5142:Latanoprost 5117:Bimatoprost 5112:Alfaprostol 5068:(dinoprost) 5007:ONO-AE3-208 4959:Misoprostol 4915:Sulprostone 4905:Remiprostol 4874:Misoprostol 4869:Latanoprost 4844:Carbacyclin 4805:PF-04418948 4767:Misoprostol 4703:Sulprostone 4680:Misoprostol 4670:Latanoprost 4604:Vidupiprant 4594:Timapiprant 4589:Setipiprant 4564:Fevipiprant 4531:Indometacin 4502:Vidupiprant 4497:Laropiprant 4328:Indometacin 4303:antagonists 4291:Terbutaline 4199:Misoprostol 4173:Ergometrine 4168:Demoxytocin 4062:from market 4041:Demoxytocin 3946:Ergometrine 3903:Uterotonics 3860:(Dinoprost) 3584:By function 3575:Virodhamine 3306:(Dinoprost) 3207:Prostanoids 3183:Eicosanoids 3022:(17). 2013. 2600:(1): 61–8. 2527:2433/156404 2413:(1): 21–8. 2182:Circulation 1471:) binds to 1375:collagenase 1307:prostanoids 1232:vasodilator 1064:binds to EP 1058:nociception 885:osteoclasts 881:osteoblasts 871:in babies. 594: g·mol 543:100.006.052 473:CHEBI:15551 281:Identifiers 106:MedlinePlus 67:Other names 58:Trade names 6965:Categories 6834:Samixogrel 6829:Rolafagrel 6814:Picotamide 6794:Midazogrel 6769:Camonagrel 6630:Timegadine 6575:Pamicogrel 6546:Licofelone 6526:Hyperforin 6491:Clobuzarit 6479:Valdecoxib 6474:Tilmacoxib 6459:Polmacoxib 6434:Etoricoxib 6402:Phenacetin 6370:Nimesulide 6348:Clonixeril 6341:Proquazone 6297:Lornoxicam 6196:Vedaprofen 6146:Miroprofen 6141:Loxoprofen 6136:Ketoprofen 6131:Indoprofen 6106:Fenoprofen 6019:Oxametacin 6014:Nabumetone 5954:Diclofenac 5949:Clometacin 5944:Cinmetacin 5939:Bumadizone 5919:Alclofenac 5904:Acemetacin 5842:Guacetisal 5827:Diflunisal 5777:inhibitors 5742:Tilsuprost 5722:Rivenprost 5717:Rioprostil 5712:Prostalene 5697:Pimilprost 5687:Oxoprostol 5677:Nocloprost 5652:Luprostiol 5642:Lanproston 5637:Froxiprost 5632:Flunoprost 5622:Etiproston 5607:Enisoprost 5602:Eganoprost 5562:Ciprostene 5531:Terutroban 5521:Sulotroban 5501:Samixogrel 5486:Ramatroban 5473:Picotamide 5458:Mipitroban 5453:Linotroban 5438:Imitrodast 5428:ICI-192605 5423:ICI-185282 5408:Domitroban 5388:Argatroban 5287:Taprostene 5209:ACT-333679 5174:Travoprost 5169:Tafluprost 5164:Sulotroban 5122:Carboprost 5078:Taprenepag 5059:Omidenepag 5054:Nocloprost 5044:Evatanepag 5039:Carboprost 4992:Grapiprant 4584:Ramatroban 4492:Asapiprant 4412:modulators 4406:Prostanoid 4346:Nifedipine 4246:Tocolytics 4163:Carbetocin 4158:Carboprost 4036:Carbetocin 3768:leukocytes 3547:Nonclassic 2959:2020-07-31 2928:2020-07-31 2707:(1): 1–2. 