513:
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33:
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979:(EPSP) produced by activation of an NMDA receptor also increases the concentration of Ca in the cell. The Ca can in turn function as a second messenger in various signaling pathways. This process is modulated by a number of endogenous and exogenous compounds and plays a key role in a wide range of physiological (such as memory) and pathological processes (such as
970:
is a specific agonist binding to its NR2 subunits, and then a non-specific cation channel is opened, which can allow the passage of Ca and Na into the cell and K out of the cell. Therefore, NMDA receptors will only open if glutamate is in the synapse and concurrently the postsynaptic membrane is
1267:
D'Aniello, Antimo; De Simone, Antonella; Spinelli, Patrizia; D'Aniello, Salvatore; Branno, Margherita; Aniello, Francesco; Rios, Jeannette; Tsesarskaja, Mara; Fisher, George (September 2002). "A specific enzymatic high-performance liquid chromatography method to determine
955:. At homeostatic levels NMDA plays an essential role as a neurotransmitter and neuroendocrine regulator. At increased but sub–toxic levels NMDA becomes neuro-protective. In excessive amounts NMDA is an excitotoxin. Behavioral neuroscience research utilizes NMDA
1716:
Blaise, Mathias-Costa; Sowdhamini, Ramanathan; Rao, Metpally Raghu Prasad; Pradhan, Nithyananda (2004), "Evolutionary trace analysis of ionotropic glutamate receptor sequences and modeling the interactions of agonists with different NMDA receptor subunits",
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Johnson, Patricia I.; Parente, Mary Ann; Stellar, James R. (May 1996). "NMDA-induced lesions of the nucleus accumbens or the ventral pallidum increase the rewarding efficacy of food to deprived rats".
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D'Aniello, Antimo; De Simone, Antonella; Spinelli, Patrizia; D'Aniello, Salvatore; Branno, Margherita; Aniello, Francesco; Rios, Jeannette; Tsesarskaja, Mara; Fisher, George (2002-09-01).
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which normally acts at that receptor. Unlike glutamate, NMDA only binds to and regulates the NMDA receptor and has no effect on other glutamate receptors (such as those for
2565:
2711:
1057:
is generally considered to be the prototypical NMDA receptor blocker and is the most common agent used in research, animal studies have demonstrated some amount of
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2006:
1941:
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1926:
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Curtis, D. R.; Watkins, J. C. (September 1960). "The excitation and depression of spinal neurones by structurally related amino acids".
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2011:
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83:
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Watkins, J. C. (November 1962). "The synthesis of some acidic amino acids possessing neuropharmacological activity".
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133:
116:
65:
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Todoroki, Natsumi; Shibata, Kimihiko; Yamada, Takahiro; Kera, Yoshio; Yamada, Ryo-hei (May 1999). "Determination of
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Cull-Candy, S; Brickley S (Jun 2001). "NMDA receptor subunits: diversity, development and disease".
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508:
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3819:
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940:
43:
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881:). NMDA receptors are particularly important when they become overactive during, for example,
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1061:, which may or may not also occur in humans. These compounds are commonly referred to as
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1101:. USA: National Center for Biotechnology Information. 24 June 2005. Identification
1009:, or more appropriately named receptor channel blockers, of the NMDA receptor are
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1323:"A specific enzymatic high-performance liquid chromatography method to determine
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783:
536:
InChI=1 S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1
1730:
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1224:-aspartic in tissues of bivalves by high-performance liquid chromatography".
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Dingledine, R; Borges K (Mar 1999). "The glutamate receptor ion channels".
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Tooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor
1038:
944:
866:
740:
1513:
Liu, Y; Zhang J (Oct 2000). "Recent development in NMDA receptors".
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Except where otherwise noted, data are given for materials in their
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Watkins, Jeffrey C.; Jane, David E. (2006), "The glutamate story",
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132:"NMDA" redirects here. For National Minimum Drinking Age, see
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3043:
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2560:
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1896:
1886:
1622:
Murck, H. (2002-01-01). "Magnesium and
Affective Disorders".
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subject's brain or spinal cord to study behavioral changes.
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2545:
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2335:
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2071:
2036:
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1824:
874:
642:
189 to 190 °C (372 to 374 °F; 462 to 463 K)
627:
395:
2749:
1213:
1437:"Clocks within Clocks: Timing by Coincidence Detection"
3041:
Uncompetitive pore blockers (mostly dizocilpine site):
2447:
1383:
905:
In 1962, J.C. Watkins reported synthesizing NMDA, an
1539:
1585:"NMDA receptor subunits: function and pharmacology"
1434:
383:
57:. Unsourced material may be challenged and removed.
