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1414:. Confirmation of this discovery, and extension of testing to other tumour cell lines launched the medicinal applications of cisplatin. Cisplatin was approved for use in testicular and ovarian cancers by the U.S. Food and Drug Administration on 19 December 1978. and in the UK (and in several other European countries) in 1979. Cisplatin was the first to be developed. In 1983 pediatric oncologist Roger Packer began incorporating cisplatin into adjuvant chemotherapy for the treatment of childhood
975:. It is primarily found on cells of the peripheral nervous system, which are aggregated in large numbers near the ocular and aural stimuli-receiving centers. This noncompetitive interaction has been linked to hydroelectrolytic imbalances and cytoskeleton alterations, both of which have been confirmed in vitro and in vivo. However, NHE-1 inhibition has been found to be both dose-dependent (half-inhibition = 30 μg/mL) and reversible. Cisplatin can increase levels of
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to increase the therapeutic effects of cisplatin, without increasing normal tissue toxicities. However, due to significant side effects, the search for structurally novel Pt(II) and Pd(II) compounds exhibiting antineoplastic activity is extremely important and aims to develop more effective and less
1198:
Cisplatin combination chemotherapy is the cornerstone of treatment of many cancers. Initial platinum responsiveness is high, but the majority of cancer patients will eventually relapse with cisplatin-resistant disease. Many mechanisms of cisplatin resistance have been proposed, including changes in
1245:
arrangement of the chloro ligands is thought to confer transplatin with greater chemical reactivity, causing transplatin to become deactivated before it reaches the DNA, where cisplatin exerts its pharmacological action. Secondly, the stereo-conformation of transplatin is such that it is unable to
1325:
1418:. The new protocol that he developed led to a marked increase in disease-free survival rates for patients with medulloblastoma, up to around 85%. The Packer Protocol has since become a standard treatment for medulloblastoma. Likewise, cisplatin has been found to be particularly effective against
970:
before and after treatment. Common neurological side effects of cisplatin include visual perception and hearing disorder, which can occur soon after treatment begins. While triggering apoptosis through interfering with DNA replication remains the primary mechanism of cisplatin, this has not been
2356:
Orbell JD, Solorzano C, Marzilli LG, Kistenmacher TJ (October 1982). "Preparation and structure of cis-chlorodiammine (N2, N2-dimethyl-9-methylguanine) platinum (II) hexafluorophosphate. A model for the intermediate in the proposed crosslinking mode of action of platinum (II) antitumor agents".
2578:
Cruz-Bermúdez A, Laza-Briviesca R, Vicente-Blanco RJ, García-Grande A, Coronado MJ, Laine-Menéndez S, et al. (May 2019). "Cisplatin resistance involves a metabolic reprogramming through ROS and PGC-1α in NSCLC which can be overcome by OXPHOS inhibition".
1040:
antibiotic class) may also cause ototoxicity, and the administration of this class of antibiotics in patients receiving cisplatin is generally avoided. The ototoxicity of both the aminoglycosides and cisplatin may be related to their ability to bind to
3569:
Omondi RO, Ojwach SO, Jaganyi D (November 2020). "Review of comparative studies of cytotoxic activities of Pt(II), Pd(II), Ru(II)/(III) and Au(III) complexes, their kinetics of ligand substitution reactions and DNA/BSA interactions".
1305:
1923:"New Alkoxy- Analogues of Epoxyeicosatrienoic Acids Attenuate Cisplatin Nephrotoxicity In Vitro via Reduction of Mitochondrial Dysfunction, Oxidative Stress, Mitogen-Activated Protein Kinase Signaling, and Caspase Activation"
3203:
Packer RJ, Sutton LN, Elterman R, Lange B, Goldwein J, Nicholson HS, et al. (November 1994). "Outcome for children with medulloblastoma treated with radiation and cisplatin, CCNU, and vincristine chemotherapy".
1035:
and hearing loss associated with cisplatin can be severe and is considered to be a dose-limiting side effect. Audiometric analysis may be necessary to assess the severity of ototoxicity. Other drugs (such as the
1102:. Dissociation of the chloride is favored inside the cell because the intracellular chloride concentration is only 3–20% of the approximately 100 mM chloride concentration in the extracellular fluid.
1071:: Cisplatin can cause hypomagnesaemia, hypokalaemia and hypocalcaemia. The hypocalcaemia seems to occur in those with low serum magnesium secondary to cisplatin, so it is not primarily due to the cisplatin.
1090:
Cisplatin interferes with DNA replication, which kills the fastest proliferating cells, which in theory are cancerous. Following administration, one chloride ion is slowly displaced by water to give the
1211:
is active in highly cisplatin-resistant cancer cells in the laboratory; however, there is little evidence for its activity in the clinical treatment of patients with cisplatin-resistant cancer. The drug
1148:. Since this was only demonstrated for colon carcinoma cells, it remains an open question whether the Omi/Htra2 protein participates in the cisplatin-induced apoptosis in carcinomas from other tissues.
2180:
Sarafraz Z, Ahmadi A, Daneshi A (June 2018). "Transtympanic
Injections of N-acetylcysteine and Dexamethasone for Prevention of Cisplatin-Induced Ototoxicity: Double Blind Randomized Clinical Trial".
1132:
Subsequent to formation of , crosslinking can occur via displacement of the other chloride, typically by another guanine. Cisplatin crosslinks DNA in several ways, interfering with cell division by
2158:
2425:
Pruefer FG, Lizarraga F, Maldonado V, Melendez-Zajgla J (June 2008). "Participation of Omi Htra2 serine-protease activity in the apoptosis induced by cisplatin on SW480 colon cancer cells".
3475:
Teixeira LJ, Seabra M, Reis E, da Cruz MT, de Lima MC, Pereira E, et al. (May 2004). "Cytotoxic activity of metal complexes of biogenic polyamines: polynuclear platinum(II) chelates".
1186:). Other adducts include inter-strand crosslinks and nonfunctional adducts that have been postulated to contribute to cisplatin's activity. Interaction with cellular proteins, particularly
3239:
Packer RJ, Sutton LN, Goldwein JW, Perilongo G, Bunin G, Ryan J, et al. (March 1991). "Improved survival with the use of adjuvant chemotherapy in the treatment of medulloblastoma".
1386:) bacteria. Although bacterial cell growth continued, cell division was arrested, the bacteria growing as filaments up to 300 times their normal length. The octahedral Pt(IV) complex
248:
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found to contribute to neurological side effects. Cisplatin noncompetitively inhibits an archetypal, membrane-bound mechanosensitive sodium-hydrogen ion transporter known as
2855:
This biographical article aims to present, for the first time in the
English language, a summary of his life and the achievements that he made during his scientific career.
1241:
and does not exhibit a comparably useful pharmacological effect. Two mechanisms have been suggested to explain the reduced anticancer effect of transplatin. Firstly, the
1331:
2.60Å resolution crystal structure of cisplatin (highlighted) intrastrand GG adducts with double-stranded DNA. Note: the hydrogens on amine ligands are not shown. (
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6149:
2159:"FDA approves sodium thiosulfate to reduce the risk of ototoxicity associated with cisplatin in pediatric patients with localized, non-metastatic solid tumors"
203:
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Riddell IA, Lippard SJ (2018). "Cisplatin and
Oxaliplatin: Our Current Understanding of Their Actions". In Sigel A, Sigel H, Freisinger E, Sigel RK (eds.).
1144:
when repair proves impossible. In 2008, apoptosis induced by cisplatin on human colon cancer cells was shown to depend on the mitochondrial serine-protease
5479:
2898:
Rosenberg B, Vancamp L, Krigas T (February 1965). "Inhibition of cell division in
Escherichia coli by electrolysis products from a platinum electrode".
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as short-term infusion in normal saline for treatment of solid and haematological malignancies. It is used to treat various types of cancers, including
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can be developed after several courses of cisplatin. It is suggested that an antibody reacting with a cisplatin-red-cell membrane is responsible for
3091:
2468:
Sherman SE, Gibson D, Wang AH, Lippard SJ (October 1985). "X-ray structure of the major adduct of the anticancer drug cisplatin with DNA: cis-".
1499:
toxic drugs. Cisplatin-like molecules ( and ) linked by variable length alkandiamine chains have attracted some interest in cancer chemotherapy.
1061:
under the brand name
Pedmark to lessen the risk of ototoxicity and hearing loss in people receiving cisplatin. There is ongoing investigation of
1190:
domain proteins, has also been advanced as a mechanism of interfering with mitosis, although this is probably not its primary method of action.
1174:
A POVray plot of the atomic coordinates for the cis Pt(NH3)2 and short fragment of DNA which was reported by
Stephen J. Lippard in Science 1985
921:
The introduction of cisplatin as a standard treatment for testicular cancer improved remission rates from 5-10% before 1974 to 75-85% by 1984.
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will form the final product which precipitates In the triiodo intermediate the addition of the second ammonia ligand is governed by the
3522:"Synthesis and structural characterization of a new dinuclear platinum(III) complex, [Pt 2 Cl 4 (NH 3 ) 2 {μ-HN=C(O)Bu t } 2 ]"
663:
936:(kidney damage) is the primary dose-limiting side effect and is of major clinical concern. Cisplatin selectively accumulates into the
5802:
1807:
2016:
Squillace S, Niehoff ML, Doyle TM, Green M, Esposito E, Cuzzocrea S, Arnatt CK, Spiegel S, Farr SA, Salvemini D (September 2022).