2387:2020-08-04 2108:2020-07-27 1842:StatPearls 1675:References 1645:E.J. Corey 1475:(GPCRs) EP 1117:thymocytes 1105:lymphocyte 1060:. When PGE 993:. When PGE 781:peroxidase 599:3D model ( 587:Molar mass 433:K7Q1JQR04M 404:ChemSpider 364:IUPHAR/BPS 319:CAS Number 290:IUPAC name 6839:Terbogrel 6819:Pirmagrel 6779:Dazoxiben 6774:Dazmegrel 6667:Retinoids 6585:Romazarit 6531:Itazigrel 6516:FR-122047 6511:Flumizole 6469:Rofecoxib 6454:Parecoxib 6449:Mavacoxib 6439:Firocoxib 6429:Deracoxib 6424:Cimicoxib 6419:Celecoxib 6414:Apricoxib 6365:Flosulide 6329:Glafenine 6312:Tenoxicam 6307:Piroxicam 6302:Meloxicam 6186:Tepoxalin 6166:Pirprofen 6161:Oxaprozin 6126:Ibuproxam 6121:Ibuprofen 6081:Carprofen 6076:Butibufen 6054:Zomepirac 6024:Oxindanac 6009:Mofezolac 6004:Lonazolac 5999:Ketorolac 5979:Fentiazac 5934:Bufexamac 5929:Bromfenac 5909:Aclofenac 5892:Triflusal 5882:Salsalate 5807:Aloxiprin 5757:Viprostol 5702:Piriprost 5672:Nileprost 5647:Limaprost 5597:Ecraprost 5592:Doxaprost 5582:Deprostil 5567:Clinprost 5526:Terbogrel 5516:SQ-29,548 5511:SQ-28,668 5468:ONO-11120 5433:Ifetroban 5403:Daltroban 5393:Bay U3405 5363:Vapiprost 5334:Agonists: 5307:RO1138452 5282:Selexipag 5277:Ralinepag 5234:Cicaprost 5224:BMY-45778 5219:Beraprost 5206:Agonists: 5132:Enprostil 5109:Agonists: 5073:Simenepag 5049:Gemeprost 5023:Agonists: 4997:GW-627368 4951:Agonists: 4854:Enprostil 4849:Cicaprost 4839:Beraprost 4836:Agonists: 4762:Butaprost 4759:Agonists: 4660:Enprostil 4655:Beraprost 4652:Agonists: 4559:Bay U3405 4528:Agonists: 4471:Agonists: 4409:signaling 4286:Ritodrine 4276:Fenoterol 4271:Buphenine 4132:Dinoprost 4072:Phase III 4060:Withdrawn 3971:analogues 3911:oxytocics 3727:platelets 3483:Precursor 3389:Precursor 3225:Precursor 3190:Precursor 2770:233711901 1741:8 January 1696:Drugs.com 1671:in 1977. 1513:diuretics 1453:C-section 1015:leukocyte 827:C-section 722:, and in 493:ChEMBL548 193:Routes of 167:Pregnancy 98:Monograph 92:Drugs.com 6955:Medicine 6915:See also 6824:Ridogrel 6799:Nafagrel 6789:Isbogrel 6672:Selenium 6640:Tropesin 6615:SC-58125 6600:Satigrel 6565:NCX-4040 6541:L-670596 6536:L-655240 6496:Curcumin 6358:Flunixin 6353:Clonixin 6292:Isoxicam 6287:Enolicam 6282:Droxicam 6260:Isopyrin 6255:Dipyrone 6176:Suprofen 6151:Naproxen 6101:Fenbufen 6044:Tolmetin 6034:Sulindac 5969:Felbinac 5964:Etodolac 5924:Bendazac 5737:Tiaprost 5557:Ataprost 5545:Unsorted 5491:Ridogrel 5463:ONO-3708 5448:L-670596 5443:L-655240 5418:GR-32191 5034:Aganepag 5016:Unsorted 5002:L-161982 4982:TCS-2510 4925:L-798106 4810:TG 4-155 4733:SC-51322 4728:SC-51089 4723:SC-19220 4718:ONO-8130 4554:AZD-1981 4549:ADC-3680 4420:Receptor 4310:Atosiban 4301:Oxytocin 4183:Oxytocin 4142:Oxytocin 4031:Oxytocin 3770:: induce 3729:: induce 3555:Lipoxins 3105:12861081 2995:15511754 2898:26734422 2762:33818996 2731:33278282 2682:19623003 2644:12776961 2614:24768319 2579:23756023 2544:21554307 2536:21116297 2491:32021549 2465:: 1–13. 