1485:
1435:Buhusi, CV; Oprisan, SA; Buhusi, M (April 2016).
1122:Journal of Medicinal and Pharmaceutical Chemistry
3806:
1582:
442:
265:
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2684:
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1162:
959:to induce lesions in specific regions of an
3786:Metabotropic glutamate receptor modulators
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1762:
1512:
511:
361:
3793:Glutamate metabolism/transport modulators
1699:
1462:
1452:
478:
117:Learn how and when to remove this message
2205:
985:
919:-aspartic-acid. NMDA is a water-soluble
1278:-aspartic acid in biological tissues".
1119:
507:
420:
14:
3807:
3516:Alcohols/volatile anesthetics/related:
1441:Current Opinion in Behavioral Sciences
1095:"N-Methylaspartate - Compound Summary"
900:
2672:Other positive allosteric modulators:
2452:Tooltip N-Methyl-D-aspartate receptor
1757:
1621:
1333:-aspartic acid in biological tissues"
539:Key: HOKKHZGPKSLGJE-GSVOUGTGSA-N
341:
321:
55:adding citations to reliable sources
26:
3413:Ifenprodil (NR2B) site antagonists:
857:derivative that acts as a specific
722:137 mg kg (intraperitoneal, mouse)
433:
403:
24:
1977:Pesampator (BIIB-104, PF-04958242)
1670:
1583:Paoletti, P; Neyton J (Feb 2007).
1177:10.1111/j.1471-4159.1960.tb13458.x
25:
3841:
977:excitatory postsynaptic potential
222:)-2-(Methylamino)butanedioic acid
134:National Minimum Drinking Age Act
971:already depolarized - acting as
966:The mechanism of action for the
889:as this causes symptoms such as
790:
593:
587:
182:
173:
164:
31:
3453:Rislenemdaz (CERC-301, MK-0657)
2400:Negative allosteric modulators:
2288:Positive allosteric modulators:
2111:Negative allosteric modulators:
1864:Positive allosteric modulators:
1615:
1589:Current Opinion in Pharmacology
1576:
1542:Current Opinion in Neurobiology
1533:
1506:
1075:Anti-NMDA-receptor encephalitis
786:(at 25 °C , 100 kPa).
42:needs additional citations for
2689:Tooltip Dehydroepiandrosterone
1997:Tulrampator (S-47445, CX-1632)
1892:Farampator (CX-691, ORG-24448)
1479:
1428:
1377:
1314:
1260:
1207:
1156:
1113:
1087:
994:
733:Related amino acid derivatives
596:
581:
13:
1:
3779:Receptor/signaling modulators
3628:Unknown/unsorted antagonists:
2192:Unknown/unsorted antagonists:
1785:Ionotropic glutamate receptor
1554:10.1016/S0959-4388(00)00215-4
1349:10.1016/S0003-2697(02)00326-3
1292:10.1016/S0003-2697(02)00326-3
1238:10.1016/S0378-4347(99)00089-4
1080:
893:and, sometimes, epileptiform
3825:Glutamate (neurotransmitter)
1454:10.1016/j.cobeha.2016.02.024
1398:10.1016/0006-8993(96)00202-8
7:
3477:NR2A-selective antagonists:
3009:Polyamine site antagonists:
2234:Acromelic acid (acromelate)
1820:Acromelic acid (acromelate)
1636:10.1080/1028415021000039194
1068:
975:at the neuronal level. The
704:or concentration (LD, LC):
10:
3846:
1917:Hydrochlorothiazide (HCTZ)
1601:10.1016/j.coph.2006.08.011
998:
138:
131:
66:"N-Methyl-D-aspartic acid"
3770:
2859:Glycine site antagonists:
2445:
2203:
1794:
1731:10.1007/s00894-004-0196-7
1165:Journal of Neurochemistry
1063:NMDA receptor antagonists
780:
726:
700:
695:
568:
548:
523:
249:
228:
212:
195:
190:
181:
172:
163:
2747:Competitive antagonists:
2655:Polyamine site agonists:
2641:Neboglamine (nebostinel)
2210:Tooltip Kainate receptor
1624:Nutritional Neuroscience
1001:NMDA receptor antagonist
933:-methyl substituent and
909:of the previously known
865:mimicking the action of
139:Not to be confused with
3729:Pentamidine isethionate
3473:Traxoprodil (CP-101606)
2712:Epipregnanolone sulfate
1686:(Suppl. 1): S100–S108,
1337:Analytical Biochemistry
1280:Analytical Biochemistry