1163:
G) adducts. Coordination chemists have obtained crystals of the products of reacting cisplain with small models of DNA. Here is a
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3717:
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2808:
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867:
1599:
3015:
Rosenberg B, VanCamp L, Trosko JE, Mansour VH (April 1969). "Platinum compounds: a new class of potent antitumour agents".
2018:"Sphingosine-1-phosphate receptor 1 activation in the central nervous system drives cisplatin-induced cognitive impairment"
1977:"Nongenomic effects of cisplatin: acute inhibition of mechanosensitive transporters and channels without actin remodeling"
997:: cisplatin is one of the most emetogenic chemotherapy agents, but this symptom is managed with prophylactic antiemetics (
5007:
1621:
Oun R, Moussa YE, Wheate NJ (May 2018). "The side effects of platinum-based chemotherapy drugs: a review for chemists".
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1438:(MGS), which has the same empirical formula as cisplatin. The traditional way to avoid MGS involves the conversion of K
1235:
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1723:
728:
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151:
2951:"The inhibition of growth or cell division in Escherichia coli by different ionic species of platinum(IV) complexes"
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may be useful in the treatment of cisplatin-resistant cancer; the mechanism for this activity is as yet unknown.
952:. Multiple mitigation strategies are being explored clinically and pre-clinically, including hydration regimens,
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1402:- turned out to be even more effective at forcing filamentous growth. This finding led to the observation that
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856:
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2309:"The Next Generation of Platinum Drugs: Targeted Pt(II) Agents, Nanoparticle Delivery, and Pt(IV) Prodrugs"
1975:
Milosavljevic N, Duranton C, Djerbi N, Puech PH, Gounon P, Lagadic-Gossmann D, et al. (October 2010).
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1550:"FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)"
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in which two similar ligands are in adjacent positions. The systematic chemical name of this molecule is
574:
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2681:"A systematic review of platinum and taxane resistance from bench to clinic: an inverse relationship"
2085:"Sodium thiosulfate for prevention of cisplatin-induced hearing loss: updated survival from ACCL0431"
1803:
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967:
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1976:
1311:
Solution structure of cisplatin (highlighted) interstrand GG adducts with double-stranded DNA. (
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Cisplatin was first reported in 1845 and licensed for medical use in 1978 and 1979. It is on the
828:
773:
189:
78:
3697:
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Kukushikin VY, Oskarsson Å, Elding LI, Farrell N (2007). "Facile
Synthesis of Isomerically Pure
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of platinum electrodes generated a soluble platinum complex which inhibited binary fission in
515:
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cellular uptake and efflux of the drug, increased detoxification of the drug, inhibition of
19:"Cisplatine" redirects here. For the Brazilian province that existed from 1821 to 1828, see
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3436:"Pt(II) vs Pd(II) Polyamine Complexes as New Anticancer Drugs: A Structure- Activity Study"
3308:
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2513:"Cisplatin DNA damage and repair maps of the human genome at single-nucleotide resolution"
8:
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form the characteristic 1,2-intrastrand d(GpG) adducts formed by cisplatin in abundance.
1187:
381:
196:
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3028:
2911:
2592:
2528:
2481:
1832:
Einhorn LH (November 1990). "Treatment of testicular cancer: a new and improved model".
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G) adducts, which form nearly 90% of the adducts, and the less common 1,2-intrastrand d(
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Alderden RA, Hall MD, Hambley TW (2006). "The
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2994:. Wellcome Trust Witnesses to Twentieth Century Medicine. Vol. 30. pp. 6–15.
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preferentially binds. A model compound has been prepared and crystals were examined by
1114:
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Acta
Crystallographica Section B Structural Science, Crystal Engineering and Materials
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3641:. Metal Ions in Life Sciences. Vol. 18. Berlin: de Gruyter GmbH. pp. 1–42.
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1998:
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has been developed. It relies on the slow release of ammonia from ammonium acetate.
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via basolateral-to-apical transport, where it disrupts mitochondrial energetics and
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Reputation and power: organizational image and pharmaceutical regulation at the FDA
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in 1845, and known for a long time as
Peyrone's salt. The structure was deduced by
1074:
1046:
855:. Use during pregnancy can cause harm to the developing fetus. Cisplatin is in the
832:
742:
630:
298:
216:
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Facile Synthesis of Isomerically Pure cis -Dichlorodiammineplatinum(II), Cisplatin
1993:
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The Discovery, Use and Impact of Platinum Salts as Chemotherapy Agent for Cancer
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Fiuza SM, Amado AM, Oliveira PJ, Sardão VA, De Carvalho LB, Marques MP (2006).
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Most notable among the changes in DNA are the 1,2-intrastrand cross-links with
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1663:"Cisplatin-Induced Ototoxicity: Effects, Mechanisms and Protection Strategies"
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Orgel E, Villaluna D, Krailo MD, Esbenshade A, Sung L, Freyer DR (May 2022).
1776:
World Health Organization model list of essential medicines: 22nd list (2021)
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https://en.wikiversity.org/International_Ototoxicity_Management_Group_(IOMG)
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1434:. Several procedures are available. One obstacle is the facile formation of
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3102:, Center for Drug Evaluation and Research. 19 December 1978. Archived from
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World Health Organization model list of essential medicines: 21st list 2019
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813:
809:
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3044:
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has been shown to be better for highly emetogenic chemotherapy than just
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family of medications. It works in part by binding to DNA and inhibiting
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1,3-intrastrand d(GpXpG) adducts occur but are readily excised by the
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Wikiversity page for the International Ototoxicity Management Group:
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Singh N, Vik A, Lybrand DB, Morisseau C, Hammock BD (November 2021).
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isomer, was found to be effective at forcing filamentous growth of
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956:, transporter inhibitors, antioxidants, anti-inflammatories, and
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1974:
843:. Other serious side effects include numbness, trouble walking,
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Cisplatin has a number of side effects that can limit its use:
526:
3092:"Approval Summary for cisplatin for Metastatic ovarian tumors"
2949:
Rosenberg B, Van Camp L, Grimley EB, Thomson AJ (March 1967).
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2082:
1870:
Miller RP, Tadagavadi RK, Ramesh G, Reeves WB (October 2010).
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2134:"Sodium Thiosulfate Reduces Hearing Loss in Kids with Cancer"
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Wiltshaw E (1979). "Cisplatin in the treatment of cancer".
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Callejo A, Sedó-Cabezón L, Juan ID, Llorens J (July 2015).
486:
3639:
Metallo-Drugs: Development and Action of Anticancer Agents
2629:"Understanding cisplatin resistance using cellular models"
2015:
3474:
3202:
2871:[On the action of ammonia on platinum chloride].
2307:
Johnstone TC, Suntharalingam K, Lippard SJ (March 2016).
1770:
1742:
1557:
1411:
1118:
3433:
2467:
1920:
1760:. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
1422:, where its use improved the cure rate from 10% to 85%.
1406:- was indeed highly effective at regressing the mass of
3354:. Inorganic Syntheses. Vol. 32. pp. 141–144.
868:
World Health Organization's List of Essential Medicines
3614:(1 ed.). John Wiley & Sons. pp. 73–107.
2897:
2869:"Ueber die Einwirkung des Ammoniaks auf Platinchlorür"
2826:"Michele Peyrone (1813–1883), Discoverer of Cisplatin"
2823:
1167:
plot of the platinum binding to a small model of DNA.
6052:
2179:
1970:
1968:
1966:
1598:. The American Society of Health-System Pharmacists.
1518:
1516:
1514:
1512:
2678:
3568:
3297:
1542:
2794:
2792:
1963:
1509:
3383:Ku A, Facca VJ, Cai Z, Reilly RM (October 2019).
3059:
2161:. Food and Drug Administration. 20 September 2022
6076:
3382:
2798:
2766:
2764:
2762:
2760:
2679:Stordal B, Pavlakis N, Davey R (December 2007).
2511:Hu J, Lieb JD, Sancar A, Adar S (October 2016).
2510:
2214:
966:(nerve damage) can be anticipated by performing
414:
3519:
3385:"Auger electrons for cancer therapy - a review"
2789:
2622:
2620:
2420:
2418:
2257:
1711:
1620:
389:
3636:
2989:
2728:
2217:"Haemolytic anaemia after cisplatin treatment"
1656:
1654:
1652:
705:InChI=1S/2ClH.2H3N.Pt/h2*1H;2*1H3;/q;;;;+2/p-2
6150:World Health Organization essential medicines
5450:
3718:
3070:. Princeton, NJ: Princeton University Press.
2757:
2125:
91:Cisplatinum, platamin, neoplatin, cismaplat,
2770:
2672:
2626:
2617:
2504:
2415:
2076:
2009:
896:squamous cell carcinoma of the head and neck
150:
3293:
3291:
3289:
3008:
2942:
2824:Kauffman GB, Pentimalli R, Hall MD (2010).
2461:
2263:
2215:Levi JA, Aroney RS, Dalley DN (June 1981).
2208:
1649:
5457:
5443:
3725:
3711:
2384:
2382:
2380:
1590:
1588:
1586:
1584:
1582:
1580:
1578:
1576:
1574:
616:
593:
454:
60:
40:
3609:
3553:
3520:Vinci D, Chateigner D (1 December 2022).