2437:22187483 2362:23726390 2313:21900181 2163:27407318 2073:(2019). 2026:21942677 1895:Archived 1851:31424863 1791:52978808 1783:30317521 1735:Archived 1587:Toxicity 1487:, and EP 1449:glaucoma 1360:cesarean 1174:, and EP 1128:antibody 1111:affects 1083:Immunity 835:receptor 823:glaucoma 708:oxytocic 676:(verify) 384:DrugBank 328:363-24-6 205:ATC code 169:category 151:DailyMed 70:PGE2, (5 6996:Ketones 6844:U63557A 6809:Ozagrel 6620:Tenidap 6560:NCX-466 6506:FK-3311 6501:DuP-697 6387:Bucetin 5914:Amfenac 5867:Salicin 5536:TRA-418 5383:AA-2414 5373:12-HETE 5358:U-46619 5292:TRA-418 5249:MRE-269 4800:AH-6809 4713:AH-6809 4599:TM30089 4579:QAV-680 4574:MK-7246 4569:MK-1029 4426:ligands 3793:inhibit 3744:inhibit 3405:Initial 3073:Bibcode 2889:4693078 2846:6391777 2811:4599109 2722:8011513 2482:6970614 2428:3249979 2353:3778977 2304:3178752 2239:6958133 2212:2535420 2204:7460252 2154:4925861 2103:PubChem 2017:3285496 1702:27 July 1622:History 1182:via PGE 1125:humoral 894:and PGE 592:352.471 560:Formula 413:4444059 393:DB00917 353:5280360 339:PubChem 301:,11α,13 221:) 215: ( 213:G02AD02 182: C 153::  136::  112:a682512 74:,11α,13 6941:Portal 6857:Others 6706:HQL-79 6610:SC-560 6605:SC-236 6570:NS-398 5771:Enzyme 5413:EP-045 5378:13-APA 5318:TP (TX 5254:NS-304 5214:AFP-07 4320:NSAIDs 4055:WHO-EM 3557:(LX) ( 3499:Eoxins 3474:Eoxins 3244:Active 3103:  3096:166355 3093:  2993:  2896:  2886:  2844:  2809:  2768:  2760:  2729:  2719:  2680:  2642:  2612:  2577:  2542:  2534:  2489:  2479:  2435:  2425:  2360:  2350:  2332:Lancet 2311:  2301:  2260:  2237:  2210:  2202:  2161:  2151:  2050:  2024:  2014:  1915:  1887:  1849:  1789:  1781:  1509:NSAIDs 1445:asthma 1258:and EP 1068:and EP 1052:and EP 963:T cell 839:cervix 819:asthma 742:or by 740:vagina 625:SMILES 484:ChEMBL 453:D00079 263:℞-only 261: 248: 149:  139:by INN 132:  5496:S-145 5345:I-BOP 5190:IP (I 5093:FP (F 4619:EP (E 4438:DP (D 4250:G02CA 3839:labor 3819:fever 3433:SRS-A 3012:(PDF) 2953:(PDF) 2946:(PDF) 2766:S2CID 2540:S2CID 2208:S2CID 1787:S2CID 1763:Drugs 1323:renin 1317:or EP 1295:COX-2 1194:. PGE 1031:COX-2 1011:edema 807:fever 706:with 645:InChI 601:JSmol 464:ChEBI 6757:TXAS 6715:PGFS 