990:NMDA receptor activated
925:-alpha-amino acid — an
622:White, opaque crystals
3815:Amino acid derivatives
3759:Allosteric modulators:
3694:Ipenoxazone (MLV-6976)
3349:Pethidine (meperidine)
2970:Licostinel (ACEA-1021)
2892:Apimostinel (NRX-1074)
2556:Apimostinel (NRX-1074)
2524:Glycine site agonists:
2356:Licostinel (ACEA-1021)
2067:Licostinel (ACEA-1021)
1952:Mibampator (LY-451395)
1692:10.1038/sj.bjp.0706444
991:
141:N-Nitrosodimethylamine
3830:Secondary amino acids
3428:CO-101244 (PD-174494)
3144:Delucemine (NPS-1506)
3094:Alazocine (SKF-10047)
989:
973:coincidence detectors
214:Systematic IUPAC name
129:Amino acid derivative
3448:Radiprodil (RGH-896)
3423:Buphenine (nylidrin)
3000:Rapastinel (GLYX-13)
2815:Midafotel (d-CPPene)
2722:Pregnenolone sulfate
2646:Rapastinel (GLYX-13)
2437:Pregnenolone sulfate
2178:Pregnenolone sulfate
51:improve this article
18:N-methyl-D-aspartate
2679:-Hydroxycholesterol
2490:Homoquinolinic acid
2463:Main site agonists:
2221:Main site agonists:
1815:5-Fluorowillardiine
1812:Main site agonists:
1134:10.1021/jm01241a010
929:derivative with an
901:Biological function
614: g·mol
303:Beilstein Reference
160:
3027:Diethylenetriamine
2706:prasterone sulfate
2481:Homocysteic acid (
2224:5-Bromowillardiine
992:
813:Infobox references
727:Related compounds
234:-Methylaspartate;
149:
3802:
3801:
3653:
3609:Trichloroethylene
3554:Ethanol (alcohol)
2919:
2862:4-Cl-KYN (AV-101)
2630:
2622:
2589:
2581:
2573:
2530:
2515:Tetrazolylglycine
2484:
2422:Ethanol (alcohol)
2411:sodium thiopental
2229:5-Iodowillardiine
2138:Ethanol (alcohol)
2122:sodium thiopental
1680:Br. J. Pharmacol.
1515:Chin Med J (Engl)
821:Chemical compound
819:
818:
775:Dimethylacetamide
770:Related compounds
560:CN(CC(=O)O)C(=O)O
492:CompTox Dashboard
422:N-Methylaspartate
291:Interactive image
206:
127:
126:
119:
101:
16:(Redirected from
3837:
3651:
3604:Trichloroethanol
3164:Dextromethorphan
2917:
2701:
2690:
2686:
2628:
2620:
2587:
2579:
2571:
2528:
2482:
2453:
2449:
2211:
2207:
2042:Fanapanel (MPQX)
1802:
1798:
1778:
1771:
1764:
1755:
1754:
1749:
1725:(5–6): 305–316,
1712:
1703:
1664:
1663:
1619:
1613:
1612:
1580:
1574:
1573:
1537:
1531:
1530:
1510:
1504:
1503:
1483:
1477:
1476:
1466:
1456:
1432:
1426:
1425:
1392:(1–2): 109–117.
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1375:
1374:
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1371:
1332:
1331:
1318:
1312:
1311:
1277:
1276:
1264:
1258:
1257:
1223:
1222:
1211:
1205:
1204:
1160:
1154:
1153:
1128:(6): 1187–1199.
1117:
1111:
1110:
1108:
1106:
1099:PubChem Compound
1091:
1019:dextromethorphan
938:
937:
924:
923:
918:
917:
871:neurotransmitter
846:
845:
833:
832:
803:
797:
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583:
576:Chemical formula
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515:
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435:
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407:
387:
365:
345:
325:
293:
269:
244:-aspartate; NMDA
243:
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122:
115:
111:
108:
102:
100:
59:
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27:
21:
3845:
3844:
3840:
3839:
3838:
3836:
3835:
3834:
3805:
3804:
3803:
3798:
3766:
3664:Flufenamic acid
3599:Trichloroethane
3374:Rhynchophylline
3294:Methoxphenidine
3259:Levomilnacipran
3159:Dextromethadone
3084:α-Endopsychosin
2688:
2600:Dimethylglycine
2510:Quinolinic acid
2451:
2441:
2279:Quisqualic acid
2209:
2199:
1855:Quisqualic acid
1800:
1790:
1782:
1752:
1715:
1677:
1673:
1671:Further reading
1668:
1667:
1620:
1616:
1581:
1577:
1538:
1534:
1521:(10): 948–956.