3496:
3459:
3410:
3400:
3065:
2966:
2841:
2731:Anti-Cancer Agents in Medicinal Chemistry
2647:
2600:
2546:
2536:
2332:
2240:
2108:
2041:
1992:
1946:
1897:
1887:
1865:
1863:
1783:
1755:
1688:
1678:
1398:cells. The square planar Pt(II) complex,
1356:- was first described by Italian chemist
474:
23:. For the conflict in that province, see
16:Chemical compound and pharmaceutical drug
3286:
3124:
2151:
2131:
2066:"Unlocking the Mystery of "Chemo Brain""
1872:"Mechanisms of Cisplatin Nephrotoxicity"
1169:
3159:
3153:
2866:
2803:(2nd ed.). Pearson Prentice Hall.
2388:
2377:
1831:
1571:
1193:
1155:bases. These include 1,2-intrastrand d(
589:
434:
123:
6077:
5464:
3440:Letters in Drug Design & Discovery
1860:
1764:
1736:
1732:from the original on 20 December 2016.
1718:. John Wiley & Sons. p. 513.
1705:
1249:
1049:of the inner ear or the generation of
985:post-chemotherapy cognitive impairment
607:
266:
5438:
3706:
3273:
2022:The Journal of Clinical Investigation
1914:
1778:. Geneva: World Health Organization.
1750:. Geneva: World Health Organization.
1602:from the original on 21 December 2016
1065:injections as a preventative measure.
983:, contributing to the development of
555:
534:
514:
279:
141:
109:
6140:Platinum-based antineoplastic agents
3687:. U.S. National Library of Medicine.
2627:Stordal B, Davey M (November 2007).
1109:- is itself easily displaced by the
561:
215:
95:-diamminedichloroplatinum(II) (CDDP)
3994:ribonucleotide reductase inhibitors
2955:The Journal of Biological Chemistry
2593:10.1016/j.freeradbiomed.2019.03.009
2581:Free Radical Biology & Medicine
1810:from the original on 8 October 2014
1140:mechanisms, which in turn activate
494:
405:
13:
4160:Ribonucleotide reductase inhibitor
4116:Ribonucleotide reductase inhibitor
3610:Dabrowiak JC (2009). "Cisplatin".
3602:
3389:EJNMMI Radiopharmacy and Chemistry
2182:The International Tinnitus Journal
1430:Syntheses of cisplatin start from
14:
6161:
3919:Dihydrofolate reductase inhibitor
3673:
2799:Housecroft CE, Sharpe AG (2005).
1454:remains in solution. Addition of
1276:–diamminedichloroplatinum, where
242:
173:
6062:
1524:"Cisplatin Use During Pregnancy"
1494:Cisplatin has been studied with
1466:
1324:
1304:
53:
3562:
3513:
3468:
3427:
3376:
3346:-Dichlorodiammineplatinum(II),
3335:
3267:
3232:
3196:
3118:
3084:
2983:
2891:
2860:
2817:
2775:(2nd ed.). Prentice Hall.
2722:
2571:
2396:Chemical & Engineering News
2349:
2300:
2173:
2058:
1927:Chemical Research in Toxicology
1712:Fischer J, Ganellin CR (2006).
1085:
924:
835:including severe hearing loss,
710:Key:LXZZYRPGZAFOLE-UHFFFAOYSA-L
372:-diamminedichloridoplatinum(II)
4056:Thymidylate synthase inhibitor
3946:Thymidylate synthase inhibitor
3477:Journal of Medicinal Chemistry
3274:Dhara SC (1970). "Cisplatin".
2266:Nature Reviews. Drug Discovery
1939:10.1021/acs.chemrestox.1c00347
1792:
1614:
1432:potassium tetrachloroplatinate
1219:
1053:. In September 2022, the U.S.
944:Ca homeostasis and stimulates
873:
255:
1:
6120:Medicinal inorganic chemistry
3976:Adenosine deaminase inhibitor
3817:Block microtubule disassembly
2968:10.1016/S0021-9258(18)96186-7
2771:Miessler GL, Tarr DA (1999).
2132:Winstead E (6 October 2022).
2101:10.1016/S1470-2045(22)00155-3
1994:10.1158/0008-5472.CAN-10-1253
1715:Analogue-based Drug Discovery
1502:
857:platinum-based antineoplastic
3100:Food and Drug Administration
1834:Journal of Clinical Oncology
1425:
1055:Food and Drug Administration
1005:, etc.) in combination with
827:Common side effects include
741:is a chemical compound with
7:
3692:IARC Monograph: "Cisplatin"
2325:10.1021/acs.chemrev.5b00597
1489:
1292:, as opposed to an organic
10:
6166:
3452:10.2174/157018006776286989
3360:10.1002/9780470132630.ch23
3253:10.3171/jns.1991.74.3.0433
3218:10.3171/jns.1994.81.5.0690
2743:10.2174/187152007779314080
2700:10.1016/j.ctrv.2007.07.013
2389:Trzaska S (20 June 2005).
2194:10.5935/0946-5448.20180007
1846:10.1200/JCO.1990.8.11.1777
1788:. WHO/MHP/HPS/EML/2021.02.
1347:
1280:with two m's indicates an
1234:of cisplatin, has formula
1207:or changes in metabolism.
1136:. The damaged DNA elicits
878:Cisplatin is administered
776:used to treat a number of
625:Chemical and physical data
18:
6115:IARC Group 2A carcinogens
6031:
5992:
5842:
5515:
5492:
5472:
5395:
5276:Omacetaxine mepesuccinate
5156:Ciltacabtagene autoleucel
5146:Brexucabtagene autoleucel
5092:
5043:
4823:
4816:
4752:
4706:
4639:
4596:
4433:
4418:
4298:
4268:
4193:
4178:
4149:
4045:
3965:
3908:
3891:
3880:
3816:
3769:
3750:
3647:10.1515/9783110470734-007
3620:10.1002/9780470684986.ch3
3584:10.1016/j.ica.2020.119883
3538:10.1107/S2052520622009660
3402:10.1186/s41181-019-0075-2
3139:10.1595/003214079X2339098
2649:10.1080/15216540701636287
2439:10.1179/joc.2008.20.3.348
2409:10.1021/cen-v083n025.p052
2233:10.1136/bmj.282.6281.2003
2138:National Cancer Institute
1804:National Cancer Institute
1772:World Health Organization
1744:World Health Organization
1370:Michigan State University
958:epoxyeicosatrienoic acids
718:
693:
673:
651:
638:
629:
624:
605:
573:
545:
525:
505:
485:
465:
445:
425:
400:
380:
353:
348:
338:
325:
315:
305:
297:
232:
227:
202:
188:
161:
131:
117:
99:
87:
77:
72:
48:
39:
5328:Talimogene laherparepvec
5261:Nadofaragene firadenovec
5231:Lisocabtagene maraleucel
4180:Topoisomerase inhibitors
4099:DNA polymerase inhibitor
2885:10.1002/jlac.18440510102
2843:10.1595/147106710X534326
2688:Cancer Treatment Reviews
968:nerve conduction studies
5131:Axicabtagene ciloleucel
3735:chemotherapeutic agents
3685:Drug Information Portal
3572:Inorganica Chimica Acta
3241:Journal of Neurosurgery
3206:Journal of Neurosurgery
2538:10.1073/pnas.1614430113
2490:10.1126/science.4048939
2427:Journal of Chemotherapy
2221:British Medical Journal
1098:-, in a process termed
1069:Electrolyte disturbance
1051:reactive oxygen species
977:sphingosine-1-phosphate
946:reactive oxygen species
829:bone marrow suppression
774:chemotherapy medication
6145:Platinum(II) compounds
6125:Metal-containing drugs
6110:Coordination complexes
6090:Bioinorganic chemistry
5313:Sitimagene ceradenovec
5211:Idecabtagene vicleucel
4776:Methyl aminolevulinate
3127:Platinum Metals Review
2830:Platinum Metals Review
1175:
1105:The water molecule in
981:central nervous system
892:small cell lung cancer
4787:Porphyrin derivatives
4483:Melphalan flufenamide
4130:Hypomethylating agent
3739:antineoplastic agents
3162:Nature Reviews Cancer
3066:Carpenter DP (2010).
1889:10.3390/toxins2112490
1680:10.3390/toxics3030268
1368:, Van Camp et al. of
1173:
948:and pro-inflammatory
942:endoplasmic reticulum
822:injection into a vein
5116:Asparagine depleters
5045:Receptor antagonists
4959:+abiraterone acetate
2089:The Lancet. Oncology
1259:coordination complex
1194:Cisplatin resistance
960:and their analogues.
849:electrolyte problems
798:head and neck cancer
766:coordination complex
5166:Denileukin diftitox
5066:Retinoid X receptor
4766:Aminolevulinic acid
4588:Triethylenemelamine
4420:Crosslinking of DNA
4151:Deoxyribonucleotide
4090:+gimeracil/oteracil
3313:2006JChEd..83..728A
3029:1969Natur.222..385R
2912:1965Natur.205..698R
2801:Inorganic Chemistry
2773:Inorganic Chemistry
2529:2016PNAS..11311507H
2523:(41): 11507–11512.
2482:1985Sci...230..412S
2371:10.1021/ic00140a041
2359:Inorganic Chemistry
2072:. 2 September 2022.