6696:PGES 5794:PTGS 3915:G02A 3476:(EX) 3382:(LT) 3348:(TX) 3218:(PG) 3101:PMID 2991:PMID 2894:PMID 2842:PMID 2807:PMID 2758:PMID 2727:PMID 2678:PMID 2640:PMID 2610:PMID 2575:PMID 2532:PMID 2487:PMID 2433:PMID 2358:PMID 2309:PMID 2258:ISBN 2235:PMID 2200:PMID 2159:PMID 2048:ISBN 2022:PMID 1913:ISBN 1885:ISBN 1847:PMID 1779:PMID 1743:2017 1704:2020 1595:(PGE 1563:(PGE 1527:(PGE 1499:and 1483:, EP 1479:, EP 1467:(PGE 1369:(PGE 1354:and 1289:(PGE 1226:(PGE 1170:, EP 1166:, EP 1150:(PGE 1091:(PGE 1013:and 989:and 981:(PGE 841:and 790:(PGH 775:(PGG 444:KEGG 424:UNII 373:1883 88:AHFS 6734:PGI 6651:PGD 5789:COX 4002:F: 3978:E: 3968:and 3855:PGF 3846:PGE 3826:PGE 3806:PGE 3798:PGD 3783:LTB 3775:TXA 3757:PGI 3749:PGD 3734:TXA 3714:LTE 3706:LTD 3698:LTC 3690:PGI 3682:PGE 3665:TXB 3657:TXA 3649:PGF 3630:LTE 3622:LTD 3614:LTC 3606:TXA 3598:PGD 3251:D/J 3091:PMC 3081:doi 3069:100 2983:doi 2884:PMC 2876:doi 2834:doi 2797:doi 2750:doi 2717:PMC 2709:doi 2705:137 2670:doi 2666:114 2602:doi 2567:doi 2522:hdl 2514:doi 2477:PMC 2467:doi 2423:PMC 2415:doi 2411:188 2348:PMC 2340:doi 2336:382 2299:PMC 2291:doi 2287:187 2190:doi 2149:PMC 2141:doi 2079:hdl 2012:PMC 2004:doi 2000:111 1771:doi 1669:FDA 1501:ADH 1447:or 1398:PGE 1393:PGE 957:PGE 942:PGE 924:PGE 854:FDA 821:or 749:PGE 693:PGE 509:EPA 343:CID 305:,15 250:POM 218:WHO 134:EMA 78:,15 6967:: 6682:, 6678:, 6481:; 6409:; 6372:; 6360:; 6343:; 6331:; 6314:; 6272:; 6245:; 6198:; 6056:; 5894:; 5320:A2 5157:2α 5095:2α 5066:2α 4936:EP 4821:EP 4744:EP 4637:EP 4513:DP 4456:DP 4068:: 3857:2α 3651:2α 3564:, 3304:2α 3273:/F 3143:. 3121:. 3099:. 3089:. 3079:. 3067:. 3063:. 3049:^ 3039:. 3028:^ 3020:18 3018:. 3014:. 2989:. 2979:17 2977:. 2921:. 2906:^ 2892:. 2882:. 2870:. 2866:. 2854:^ 2840:. 2830:11 2828:. 2805:. 2793:12 2791:. 2787:. 2764:. 2756:. 2725:. 2715:. 2703:. 2699:. 2676:. 2664:. 2652:^ 2636:67 2634:. 2622:^ 2608:. 2598:63 2596:. 2573:. 2563:89 2561:. 2538:. 2530:. 2520:. 2508:. 2485:. 2475:. 2463:10 2461:. 2457:. 2445:^ 2431:. 2421:. 2409:. 2405:. 2379:. 2356:. 2346:. 2334:. 2330:. 2307:. 2297:. 2285:. 2281:. 2231:71 2229:. 2206:. 2198:. 2186:63 2184:. 2180:. 2157:. 2147:. 2137:57 2135:. 2131:. 2117:^ 2101:. 2062:^ 2034:^ 2020:. 2010:. 1998:. 1994:. 1927:^ 1893:. 1859:^ 1799:^ 1785:. 1777:. 1767:78 1765:. 1751:^ 1712:^ 1694:. 1683:^ 1653:2. 1515:. 1455:. 1407:. 932:. 887:. 845:. 798:. 746:. 