1511:
1507:
1484:
1480:
1433:
1429:
1382:
1378:
1369:
1367:
1329:
1328:
1319:
1315:
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1273:
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1220:
1219:
1212:
1208:
1161:
1157:
1118:
1114:
1104:
1102:
1093:
1092:
1088:
1083:
1071:
1047:methoxphenidine
1003:
997:
943:— found across
935:
934:
921:
920:
915:
914:
903:
843:
842:
830:
829:
822:
815:
810:
809:
808: ?)
799:
795:
791:
787:
771:
764:
756:
755:
746:Dimethylglycine
734:
719:
713:
687:
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611:
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377:
368:
348:
328:
305:
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245:
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224:
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208:
159:-aspartic acid
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58:
48:
36:
23:
22:
15:
12:
11:
5:
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3827:
3822:
3820:Aspartic acids
3817:
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3799:
3797:
3796:
3789:
3782:
3771:
3768:
3767:
3765:
3764:
3752:
3751:
3741:
3736:
3731:
3726:
3721:
3716:
3711:
3706:
3701:
3696:
3691:
3686:
3681:
3676:
3671:
3666:
3661:
3656:
3648:
3643:
3638:
3633:
3621:
3616:
3611:
3606:
3601:
3596:
3591:
3586:
3581:
3576:
3574:Methoxyflurane
3571:
3566:
3561:
3556:
3551:
3546:
3541:
3536:
3531:
3526:
3521:
3509:
3504:
3492:
3487:
3482:
3470:
3465:
3460:
3455:
3450:
3445:
3440:
3435:
3430:
3425:
3420:
3415:
3406:
3401:
3396:
3391:
3386:
3381:
3376:
3371:
3366:
3361:
3356:
3351:
3346:
3341:
3336:
3331:
3326:
3321:
3319:Nitromemantine
3316:
3311:
3306:
3301:
3296:
3291:
3286:
3281:
3276:
3271:
3266:
3261:
3256:
3254:Levomethorphan
3251:
3246:
3241:
3236:
3231:
3226:
3221:
3216:
3211:
3206:
3201:
3196:
3191:
3186:
3181:
3176:
3174:Dieticyclidine
3171:
3166:
3161:
3156:
3154:Dextrallorphan
3151:
3146:
3141:
3136:
3131:
3126:
3121:
3116:
3111:
3109:Argiotoxin-636
3106:
3101:
3096:
3091:
3086:
3081:
3076:
3071:
3066:
3061:
3056:
3051:
3046:
3034:
3029:
3024:
3022:Diaminopropane
3019:
3014:
3002:
2997:
2992:
2987:
2982:
2977:
2972:
2967:
2962:
2957:
2952:
2950:Kynurenic acid
2947:
2942:
2937:
2932:
2927:
2922:
2914:
2909:
2904:
2899:
2894:
2889:
2884:
2879:
2874:
2869:
2864:
2852:
2847:
2842:
2837:
2832:
2827:
2822:
2817:
2812:
2807:
2802:
2797:
2792:
2787:
2782:
2777:
2772:
2767:
2762:
2757:
2752:
2740:
2739:
2734:
2729:
2724:
2719:
2714:
2709:
2696:
2681:
2665:
2660:
2648:
2643:
2638:
2633:
2625:
2617:
2612:
2607:
2602:
2597:
2592:
2584:
2576:
2568:
2563:
2558:
2553:
2548:
2543:
2538:
2533:
2517:
2512:
2507:
2502:
2497:
2492:
2487:
2478:
2473:
2468:
2456:
2454:
2443:
2442:
2440:
2439:
2434:
2429:
2424:
2419:
2414:
2393:
2388:
2383:
2378:
2373:
2368:
2363:
2358:
2353:
2351:Kynurenic acid
2348:
2343:
2338:
2333:
2328:
2323:
2314:
2313:
2308:
2303:
2298:
2293:
2281:
2276:
2271:
2266:
2261:
2256:
2251:
2246:
2241:
2236:
2231:
2226:
2214:
2212:
2201:
2200:
2198:
2197:
2185:
2180:
2175:
2170:
2165:
2160:
2155:
2150:
2145:
2140:
2135:
2130:
2125:
2104:
2099:
2094:
2089:
2084:
2079:
2074:
2069:
2064:
2059:
2057:Kynurenic acid
2054:
2049:
2044:
2039:
2034:
2029:
2024:
2019:
2014:
2009:
2000:
1999:
1994:
1989:
1984:
1979:
1974:
1969:
1964:
1959:
1954:
1949:
1944:
1939:
1934:
1929:
1924:
1919:
1914:
1909:
1904:
1899:
1894:
1889:
1884:
1879:
1874:
1869:
1857:
1852:
1847:
1842:
1837:
1832:
1827:
1822:
1817:
1805:
1803:
1792:
1791:
1781:
1780:
1773:
1766:
1758:
1751:
1750:
1719:J. Mol. Model.