1623:Dalton Transactions
1530:. 12 September 2019
1478:of cisplatin from K
1436:Magnus's green salt
1250:Molecular structure
275:(Prescription only)
251:(Prescription only)
36:
6135:Platinum complexes
5466:Platinum compounds
5422:Never to phase III
4224:Etirinotecan pegol
3612:Metals in Medicine
3106:on 8 February 2008
3096:FDA Oncology Tools
2867:Peyrone M (1844).
1635:10.1039/c8dt00838h
1456:potassium chloride
1364:in 1893. In 1965,
1176:
1115:heterocyclic bases
1059:sodium thiosulfate
845:allergic reactions
772:that is used as a
32:
6095:Cancer treatments
6050:
6049:
5838:
5837:
5432:
5431:
5391:
5390:
5348:Tigilanol tiglate
4825:Enzyme inhibitors
4748:
4747:
4744:
4743:
4444:Nitrogen mustards
4414:
4413:
4174:
4173:
3876:
3875:
3656:978-3-11-046984-4
3629:978-0-470-68196-1
3489:10.1021/jm0311238
3483:(11): 2917–2925.
3321:10.1021/ed083p728
3077:978-0-691-14180-0
3001:978-0-85484-112-7
2810:978-0-130-39913-7
2782:978-0-13-841891-5
2365:(10): 3806–3810.
2070:Neuroscience News
2034:10.1172/JCI157738
1933:(12): 2579–2591.
1882:(11): 2490–2518.
1629:(19): 6645–6653.
1476:one-pot synthesis
1420:testicular cancer
1366:Barnett Rosenberg
1261:cis-. The prefix
1254:Cisplatin is the
1182:excision repair (
820:. It is given by
802:esophageal cancer
782:testicular cancer
736:
735:
664:Interactive image
575:CompTox Dashboard
283:
270:
258:
246:
177:
144:
68:
67:
6157:
6105:Chloro complexes
6085:Ammine complexes
6067:
6066:
6065:
6058:
5968:
5791:
5790:
5723:
5713:
5712:
5711:
5459:
5452:
5445:
5436:
5435:
5353:Tisagenlecleucel
5110:Arsenic trioxide
4821:
4820:
4754:Photosensitizers
4545:Alkyl sulfonates
4459:Cyclophosphamide
4431:
4430:
4370:Anthracenediones
4191:
4190:
4165:Hydroxycarbamide
3906:
3905:
3889:
3888:
3767:
3766:
3727:
3720:
3713:
3704:
3703:
3688:
3668:
3633:
3596:
3595:
3566:
3560:
3559:
3557:
3517:
3511:
3510:
3500:
3472:
3466:
3465:
3463:
3431:
3425:
3424:
3414:
3404:
3380:
3374:
3373:
3339:
3333:
3332:
3295:
3284:
3283:
3271:
3265:
3264:
3236:
3230:
3229:
3200:
3194:
3193:
3157:
3151:
3150:
3122:
3116:
3115:
3113:
3111:
3088:
3082:
3081:
3063:
3057:
3056:
3037:10.1038/222385a0
3012:
3006:
3005:
2987:
2981:
2980:
2970:
2946:
2940:
2939:
2920:10.1038/205698a0
2895:
2889:
2888:
2873:Ann. Chem. Pharm
2864:
2858:
2857:
2852:
2850:
2845:
2821:
2815:
2814:
2796:
2787:
2786:
2768:
2755:
2754:
2726:
2720:
2719:
2685:
2676:
2670:
2669:
2651:
2633:
2624:
2615:
2614:
2604:
2575:
2569:
2568:
2550:
2540:
2508:
2502:
2501:
2465:
2459:
2458:
2422:
2413:
2412:
2386:
2375:
2374:
2353:
2347:
2346:
2336:
2319:(5): 3436–3486.
2313:Chemical Reviews
2304:
2298:
2297:
2261:
2255:
2254:
2244:
2227:(6281): 2003–4.
2212:
2206:
2205:
2177:
2171:
2170:
2168:
2166:
2155:
2149:
2148:
2146:
2144:
2129:
2123:
2122:
2112:
2080:
2074:
2073:
2062:
2056:
2055:
2045:
2013:
2007:
2006:
1996:
1972:
1961:
1960:
1950:
1918:
1912:
1911:
1901:
1891:
1867:
1858:
1857:
1829:
1820:
1819:
1817:
1815:
1806:. 2 March 2007.
1796:
1790:
1789:
1787:
1768:
1762:
1761:
1759:
1740:
1734:
1733:
1709:
1703:
1702:
1692:
1682:
1658:
1647:
1646:
1618:
1612:
1611:
1609:
1607:
1592:
1569:
1568:
1566:
1564:
1554:nctr-crs.fda.gov
1546:
1540:
1539:
1537:
1535:
1520:
1470:
1379:Escherichia coli
1372:discovered that
1328:
1308:
1129:crystallography
1075:Hemolytic anemia
1047:stria vascularis
916:germ cell tumors
833:hearing problems
780:. These include
763:
732:
731:
724:
666:
646:
620:
609:
598:
597:
583:
581:
565:
559:
538:
518:
498:
478:
458:
438:
418:
408:
407:
393:
330:
288:
281:
278:
268:
265:
257:
254:
244:
241:
219:
175:
172:
154:
143:
140:
127:
113:
83:Platinol, others
64:
57:
50:
49:
44:
37:
35:
31:
6165:
6164:
6160:
6159:
6158:
6156:
6155:
6154:
6075:
6074:
6073:
6063:
6061:
6053:
6051:
6046:
6042:
6027:
6023:
6015:
6011:
6003:
5988:
5984:
5976:
5967:
5963:
5958:
5950:
5946:
5937:
5933:
5929:
5925:
5917:
5913:
5905:
5897:
5889:
5881:
5877:
5869:
5865:
5861:
5853:
5834:
5831:
5827:
5823:
5815:
5806:
5789:
5780:
5776:
5772:
5768:
5755:
5747:
5743:
5735:
5731:
5722:
5718:
5710:
5707:
5706:
5705:
5703:
5698:
5690:
5682:
5674:
5665:
5661:
5653:
5649:
5645:
5641:
5632:
5628:
5624:
5620:
5612:
5608:
5604:
5596:
5592:
5584:
5580:
5576:
5565:
5561:
5557:
5546:
5542:
5538:
5534:
5530:
5526:
5511:
5507:
5503:
5488:
5483:
5468:
5463:
5433:
5428:
5427:
5412:Clinical trials
5387:
5093:Other/ungrouped
5088:
5039:
4812:
4792:Porfimer sodium
4740:
4702:
4635:
4592:
4422:
4410:
4294:
4264:
4182:
4170:
4145:
4041:
3961:
3897:
3895:antimetabolites
3893:
3892:DNA precursors/
3884:
3882:DNA replication
3872:
3812:
3782:Vinca alkaloids
3758:
3746:
3731:
3679:
3676:
3671:
3657:
3630:
3605:
3603:Further reading
3600:
3599:
3567:
3563:
3518:
3514:
3473:
3469:
3432:
3428:
3381:
3377:
3370:
3340:
3336:
3296:
3287:
3272:
3268:
3237:
3233:
3201:
3197:
3174:10.1038/nrc2167
3158:
3154:
3123:
3119:
3109:
3107:
3090:
3089:
3085:
3078:
3064:
3060:
3023:(5191): 385–6.
3013:
3009:
3002:
2988:
2984:
2947:
2943:
2906:(4972): 698–9.
2896:
2892:
2865:
2861:
2848:
2846:
2822:
2818:
2811:
2797:
2790:
2783:
2769:
2758:
2727:
2723:
2683:
2677:
2673:
2642:(11): 696–699.
2631:
2625:
2618:
2576:
2572:
2509:
2505:
2476:(4724): 412–7.
2466:
2462:
2423:
2416:
2387:
2378:
2354:
2350:
2305:
2301:
2278:10.1038/nrd1691
2262:
2258:
2213:
2209:
2178:
2174:
2164:
2162:
2157:
2156:
2152:
2142:
2140:
2130:
2126:
2081:
2077:
2064:
2063:
2059:
2014:
2010:
1987:(19): 7514–22.
1981:Cancer Research
1973:
1964:
1919:
1915:
1868:
1861:
1840:(11): 1777–81.
1830:
1823:
1813:
1811:
1798:
1797:
1793:
1769:
1765:
1741:
1737:
1726:
1710:
1706:
1659:
1650:
1619:
1615:
1605:
1603:
1594:
1593:
1572:
1562:
1560:
1548:
1547:
1543:
1533:
1531:
1522:
1521:
1510:
1505:
1492:
1485:
1481:
1453:
1449:
1445:
1441:
1428:
1416:medulloblastoma
1390:-, but not the
1358:Michele Peyrone
1350:
1345:
1344:
1343:
1340:
1329:
1320:
1309:
1287:
1252:
1222:
1196:
1088:
1057:(FDA) approved
1007:corticosteroids
938:proximal tubule
927:
912:cervical cancer
876:
861:its replication
790:cervical cancer
761:
757:
753:
749:
727:
725:
722:(what is this?)