718:, 714:, 574:32 568:20 297:(5 269:EU 257:US 244:UK 178:AU 146:US 129:EU 6943:: 6902:2 6894:2 6738:S 6736:2 6686:) 6674:( 6655:S 6653:2 6555:) 6553:2 5796:) 5792:( 5779:) 5775:( 5480:2 5352:2 5339:2 5322:) 5270:1 5261:2 5194:) 5192:2 5149:2 5097:) 5028:2 4975:2 4966:1 4938:4 4898:2 4889:1 4881:2 4823:3 4783:2 4774:1 4746:2 4696:2 4687:1 4639:1 4623:) 4621:2 4538:2 4515:2 4476:2 4458:1 4442:) 4440:2 4428:) 4424:( 4398:e 4391:t 4384:v 4261:2 4259:β 4252:) 4238:e 4231:t 4224:v 4112:e 4105:t 4098:v 3952:) 3948:( 3917:) 3913:( 3909:/ 3905:/ 3895:e 3888:t 3881:v 3848:2 3828:2 3808:2 3800:2 3785:4 3777:2 3759:2 3751:2 3736:2 3716:4 3708:4 3700:4 3692:2 3684:2 3667:2 3659:2 3632:4 3624:4 3616:4 3608:2 3600:2 3571:) 3568:4 3566:B 3561:4 3559:A 3532:4 3530:E 3524:4 3522:D 3516:4 3514:C 3508:4 3506:A 3459:4 3457:E 3451:4 3449:D 3443:4 3441:C 3422:4 3420:B 3414:4 3412:A 3365:2 3363:B 3357:2 3355:A 3329:: 3325:2 3323:I 3316:I 3308:: 3302:F 3293:1 3291:E 3282:2 3280:E 3271:E 3260:2 3258:D 3234:2 3232:H 3175:e 3168:t 3161:v 3125:. 3107:. 3083:: 3075:: 3043:. 2997:. 2985:: 2962:. 2931:. 2900:. 2878:: 2872:4 2848:. 2836:: 2813:. 2799:: 2772:. 2752:: 2733:. 2711:: 2684:. 2672:: 2646:. 2616:. 2604:: 2581:. 2569:: 2546:. 2524:: 2516:: 2510:7 2493:. 2469:: 2439:. 2417:: 2390:. 2364:. 2342:: 2315:. 2293:: 2266:. 2241:. 2214:. 2192:: 2165:. 2143:: 2111:. 2081:: 2056:. 2028:. 2006:: 1921:. 1853:. 1793:. 1773:: 1745:. 1706:. 1665:2 1657:2 1649:2 1636:2 1616:2 1604:2 1597:2 1593:2 1573:2 1569:2 1565:2 1561:2 1537:2 1533:2 1529:2 1525:2 1505:2 1493:2 1489:4 1485:3 1481:2 1477:1 1469:2 1465:2 1437:2 1435:E 1429:2 1425:2 1421:2 1417:2 1400:2 1395:2 1383:2 1379:2 1371:2 1367:2 1348:2 1319:2 1315:4 1311:2 1299:2 1291:2 1287:2 1275:2 1271:3 1267:2 1260:3 1256:1 1252:2 1248:4 1228:2 1224:2 1212:2 1208:2 1204:4 1200:3 1196:2 1192:2 1188:2 1184:2 1180:1 1176:4 1172:3 1168:2 1164:1 1160:2 1156:2 1152:2 1148:2 1132:2 1109:2 1097:2 1093:2 1089:2 1070:4 1066:1 1062:2 1054:4 1050:1 1046:2 1039:2 1035:2 1023:2 1003:2 999:3 995:2 983:2 979:2 967:2 959:2 952:2 948:1 944:2 937:2 926:2 921:2 917:2 913:1 905:2 896:2 892:1 868:1 862:2 850:2 833:2 803:2 796:2 792:2 787:2 777:2 772:2 761:2 751:2 695:2 691:( 688:2 603:) 580:5 577:O 571:H 565:C 511:) 507:( 307:S 303:E 299:Z 271:: 259:: 246:: 180:: 90:/ 80:S 76:E 72:Z 23:.

Index

Prostaglandin F2alpha


Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a682512
License data
EMA
by INN
DailyMed
Dinoprostone
Pregnancy
category

Routes of
administration

ATC code
G02AD02
WHO
Legal status
POM
℞-only
IUPAC name
CAS Number
363-24-6
PubChem
5280360
IUPHAR/BPS
1883
DrugBank

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