1713:
1674:
1672:
1669:
1666:
1665:
1630:(6): 375–389.
1614:
1575:
1548:(3): 327–335.
1532:
1505:
1488:Pharmacol. Rev
1478:
1427:
1386:Brain Research
1376:
1313:
1259:
1206:
1171:(2): 117–141.
1155:
1112:
1085:
1084:
1082:
1079:
1078:
1077:
1070:
1067:
1051:kynurenic acid
999:Main article:
996:
993:
981:excitotoxicity
957:excitotoxicity
902:
899:
834:-aspartic acid
820:
817:
816:
811:
789:
788:
784:standard state
781:
778:
777:
772:
769:
766:
765:
763:
762:
748:
743:
737:
735:
732:
729:
728:
724:
723:
720:
711:
709:
706:
705:
698:
697:
693:
692:
689:
685:
675:
674:
671:
667:
657:
656:
653:
644:
643:
640:
634:
633:
630:
624:
623:
620:
616:
615:
609:
603:
602:
599:
590:
584:
579:
574:
571:
570:
566:
565:
563:
562:
559:
551:
550:
549:
546:
545:
543:
542:
538:
535:
534:
526:
525:
524:
521:
520:
518:
517:
504:
502:
490:
487:
486:
484:
483:
475:
473:
467:
466:
464:
463:
459:
457:
451:
450:
448:
447:
439:
437:
429:
426:
425:
418:
412:
411:
409:
408:
400:
398:
392:
391:
389:
388:
380:
378:
373:
370:
369:
367:
366:
358:
356:
350:
349:
347:
346:
338:
336:
330:
329:
327:
326:
318:
316:
310:
309:
306:
301:
298:
297:
295:
294:
286:
284:
277:
274:
273:
271:
270:
262:
260:
255:
252:
251:
247:
246:
230:
226:
225:
217:
216:
210:
209:
207:-aspartic acid
199:
193:
192:
188:
187:
179:
178:
170:
169:
128:
125:
124:
39:
37:
30:
9:
6:
4:
3:
2:
3842:
3831:
3828:
3826:
3823:
3821:
3818:
3816:
3813:
3812:
3810:
3795:
3794:
3790:
3788:
3787:
3783:
3781:
3780:
3777:
3773:
3772:
3769:
3763:
3760:
3757:
3754:
3753:
3749:
3745:
3744:Transcrocetin
3742:
3740:
3739:Psychotridine
3737:
3735:
3732:
3730:
3727:
3725:
3722:
3720:
3719:Niflumic acid
3717:
3715:
3712:
3710:
3707:
3705:
3702:
3700:
3697:
3695:
3692:
3690:
3687:
3685:
3682:
3680:
3677:
3675:
3672:
3670:
3667:
3665:
3662:
3660:
3657:
3655:
3649:
3647:
3644:
3642:
3639:
3637:
3634:
3632:
3629:
3625:
3622:
3620:
3617:
3615:
3612:
3610:
3607:
3605:
3602:
3600:
3597:
3595:
3592:
3590:
3587:
3585:
3582:
3580:
3579:Nitrous oxide
3577:
3575:
3572:
3570:
3567:
3565:
3562:
3560:
3557:
3555:
3552:
3550:
3547:
3545:
3544:Diethyl ether
3542:
3540:
3537:
3535:
3532:
3530:
3527:
3525:
3522:
3520:
3517:
3513:
3510:
3508:
3505:
3503:
3500:
3496:
3493:
3491:
3488:
3486:
3483:
3481:
3478:
3474:
3471:
3469:
3466:
3464:
3461:
3459:
3456:
3454:
3451:
3449:
3446:
3444:
3441:
3439:
3436:
3434:
3431:
3429:
3426:
3424:
3421:
3419:
3416:
3414:
3410:
3407:
3405:
3402:
3400:
3399:Tenocyclidine
3397:
3395:
3394:Tabernanthine
3392:
3390:
3387:
3385:
3384:Rolicyclidine
3382:
3380:
3377:
3375:
3372:
3370:
3367:
3365:
3362:
3360:
3359:Phencyclidine
3357:
3355:
3354:Phencyclamine
3352:
3350:
3347:
3345:
3342:
3340:
3337:
3335:
3332:
3330:
3327:
3325:
3322:
3320:
3317:
3315:
3312:
3310:
3307:
3305:
3302:
3300:
3297:
3295:
3292:
3290:
3289:Methoxetamine
3287:
3285:
3282:
3280:
3277:
3275:
3272:
3270:
3267:
3265:
3262:
3260:
3257:
3255:
3252:
3250:
3249:Levomethadone