719:
714:
711:
706:
701:
700:
689:
686:
681:
680:
669:
644:
601:
577:
569:
541:
521:
501:
481:
461:
441:
421:
404:
396:
376:
373:
361:
360:
328:
317:Protein binding
307:Bioavailability
299:Pharmacokinetic
293:
286:
223:
191:
184:
181:Contraindicated
164:
157:
28:
17:
12:
11:
5:
6163:
6153:
6152:
6147:
6142:
6137:
6132:
6127:
6122:
6117:
6112:
6107:
6102:
6097:
6092:
6087:
6072:
6071:
6048:
6047:
6045:
6044:
6040:
6035:
6033:
6029:
6028:
6026:
6025:
6021:
6017:
6013:
6009:
6005:
6001:
5996:
5994:
5990:
5989:
5987:
5986:
5982:
5978:
5974:
5970:
5965:
5960:
5956:
5952:
5948:
5944:
5940:
5935:
5931:
5927:
5923:
5919:
5915:
5911:
5907:
5903:
5899:
5895:
5891:
5887:
5883:
5879:
5875:
5871:
5867:
5863:
5859:
5855:
5851:
5846:
5844:
5840:
5839:
5836:
5835:
5833:
5829:
5825:
5821:
5817:
5813:
5809:
5804:
5800:
5798:
5797:(II) compounds
5795:Organoplatinum
5788:
5787:
5782:
5778:
5774:
5770:
5766:
5762:
5757:
5753:
5749:
5745:
5741:
5737:
5733:
5729:
5725:
5720:
5715:
5708:
5700:
5696:
5692:
5688:
5684:
5680:
5676:
5672:
5668:
5663:
5659:
5655:
5651:
5647:
5643:
5639:
5635:
5630:
5626:
5622:
5618:
5614:
5610:
5606:
5602:
5598:
5594:
5590:
5586:
5582:
5578:
5574:
5567:
5563:
5559:
5555:
5548:
5544:
5540:
5536:
5532:
5528:
5524:
5519:
5517:
5513:
5512:
5510:
5509:
5505:
5501:
5496:
5494:
5490:
5489:
5487:
5486:
5481:
5476:
5474:
5470:
5469:
5462:
5461:
5454:
5447:
5439:
5430:
5429:
5426:
5425:
5424:
5423:
5420:
5409:
5403:
5397:
5396:
5393:
5392:
5389:
5388:
5386:
5385:
5380:
5375:
5370:
5365:
5360:
5355:
5350:
5345:
5340:
5335:
5330:
5325:
5320:
5315:
5310:
5305:
5299:
5288:
5283:
5278:
5273:
5268:
5263:
5258:
5253:
5248:
5243:
5238:
5233:
5228:
5223:
5218:
5213:
5208:
5203:
5198:
5193:
5188:
5183:
5178:
5173:
5168:
5163:
5158:
5153:
5148:
5143:
5138:
5133:
5128:
5112:
5107:
5102:
5096:
5094:
5090:
5089:
5087:
5086:
5074:
5062:
5049:
5047:
5041:
5040:
5038:
5037:
5031:
5026:
5021:
5016:
5004:
4998:
4993:
4988:
4983:
4972:
4966:
4961:
4953:
4946:PARP inhibitor
4942:
4930:
4918:
4906:
4905:
4904:
4899:
4894:
4889:
4877:
4871:
4866:
4861:
4856:
4842:
4829:
4827:
4818:
4814:
4813:
4811:
4810:
4804:
4799:
4794:
4783:
4778:
4773:
4768:
4762:
4760:
4750:
4749:
4746:
4745:
4742:
4741:
4739:
4738:
4732:
4727:
4722:
4712:
4710:
4704:
4703:
4701:
4700:
4694:
4689:
4678:
4673:
4668:
4663:
4651:
4645:
4643:
4637:
4636:
4634:
4633:
4628:
4623:
4618:
4613:
4608:
4602:
4600:
4598:Platinum-based
4594:
4593:
4591:
4590:
4585:
4580:
4575:
4563:
4562:
4556:
4540:
4539:
4534:
4529:
4524:
4514:
4509:
4497:
4496:
4491:
4486:
4476:
4471:
4465:
4456:
4451:
4439:
4437:
4428:
4416:
4415:
4412:
4411:
4409:
4408:
4403:
4398:
4393:
4388:
4382:
4377:
4366:
4360:
4355:
4350:
4345:
4340:
4335:
4325:
4320:
4313:Anthracyclines
4308:
4306:
4296:
4295:
4293:
4292:
4286:
4274:
4272:
4266:
4265:
4263:
4262:
4256:
4251:
4246:
4241:
4236:
4231:
4226:
4221:
4216:
4211:
4199:
4197:
4188:
4176:
4175:
4172:
4171:
4169:
4168:
4155:
4153:
4147:
4146:
4144:
4143:
4137:
4125:
4124:
4111:
4110:
4094:
4093:
4083:
4078:
4073:
4068:
4063:
4051:
4049:
4043:
4042:
4040:
4039:
4033:
4031:Mercaptopurine
4022:
4017:
4012:
4006:
4001:
3985:
3984:
3971:
3969:
3963:
3962:
3960:
3959:
3953:
3942:
3936:
3931:
3926:
3914:
3912:
3903:
3886:
3878:
3877:
3874:
3873:
3871:
3870:
3858:
3852:
3847:
3842:
3837:
3832:
3820:
3818:
3814:
3813:
3811:
3810:
3804:
3799:
3794:
3789:
3777:
3775:
3764:
3748:
3747:
3733:Intracellular
3730:
3729:
3722:
3715:
3707:
3701:
3700:
3694:
3689:
3675:
3674:External links
3672:
3670:
3669:
3655:
3634:
3628:
3606:
3604:
3601:
3598:
3597:
3561:
3532:(6): 835–841.
3512:
3467:
3446:(3): 149–151.
3426:
3375:
3368:
3334:
3301:J. Chem. Educ.
3285:
3276:Indian J. Chem
3266:
3231:
3195:
3168:(8): 573–584.
3152:
3117:
3083:
3076:
3058:
3007:
3000:
2982:
2961:(6): 1347–52.
2941:
2890:
2859:
2836:(4): 250–256.
2816:
2809:
2788:
2781:
2756:
2737:(1): 111–123.
2721:
2694:(8): 688–703.
2671:
2616:
2570:
2503:
2460:
2433:(3): 348–354.
2414:
2376:
2348:
2299:
2272:(4): 307–320.
2256:
2207:
2172:
2150:
2124:
2095:(5): 570–572.
2075:
2057:
2008:
1962:
1913:
1859:
1821:
1791:
1763:
1735:
1724:
1704:
1673:(3): 268–293.
1648:
1613:
1570:
1541:
1507:
1506:
1504:
1501:
1491:
1488:
1483:
1479:
1472:
1471:
1451:
1447:
1443:
1439:
1427:
1424:
1349:
1346:
1342:
1341:
1330:
1323:
1321:
1310:
1303:
1300:
1299:
1298:
1285:
1265:indicates the
1251:
1248:
1221:
1218:
1195:
1192:
1087:
1084:
1083:
1082:
1072:
1066:
1063:acetylcysteine
1038:aminoglycoside
1030:
1013:combined with
988:
961:
934:Nephrotoxicity
926:
923:
908:bladder cancer
900:ovarian cancer
875:
872:
794:bladder cancer
786:ovarian cancer
759:
755:
751:
734:
733:
716:
715:
713:
712:
709:
707:
704:
696:
695:
694:
691:
690:
688:
687:
684:
676:
675:
674:
671:
670:
668:
667:
659:
657:
649:
648:
642:
636:
635:
633:
627:
626:
622:
621:
611:
603:
602:
600:
599:
591:DTXSID50275807
586:
584:
571:
570:
568:
567:
551:
549:
543:
542:
540:
539:
531:
529:
523:
522:
520:
519:
511:
509:
503:
502:
500:
499:
491:
489:
483:
482:
480:
479:
471:
469:
463:
462:
460:
459:
451:
449:
443:
442:
440:
439:
431:
429:
423:
422:
420:
419:
411:
409:
398:
397:
395:
394:
386:
384:
378:
377:
375:
374:
364:
356:
355:
354:
351:
350:
346:
345:
342:
336:
335:
332:
323:
322:
319:
313:
312:
309:
303:
302:
295:
294:
292:
291:
276:
263:
252:
238:
236:
230:
229:
225:
224:
222:
221:
208:
206:
200:
199:
194:
192:administration
186:
185:
183:
182:
179:
169:
167:
159:
158:
156:
155:
137:
135:
129:
128:
121:
115:
114:
107:
97:
96:
89:
85:
84:
81:
75:
74:
70:
69:
66:
65:
58:
46:
45:
25:Cisplatine War
15:
9:
6:
4:
3:
2:
6162:
6151:
6148:
6146:
6143:
6141:
6138:
6136:
6133:
6131:
6128:
6126:
6123:
6121:
6118:
6116:
6113:
6111:
6108:
6106:
6103:
6101:
6098:
6096:
6093:
6091:
6088:
6086:
6083:
6082:
6080:
6070:
6060:
6059:
6056:
6043:
6037:
6036:
6034:
6030:
6024:
6018:
6016:
6006:
6004:
5998:
5997:
5995:
5991:
5985:
5979:
5977:
5971:
5969:
5961:
5959:
5953:
5951:
5941:
5939:
5920:
5918:
5908:
5906:
5900:
5898:
5892:
5890:
5884:
5882:
5872:
5870:
5856:
5854:
5848:
5847:
5845:
5841:
5832:
5818:
5816:
5810:
5808:
5801:
5799:
5796:
5792:
5786:
5783:
5781:
5763:
5761:
5758:
5756:
5750:
5748:
5738:
5736:
5726:
5724:
5716:
5714:
5701:
5699:
5693:
5691:
5685:
5683:
5677:
5675:
5669:
5667:
5656:
5654:
5636:
5634:
5615:
5613:
5599:
5597:
5587:
5585:
5572:
5568:
5566:
5553:
5549:
5547:
5521:
5520:
5518:
5514:
5508:
5498:
5497:
5495:
5491:
5485:
5478:
5477:
5475:
5471:
5467:
5460:
5455:
5453:
5448:
5446:
5441:
5440:
5437:
5421:
5419:
5416:
5415:
5413:
5410:
5407:
5404:
5402:
5399:
5398:
5394:
5384:
5381:
5379:
5376:
5374:
5371:
5369:
5366:
5364:
5361:
5359:
5356:
5354:
5351:
5349:
5346:
5344:
5341:
5339:
5336:
5334:
5331:
5329:
5326:
5324:
5321:
5319:
5316:
5314:
5311:
5309:
5306:
5303:
5300:
5298:
5294:
5293:
5289:
5287:
5286:Tabelecleucel
5284:
5282:
5279:
5277:
5274:
5272:
5269:
5267:
5264:
5262:
5259:
5257:
5254:
5252:
5249:
5247:
5246:Lurbinectedin
5244:
5242:
5239:
5237:
5234:
5232:
5229:
5227:
5224:
5222:
5219:
5217:
5214:
5212:
5209:
5207:
5204:
5202:
5199:
5197:
5194:
5192:
5189:
5187:
5184:
5182:
5179:
5177:
5174:
5172:
5169:
5167:
5164:
5162:
5159:
5157:
5154:
5152:
5149:
5147:
5144:
5142:
5139:
5137:
5134:
5132:
5129:
5126:
5122:
5118:
5117:
5113:
5111:
5108:
5106:
5103:
5101:
5098:
5097:
5095:
5091:
5084:
5080:
5079:
5075:
5072:
5068:
5067:
5063:
5060:
5056:
5055:
5051:
5050:
5048:
5046:
5042:
5035:
5032:
5030:
5027:
5025:
5022:
5020:
5017:
5015:
5011:
5009:
5005:
5002:
4999:
4997:
4994:
4992:
4989:
4987:
4984:
4982:
4978:
4977:
4973:
4970:
4967:
4965:
4962:
4960:
4957:
4954:
4952:
4948:
4947:
4943:
4940:
4936:
4935:
4931:
4928:
4924:
4923:
4919:
4916:
4912:
4911:
4907:
4903:
4900:
4898:
4895:
4893:
4890:
4888:
4885:
4884:
4883:
4882:
4878:
4875:
4872:
4870:
4867:
4865:
4862:
4860:
4857:
4855:
4851:
4850:
4847:
4843:
4840:
4836:
4835:
4831:
4830:
4828:
4826:
4822:
4819:
4815:
4808:
4805:
4803:
4800:
4798:
4795:
4793:
4789:
4788:
4784:
4782:
4779:
4777:
4774:
4772:
4769:
4767:
4764:
4763:
4761:
4759:
4755:
4751:
4736:
4733:
4731:
4728:
4726:
4723:
4721:
4717:
4714:
4713:
4711:
4709:
4708:Intercalation
4705:
4698:
4695:
4693:
4690:
4688:
4684:
4683:
4679:
4677:
4674:
4672:
4669:
4667:
4664:
4661:
4657:
4656:
4652:
4650:
4647:
4646:
4644:
4642:
4638:
4632:
4629:
4627:
4624:
4622:
4619:
4617:
4616:Dicycloplatin
4614:
4612:
4609:
4607:
4604:
4603:
4601:
4599:
4595:
4589:
4586:
4584:
4581:
4579:
4576:
4574:
4571:
4569:
4565:
4564:
4560:
4557:
4555:
4551:
4548:
4546:
4542:
4541:
4538:
4535:
4533:
4530:
4528:
4525:
4522:
4518:
4515:
4513:
4510:
4508:
4505:
4503:
4499:
4498:
4495:
4492:
4490:
4489:Prednimustine
4487:
4484:
4480:
4477:
4475:
4472:
4469:
4466:
4464:
4460:
4457:
4455:
4452:
4450:
4447:
4445:
4441:
4440:
4438:
4436:
4432:
4429:
4426:
4421:
4417:
4407:
4404:
4402:
4399:
4397:
4394:
4392:
4389:
4386:
4383:
4381:
4378:
4376:
4372:
4371:
4367:
4364:
4361:
4359:
4356:
4354:
4351:
4349:
4346:
4344:
4341:
4339:
4336:
4333:
4329:
4326:
4324:
4321:
4319:
4315:
4314:
4310:
4309:
4307:
4305:
4304:Intercalation
4301:
4297:
4290:
4287:
4285:
4281:
4280:
4276:
4275:
4273:
4271:
4267:
4260:
4257:
4255:
4252:
4250:
4247:
4245:
4242:
4240:
4237:
4235:
4232:
4230:
4227:
4225:
4222:
4220:
4217:
4215:
4212:
4210:
4206:
4205:
4201:
4200:
4198:
4196:
4192:
4189:
4186:
4181:
4177:
4166:
4162:
4161:
4157:
4156:
4154:
4152:
4148:
4141:
4138:
4136:
4132:
4131:
4127:
4126:
4122:
4118:
4117:
4113:
4112:
4108:
4107:+daunorubicin
4105:
4101:
4100:
4096:
4095:
4091:
4087:
4084:
4082:
4079:
4077:
4074:
4072:
4071:Doxifluridine
4069:
4067:
4064:
4062:
4058:
4057:
4053:
4052:
4050:
4048:
4044:
4037:
4034:
4032:
4028:
4027:
4023:
4021:
4020:Rabacfosadine
4018:
4016:
4013:
4010:
4007:
4005:
4002:
4000:
3996:
3995:
3991:
3987:
3986:
3982:
3978:
3977:
3973:
3972:
3970:
3968:
3964:
3957:
3954:
3952:
3948:
3947:
3943:
3940:
3937:
3935:
3932:
3930:
3927:
3925:
3921:
3920:
3916:
3915:
3913:
3911:
3907:
3904:
3901:
3896:
3890:
3887:
3883:
3879:
3868:
3864:
3863:
3859:
3856:
3853:
3851:
3848:
3846:
3843:
3841:
3838:
3836:
3833:
3831:
3827:
3826:
3822:
3821:
3819:
3815:
3808:
3805:
3803:
3800:
3798:
3795:
3793:
3790:
3788:
3784:
3783:
3779:
3778:
3776:
3773:
3768:
3765:
3762:
3757:
3753:
3749:
3744:
3740:
3736:
3728:
3723:
3721:
3716:
3714:
3709:
3708:
3705:
3699:
3695:
3693:
3690:
3686:
3682:
3678:
3677:
3666:
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3658:
3652:
3648:
3644:
3640:
3635:
3631:
3625:
3621:
3617:
3613:
3608:
3607:
3593:
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3585:
3581:
3577:
3573:
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3556:
3551:
3547:
3543:
3539:
3535:
3531:
3527:
3523:
3516:
3508:
3504:
3499:
3494:
3490:
3486:
3482:
3478:
3471:
3462:
3457:
3453:
3449:
3445:
3441:
3437:
3430:
3422:
3418:
3413:
3408:
3403:
3398:
3394:
3390:
3386:
3379:
3371:
3369:9780470132630
3365:
3361:
3357:
3353:
3349:
3345:
3338:
3330:
3326:
3322:
3318:
3314:
3310:
3306:
3303:
3302:
3294:
3292:
3290:
3281:
3277:
3270:
3262:
3258:
3254:
3250:
3247:(3): 433–40.