3247:
3245:
3242:
3240:
3237:
3235:
3232:
3230:
3227:
3225:
3222:
3220:
3217:
3215:
3212:
3210:
3209:Fluorolintane
3207:
3205:
3202:
3200:
3197:
3195:
3192:
3190:
3187:
3185:
3182:
3180:
3177:
3175:
3172:
3170:
3167:
3165:
3162:
3160:
3157:
3155:
3152:
3150:
3147:
3145:
3142:
3140:
3137:
3135:
3132:
3130:
3127:
3125:
3122:
3120:
3117:
3115:
3112:
3110:
3107:
3105:
3102:
3100:
3097:
3095:
3092:
3090:
3087:
3085:
3082:
3080:
3077:
3075:
3072:
3070:
3067:
3065:
3062:
3060:
3057:
3055:
3052:
3050:
3047:
3045:
3042:
3038:
3035:
3033:
3030:
3028:
3025:
3023:
3020:
3018:
3015:
3013:
3010:
3006:
3003:
3001:
2998:
2996:
2993:
2991:
2988:
2986:
2983:
2981:
2978:
2976:
2973:
2971:
2968:
2966:
2963:
2961:
2958:
2956:
2953:
2951:
2948:
2946:
2943:
2941:
2938:
2936:
2933:
2931:
2928:
2926:
2923:
2921:
2915:
2913:
2910:
2908:
2905:
2903:
2900:
2898:
2895:
2893:
2890:
2888:
2885:
2883:
2880:
2878:
2875:
2873:
2870:
2868:
2865:
2863:
2860:
2856:
2853:
2851:
2848:
2846:
2843:
2841:
2838:
2836:
2833:
2831:
2828:
2826:
2823:
2821:
2818:
2816:
2813:
2811:
2808:
2806:
2803:
2801:
2798:
2796:
2793:
2791:
2790:Kaitocephalin
2788:
2786:
2783:
2781:
2778:
2776:
2773:
2771:
2768:
2766:
2763:
2761:
2758:
2756:
2753:
2751:
2748:
2745:
2742:
2741:
2738:
2735:
2733:
2730:
2728:
2725:
2723:
2720:
2718:
2715:
2713:
2710:
2707:
2703:
2697:
2694:
2687:
2682:
2680:
2678:
2673:
2669:
2666:
2664:
2661:
2659:
2656:
2652:
2649:
2647:
2644:
2642:
2639:
2637:
2634:
2632:
2626:
2624:
2618:
2616:
2613:
2611:
2608:
2606:
2603:
2601:
2598:
2596:
2593:
2591:
2585:
2583:
2577:
2575:
2569:
2567:
2564:
2562:
2559:
2557:
2554:
2552:
2549:
2547:
2544:
2542:
2539:
2537:
2534:
2532:
2525:
2521:
2518:
2516:
2513:
2511:
2508:
2506:
2503:
2501:
2498:
2496:
2495:Ibotenic acid
2493:
2491:
2488:
2486:
2479:
2477:
2474:
2472:
2469:
2467:
2464:
2461:
2458:
2457:
2455:
2450:
2444:
2438:
2435:
2433:
2430:
2428:
2425:
2423:
2420:
2418:
2415:
2412:
2408:
2407:pentobarbital
2404:
2401:
2397:
2394:
2392:
2389:
2387:
2384:
2382:
2379:
2377:
2374:
2372:
2369:
2367:
2364:
2362:
2359:
2357:
2354:
2352:
2349:
2347:
2346:Kaitocephalin
2344:
2342:
2339:
2337:
2334:
2332:
2329:
2327:
2324:
2322:
2319:
2316:
2315:
2312:
2309:
2307:
2304:
2302:
2299:
2297:
2294:
2292:
2291:Cyclothiazide
2289:
2285:
2282:
2280:
2277:
2275:
2272:
2270:
2267:
2265:
2262:
2260:
2259:Ibotenic acid
2257:
2255:
2252:
2250:
2247:
2245:
2242:
2240:
2237:
2235:
2232:
2230:
2227:
2225:
2222:
2219:
2216:
2215:
2213:
2208:
2202:
2196:
2193:
2189:
2186:
2184:
2181:
2179:
2176:
2174:
2171:
2169:
2166:
2164:
2161:
2159:
2156:
2154:
2151:
2149:
2146:
2144:
2141:
2139:
2136:
2134:
2131:
2129:
2126:
2123:
2119:
2118:pentobarbital
2115:
2112:
2108:
2105:
2103:
2100:
2098:
2095:
2093:
2090:
2088:
2085:
2083:
2080:
2078:
2075:
2073:
2070:
2068:
2065:
2063:
2060:
2058:
2055:
2053:
2052:Kaitocephalin
2050:
2048:
2045:
2043:
2040:
2038:
2035:
2033:
2030:
2028:
2025:
2023:
2020:
2018:
2015:
2013:
2010:
2008:
2005:
2002:
2001:
1998:
1995:
1993:
1990:
1988:
1985:
1983:
1980:
1978:
1975:
1973:
1970:
1968:
1965:
1963:
1960:
1958:
1955:
1953:
1950:
1948:
1945:
1943:
1940:
1938:
1935:
1933:
1930:
1928:
1925:
1923:
1920:
1918:
1915:
1913:
1910:
1908:
1905:
1903:
1900:
1898:
1895:
1893:
1890:
1888:
1885:
1883:
1880:
1878:
1875:
1873:
1872:Cyclothiazide
1870:
1868:
1865:
1861:
1858:
1856:
1853:
1851:
1848:
1846:
1845:Ibotenic acid
1843:
1841:
1838:
1836:
1833:
1831:
1828:
1826:
1823:
1821:
1818:
1816:
1813:
1810:
1807:
1806:
1804:
1799:
1793:
1789:
1786:
1779:
1774:
1772:
1767:
1765:
1760:
1759:
1756:
1748:
1744:
1740:
1736:
1732:
1728:
1724:
1720:
1714:
1711:
1707:
1702:
1697:
1693:
1689:
1685:
1681:
1676:
1675:
1661:
1657:
1653:
1649:
1645:
1641:
1637:
1633:
1629:
1625:
1618:
1610:
1606:
1602:
1598:
1594:
1590:
1586:
1579:
1571:
1567:
1563:
1559:
1555:
1551:
1547:
1543:
1536:
1528:
1524:
1520:
1516:
1509:
1501:
1497:
1493:
1489:
1482:
1474:
1470:
1465:
1460:
1455:
1450:
1446:
1442:
1438:
1431:
1423:
1419:
1415:
1411:
1407:
1403:
1399:
1395:
1391:
1387:
1380:
1366:
1362:
1358:
1354:
1350:
1346:
1342:
1338:
1334:
1326:
1317:
1309:
1305:
1301:
1297:
1293:
1289:
1285:
1281:
1271:
1263:
1255:
1251:
1247:
1243:
1239:
1235:
1231:
1227:
1217:
1210:
1202:
1198:
1194:
1190:
1186:
1182:
1178:
1174:
1170:
1166:
1159:
1151:
1147:
1143:
1139:
1135:
1131:
1127:
1123:
1116:
1100:
1096:
1090:
1086:
1076:
1073:
1072:
1066:
1064:
1060:
1059:neurotoxicity
1056:
1052:
1048:
1044:
1043:methoxetamine
1040:
1036:
1032:
1031:phencyclidine
1028:
1025:, magnesium,
1024:
1020:
1016:
1012:
1008:
1002:
988:
984:
982:
978:
974:
969:
968:NMDA receptor
964:
962:
958:
954:
950:
946:
942:
941:configuration
932:
928:
927:aspartic acid
912:
908:
898:
896:
892:
888:
884:
880:
876:
872:
868:
864:
863:NMDA receptor
860:
856:
852:
848:
840:
835:
827:
814:
807:
802:
785:
779:
776:
773:
768:
767:
761:
754:-Methylamine-
753:
749:
747:
744:
742:
739:
738:
736:
731:
730:
725:
721:
717:
708:
707:
703:
699:
694:
690:
684:
680:
677:
676:
672:
666:
662:
659:
658:
654:
652:
651:
646:
645:
641:
639:
638:Melting point
636:
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68: –
67:
63:
62:Find sources:
56:
52:
46:
45:
40:This article
38:
34:
29:
28:
19:
3791:
3784:
3775:
3774:
3758:
3755:
3627:
3534:Cyclopropane
3515:
3498:
3476:
3412:
3364:Propoxyphene
3334:Orphenadrine
3239:Ketobemidone
3204:Eticyclidine
3139:Coronaridine
3124:ARL-15896-AR
3040:
3008:
2920:-Cycloserine
2902:Carisoprodol
2858:
2746:
2744:Antagonists:
2743:
2676:
2671:
2654:
2582:-Cycloserine
2523:
2499:
2462:
2459:
2403:Barbiturates
2399:
2376:Selurampanel
2331:Dasolampanel
2318:Antagonists:
2317:
2287:
2220:
2217:
2191:
2128:Cyclopropane
2114:Barbiturates
2110:
2082:Selurampanel
2032:Dasolampanel
2004:Antagonists:
2003:
1987:Pramiracetam
1863:
1811:
1808:
1722:
1718:
1683:
1679:
1627:
1623:
1617:
1595:(1): 39–47.