3246:
3242:
3235:
3227:
3223:
3219:
3215:
3211:
3207:
3199:
3191:
3187:
3183:
3179:
3175:
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3163:
3156:
3148:
3144:
3140:
3136:
3132:
3128:
3121:
3105:
3101:
3097:
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3087:
3079:
3073:
3069:
3062:
3054:
3050:
3046:
3042:
3038:
3034:
3030:
3026:
3022:
3018:
3011:
3003:
2997:
2993:
2986:
2978:
2974:
2969:
2964:
2960:
2956:
2952:
2945:
2937:
2933:
2929:
2925:
2921:
2917:
2913:
2909:
2905:
2901:
2894:
2886:
2882:
2878:
2874:
2870:
2863:
2856:
2844:
2839:
2835:
2831:
2827:
2820:
2812:
2806:
2802:
2795:
2793:
2784:
2778:
2774:
2767:
2765:
2763:
2761:
2752:
2748:
2744:
2740:
2736:
2732:
2725:
2717:
2713:
2709:
2705:
2701:
2697:
2693:
2689:
2682:
2675:
2667:
2663:
2659:
2655:
2650:
2645:
2641:
2637:
2630:
2623:
2621:
2612:
2608:
2603:
2598:
2594:
2590:
2586:
2582:
2574:
2566:
2562:
2558:
2554:
2549:
2544:
2539:
2534:
2530:
2526:
2522:
2518:
2514:
2507:
2499:
2495:
2491:
2487:
2483:
2479:
2475:
2471:
2464:
2456:
2452:
2448:
2444:
2440:
2436:
2432:
2428:
2421:
2419:
2410:
2406:
2402:
2398:
2397:
2392:
2385:
2383:
2381:
2372:
2368:
2364:
2360:
2352:
2344:
2340:
2335:
2330:
2326:
2322:
2318:
2314:
2310:
2303:
2295:
2291:
2287:
2283:
2279:
2275:
2271:
2267:
2260:
2252:
2248:
2243:
2238:
2234:
2230:
2226:
2222:
2218:
2211:
2203:
2199:
2195:
2191:
2187:
2183:
2176:
2160:
2154:
2139:
2135:
2128:
2120:
2116:
2111:
2106:
2102:
2098:
2094:
2090:
2086:
2079:
2071:
2067:
2061:
2053:
2049:
2044:
2039:
2035:
2031:
2027:
2023:
2019:
2012:
2004:
2000:
1995:
1990:
1986:
1982:
1978:
1971:
1969:
1967:
1958:
1954:
1949:
1944:
1940:
1936:
1932:
1928:
1924:
1917:
1909:
1905:
1900:
1895:
1890:
1885:
1881:
1877:
1873:
1866:
1864:
1855:
1851:
1847:
1843:
1839:
1835:
1828:
1826:
1809:
1805:
1801:
1795:
1786:
1781:
1777:
1773:
1767:
1758:
1753:
1749:
1745:
1739:
1731:
1727:
1725:9783527607495
1721:
1717:
1716:
1708:
1700:
1696:
1691:
1686:
1681:
1676:
1672:
1668:
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1628:
1624:
1617:
1601:
1597:
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1589:
1587:
1585:
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1579:
1577:
1575:
1559:
1555:
1551:
1545:
1529:
1525:
1519:
1517:
1515:
1513:
1508:
1500:
1497:
1496:Auger therapy
1487:
1477:
1469:
1465:
1464:
1463:
1461:
1457:
1437:
1433:
1423:
1421:
1417:
1413:
1409:
1405:
1401:
1397:
1393:
1389:
1385:
1381:
1380:
1375:
1371:
1367:
1363:
1362:Alfred Werner
1359:
1355:
1352:The compound
1338:
1334:
1327:
1322:
1318:
1314:
1307:
1302:
1301:
1297:
1295:
1291:
1283:
1279:
1275:
1271:
1269:
1264:
1260:
1257:
1256:square planar
1247:
1244:
1240:
1238:
1233:
1232:-stereoisomer
1231:
1226:
1217:
1215:
1210:
1206:
1202:
1191:
1189:
1185:
1181:
1172:
1168:
1166:
1162:
1158:
1154:
1149:
1147:
1143:
1139:
1135:
1130:
1128:
1124:
1120:
1116:
1112:
1108:
1103:
1101:
1097:
1094:
1080:
1076:
1073:
1070:
1067:
1064:
1060:
1056:
1052:
1048:
1044:
1039:
1034:
1031:
1028:
1027:dexamethasone
1024:
1020:
1019:dexamethasone
1016:
1012:
1008:
1004:
1000:
996:
992:
989:
986:
982:
978:
974:
969:
965:
964:Neurotoxicity
962:
959:
955:
951:
947:
943:
939:
935:
932:
931:
930:
922:
919:
917:
913:
909:
905:
901:
897:
893:
889:
885:
881:
880:intravenously
871:
869:
864:
862:
858:
854:
853:heart disease
850:
846:
842:
838:
837:kidney damage
834:
830:
825:
823:
819:
818:neuroblastoma
815:
811:
807:
803:
799:
795:
791:
787:
783:
779:
775:
771:
767:
747:
744:
740:
730:
723:
717:
708:
703:
702:
699:
692:
683:
682:
679:
672:
665:
661:
660:
658:
655:
650:
643:
641:
637:
634:
632:
628:
623:
619:
615:
612:
610:
608:ECHA InfoCard
604:
596:
592:
588:
587:
585:
576:
572:
564:
563:RCSB PDB
558:
553:
552:
550:
548:
544:
537:
536:ChEMBL2068237
533:
532:
530:
528:
524:
517:
513:
512:
510:
508:
504:
497:
493:
492:
490:
488:
484:
477:
473:
472:
470:
468:
464:
457:
453:
452:
450:
448:
444:
437:
433:
432:
430:
428:
424:
417:
413:
412:
410:
403:
399:
392:
388:
387:
385:
383:
379:
371:
369:
363:
362:
359:
352:
347:
343:
341:
337:
333:
331:
324:
320:
318:
314:
310:
308:
304:
300:
296:
289:
277:
274:
264:
262:
253:
250:
240:
239:
237:
235:
231:
226:
218:
213:
210:
209:
207:
205:
201:
198:
195:
193:
187:
180:
171:
170:
168:
166:
160:
153:
148:
139:
138:
136:
134:
130:
126:
122:
120:
116:
112:
108:
106:
102:
98:
94:
90:
86:
82:
80:
76:
73:Clinical data
71:
63:
59:
56:
52:
51:
47:
43:
38:
30:
26:
22:
6130:Nephrotoxins
6100:Chemotherapy
5570:
5551:
5550:
5333:Tazemetostat
5297:Alitretinoin
5290:
5201:Estramustine
5181:Elsamitrucin
5171:Eflornithine
5125:Pegaspargase
5121:Asparaginase
5114:
5083:Testolactone
5076:
5064:
5052:
5006:
4991:Panobinostat
4974:
4944:
4932:
4920:
4908:
4879:
4844:
4832:
4785:
4781:Padeliporfin
4720:Dactinomycin
4716:Streptomyces
4697:Temozolomide
4692:Mitozolomide
4680:
4671:Mitobronitol
4660:Procarbazine
4653:
4641:Nonclassical
4610:
4566:
4543:
4537:Streptozocin
4502:Nitrosoureas
4500:
4474:Chlorambucil
4468:Trofosfamide
4454:Chlormethine
4449:Bendamustine
4442:
4380:Mitoxantrone
4375:Losoxantrone
4368:
4328:Daunorubicin
4311:
4277:
4214:Camptothecin
4202:
4158:
4128:
4114:
4097:
4081:Fluorouracil
4061:Capecitabine
4054:
4024:
3988:
3974:
3944:
3939:Pralatrexate
3929:Methotrexate
3917:
3860:
3823:
3780:
3684:
3638:
3611:
3575:
3571:
3564:
3529:
3525:
3515:
3480:
3476:
3470:
3443:
3439:
3429:
3392:
3388:
3378:
3351:
3347:
3343:
3337:
3304:
3299:
3279:
3275:
3269:
3244:
3240:
3234:
3212:(5): 690–8.
3209:
3205:
3198:
3165:
3161:
3155:
3130:
3126:
3120:
3108:. Retrieved
3104:the original
3095:
3086:
3067:
3061:
3020:
3016:
3010:
2991:
2985:
2958:
2954:
2944:
2903:
2899:
2893:
2876:
2872:
2862:
2854:
2847:. Retrieved
2833:
2829:
2819:
2800:
2772:
2734:
2730:
2724:
2691:
2687:
2674:
2639:
2635:
2602:10486/688357
2584:
2580:
2573:
2520:
2516:
2506:
2473:
2469:
2463:
2430:
2426:
2400:
2394:
2362:
2358:
2351:
2316:
2312:
2302:
2269:
2265:
2259:
2224:
2220:
2210:
2188:(1): 40–45.
2185:
2181:
2175:
2163:. Retrieved
2153:
2141:. Retrieved
2137:
2127:
2092:
2088:
2078:
2069:
2060:
2025:
2021:
2011:
1984:
1980:
1930:
1926:
1916:
1879:
1875:
1837:
1833:
1812:. Retrieved
1794:
1785:10665/345533
1775:
1766:
1757:10665/325771
1747:
1738:
1714:
1707:
1670:
1666:
1626:
1622:
1616:
1604:. Retrieved
1561:. Retrieved
1553:
1544:
1532:. Retrieved
1527:
1493:
1473:
1460:trans effect
1429:
1403:
1399:
1395:
1391:
1387:
1383:
1377:
1374:electrolysis
1353:
1351:
1296:with one m.
1277:
1273:
1267:
1262:
1253:
1242:
1236:
1229:
1223:
1203:, increased
1197:
1177:
1150:
1131:
1110:
1106:
1104:
1095:
1093:aquo complex
1089:
1086:Pharmacology
928:
925:Side effects
920:
877:
865:
826:
814:brain tumors
810:mesothelioma
745:
738:
737:
726:
720:
367:
334:30–100 hours
327:Elimination
234:Legal status
228:Legal status
133:License data
92:
29:
5408:from market
5378:Vorasidenib
5358:Trabectedin
5343:Tiazofurine
5338:Tebentafusp
5323:Tagraxofusp
5281:Plitidepsin
5251:Mitoguazone
5191:Epacadostat
5161:Demecolcine
5105:Aflibercept
5078:Sex steroid
4951:Fuzuloparib
4892:Carfilzomib
4864:Palbociclib
4854:Abemaciclib
4807:Verteporfin
4771:Efaproxiral
4687:Dacarbazine
4649:Altretamine
4631:Satraplatin
4626:Oxaliplatin
4606:Carboplatin
4583:Triaziquone
4554:Mannosulfan
4532:Ranimustine
4512:Fotemustine
4353:Pirarubicin
4338:Doxorubicin
4332:+cytarabine
4318:Aclarubicin
4279:Podophyllum
4204:Camptotheca
4135:Azacitidine
4121:Gemcitabine
4076:Floxuridine
4009:Fludarabine
4004:Clofarabine
3990:Halogenated
3981:Pentostatin
3956:Raltitrexed
3924:Aminopterin
3867:Ixabepilone
3862:Epothilones
3830:Cabazitaxel
3807:Vinorelbine
3792:Vincristine
3787:Vinblastine
3772:microtubule
3681:"Cisplatin"
3498:10316/10605
3461:10316/45139
3133:(3): 90–8.
2879:(1): 1–29.
2587:: 167–181.
2391:"Cisplatin"
1814:13 November
1800:"Cisplatin"
1596:"Cisplatin"
1534:25 February
1225:Transplatin
1220:Transplatin
1209:Oxaliplatin
1033:Ototoxicity
1023:ondansetron
1015:ondansetron
1003:granisetron
999:ondansetron
874:Medical use
806:lung cancer
647: g·mol
614:100.036.106
516:CHEBI:27899
349:Identifiers
197:Intravenous
119:MedlinePlus
88:Other names
79:Trade names
6079:Categories
5373:Verdinexor
5368:Venetoclax
5271:Oblimersen
5266:Navitoclax
5241:Lucanthone
5236:Lonidamine
5226:Lifileucel
5221:Ivosidenib
5216:Imetelstat
5186:Enasidenib
5176:Elesclomol
5141:Bexarotene
5136:Belzutifan
5071:Bexarotene
5059:Atrasentan
5034:Umbralisib
5029:Idelalisib
5019:Copanlisib
5001:Vorinostat
4996:Romidepsin
4986:Entinostat
4981:Belinostat
4939:Masoprocol
4927:Tiazofurin
4915:Anagrelide
4887:Bortezomib
4874:Seliciclib
4869:Ribociclib
4849:inhibitors
4839:Tipifarnib
4802:Temoporfin
4797:Talaporfin
4735:Plicamycin
4730:Mitomycins
4676:Pipobroman
4655:Hydrazines
4621:Nedaplatin
4573:Carboquone
4568:Aziridines
4559:Treosulfan
4507:Carmustine
4494:Uramustine
4463:Ifosfamide
4435:Alkylating
4396:Bisantrene
4385:Pixantrone
4358:Valrubicin
4348:Idarubicin
4343:Epirubicin
4289:Teniposide
4244:Lurtotecan
4239:Irinotecan
4140:Decitabine
4104:Cytarabine
4047:Pyrimidine
4036:Tioguanine
4026:Thiopurine
4015:Nelarabine
3999:Cladribine
3951:Pemetrexed
3934:Pemetrexed
3910:Folic acid
3850:Paclitaxel
3802:Vinflunine
3578:: 119883.
3307:(5): 728.
3282:: 123–134.
2636:IUBMB Life
2403:(25): 52.
1606:8 December
1563:22 October
1503:References
1214:paclitaxel
1205:DNA repair
1180:nucleotide
1138:DNA repair
1011:Aprepitant
954:amifostine
888:carcinomas
764:. It is a
750:[Pt(NH
652:3D model (
640:Molar mass
547:PDB ligand
476:Q20Q21Q62J
447:ChemSpider
391:15663-27-1
382:CAS Number
358:IUPAC name
21:Cisplatina
5418:Phase III
5406:Withdrawn
5383:Vosaroxin
5363:Veliparib
5318:Sotorasib
5308:Selinexor
5302:Tretinoin
5292:Retinoids
5206:Glasdegib
5151:Celecoxib
5100:Adagrasib
5024:Duvelisib
5014:Alpelisib
4969:Rucaparib
4956:Niraparib
4897:Oprozomib
4859:Alvocidib
4725:Bleomycin
4682:Triazenes
4666:Etoglucid
4611:Cisplatin
4527:Nimustine
4521:Semustine
4517:Lomustine
4479:Melphalan
4406:Menogaril
4401:Crisnatol
4391:Amsacrine
4363:Zorubicin
4323:Amrubicin
4284:Etoposide
4259:Topotecan
4254:Silatecan
4249:Rubitecan
4234:Gimatecan
4219:Cositecan
4209:Belotecan
3885:inhibitor
3855:Tesetaxel
3845:Ortataxel
3840:Larotaxel
3835:Docetaxel
3797:Vindesine
3592:225575546
3546:2052-5206
3395:(1): 27.
3348:Cisplatin
3190:205468214
3147:267470502
2849:3 October
2708:2123/4068
1528:Drugs.com
1426:Synthesis
1201:apoptosis
1146:Omi/Htra2
1142:apoptosis
1079:hemolysis
950:cytokines
904:lymphomas
739:Cisplatin
340:Excretion
329:half-life
311:100% (IV)
190:Routes of
163:Pregnancy
152:Cisplatin
111:Monograph
105:Drugs.com
34:Cisplatin
6069:Medicine
5256:Mitotane
5196:Eribulin
4964:Olaparib
4902:Ixazomib
4578:Thiotepa
4550:Busulfan
4229:Exatecan
4066:Carmofur
3774:assembly
3737: /
3665:29394020
3507:15139770
3421:31659527
3329:29546931
3182:17625587
3053:32398470
2928:14287410
2751:17266508
2716:17881133
2666:30879019
2658:17885832
2611:30880247
2565:11052459
2557:27688757
2455:11052459
2447:18606591
2343:26865551
2294:31357727
2286:15789122
2202:29993216
2119:35489339
2052:36047496
2003:20841472
1957:34817988
1908:22069563
1808:Archived
1774:(2021).
1746:(2019).
1730:Archived
1699:29051464
1643:29632935
1600:Archived
1490:Research
1408:sarcomas
1100:aquation
995:vomiting
884:sarcomas
841:vomiting
770:platinum
729:(verify)
685:(Cl)(Cl)
427:DrugBank
321:> 95%
204:ATC code
165:category
147:DailyMed
5922:Pt(OAc)
5812:Pt(CNO)
5671:Pt(OAc)
5666:(PyrMe)
5473:Pt(-II)
4185:S phase
4086:Tegafur
3900:S phase
3825:Taxanes
3761:M phase
3555:9728019
3412:6800417
3309:Bibcode
3261:1847194
3226:7931615
3110:15 July
3045:5782119
3025:Bibcode
2977:5337590
2936:9543916
2908:Bibcode
2548:5068337
2525:Bibcode
2498:4048939
2478:Bibcode
2470:Science
2334:4792284
2251:6788166
2242:1505958
2165:9 March
2143:9 March
2110:9635495
2043:9433103
1948:8853703
1899:3153174
1854:1700077
1690:5606684
1396:E. coli
1384:E. coli
1348:History
1282:ammonia
1134:mitosis
1123:Guanine
1045:in the
1043:melanin
979:in the
890:(e.g.,
886:, some
778:cancers
743:formula
631:Formula
436:DB00515
402:PubChem
290:Rx-only
287:WARNING
259::
220:)
214: (
212:L01XA01
178: D
149::
125:a684036
6055:Portal
6032:Pt(VI)
5955:Pt(OH)
5843:Pt(IV)
5752:Pt(OH)
5638:(Cy(NH
5593:Pt(CN)
5573:-Pt(NH
5554:-Pt(NH
5516:Pt(II)
5500:Pt(PPh
5401:WHO-EM
5010:(Pi3K)
3967:Purine
3770:Block
3663:
3653:
3626:
3590:
3552:
3544:
3505:
3419:
3409:
3366:
3327:
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2998:
2975:
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2900:Nature
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2779:
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2664:
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2609:
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2117:
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2050:
2040:
2028:(17).
2001:
1955:
1945:
1906:
1896:
1876:Toxins
1852:
1722:
1697:
1687:
1667:Toxics
1641:
1446:to (NO
1290:ligand
1278:ammine
1270:isomer
1227:, the
1165:POVray
1153:purine
991:Nausea
914:, and
851:, and
839:, and
678:SMILES
645:300.05
527:ChEMBL
496:D00275
284:
271:
261:℞-only
247:
145:
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5993:Pt(V)
5820:KPtCl
5807:(Cod)
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4922:IMPDI
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3049:S2CID
2932:S2CID
2684:(PDF)
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2632:(PDF)
2561:S2CID
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2290:S2CID
1392:trans
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1230:trans
1127:X-ray
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698:InChI
654:JSmol
554:CPT (
507:ChEBI
456:76401
370:-4-2)
344:Renal
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5947:PtCl
5934:)(NH
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5886:PtBr
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5866:PtCl
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5765:Pt(C
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2198:PMID
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2115:PMID
2048:PMID
1999:PMID
1953:PMID
1904:PMID
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5964:PtI
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3580:doi
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2644:doi
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2030:doi
2026:132
1989:doi
1943:PMC
1935:doi
1894:PMC
1884:doi
1842:doi
1780:hdl
1752:hdl
1685:PMC
1675:doi
1631:doi
1558:FDA
1410:in
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1388:cis
1354:cis
1333:PDB
1313:PDB
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1184:NER
1119:DNA
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