1592:
1588:
1578:
1545:
1541:
1535:
1518:
1514:
1508:
1491:
1487:
1481:
1444:
1440:
1430:
1389:
1385:
1379:
1368:. Retrieved
1343:(1): 42–51.
1340:
1336:
1324:
1316:
1286:(1): 42–51.
1283:
1279:
1269:
1262:
1232:(1): 41–47.
1229:
1225:
1215:
1209:
1168:
1164:
1158:
1125:
1121:
1115:
1103:. Retrieved
1098:
1089:
1005:Examples of
1004:
965:
930:
910:
904:
850:
838:
837:
825:
824:
823:
751:
701:
682:
664:
649:
455:RTECS number
343:ChEMBL291278
250:Identifiers
235:
231:
229:Other names
219:
200:
150:
145:
113:
104:
94:
87:
80:
73:
61:
49:Please help
44:verification
41:
3724:Pentamidine
3709:Minocycline
3689:Hodgkinsine
3659:Dexanabinol
3589:Sevoflurane
3443:Isoxsuprine
3438:Haloperidol
3418:Besonprodil
3379:Rimantadine
3329:Norketamine
3324:Noribogaine
3299:Milnacipran
3264:Levorphanol
3214:Gacyclidine
3184:Dizocilpine
3179:Diphenidine
3169:Dextrorphan
3089:Alaproclate
3032:Huperzine A
2985:Meprobamate
2945:Harkoseride
2840:Perzinfotel
2717:Plazinemdor
2264:Kainic acid
2249:Domoic acid
2195:Minocycline
2183:Sevoflurane
1860:Willardiine
1835:Domoic acid
1494:(1): 7–61.
1447:: 207–213.
1055:dizocilpine
1007:antagonists
995:Antagonists
716:median dose
702:Lethal dose
619:Appearance
569:Properties
323:CHEBI:31882
3809:Categories
3762:AGN-241751
3734:Piretanide
3684:Furosemide
3669:Flupirtine
3646:Conantokin
3641:Caroverine
3636:Bumetanide
3569:Isoflurane
3539:Desflurane
3529:Chloroform
3468:Safaprodil
3463:Ro 25-6981
3404:Tiletamine
3389:Sabeluzole
3369:Remacemide
3314:Neramexane
3284:Methorphan
3269:Loperamide
3244:Lanicemine
3229:Indantadol
3194:Esketamine
3189:Ephenidine
3149:Dexoxadrol
3114:Arketamine
3099:Amantadine
3059:3-MeO-PCMo
3037:Putrescine
2980:MDL-105519
2955:Kynurenine
2935:Gavestinel
2850:SDZ-220581
2810:MDL-100453
2693:prasterone
2663:Spermidine
2636:Milacemide
2541:ACC (ACPC)
2427:Evans blue
2391:Topiramate
2381:Tezampanel
2311:Isoflurane
2188:Talampanel
2173:Perampanel
2168:Isoflurane
2153:GYKI-53655
2148:GYKI-52466
2143:Evans blue
2107:Zonampanel
2097:Topiramate
2087:Tezampanel
2062:Kynurenine
2022:Caroverine
2017:Becampanel
1967:Oxiracetam
1867:Aniracetam
1788:modulators
1370:2020-05-02
1081:References
1049:(MXP) and
1027:tiletamine
1015:amantadine
883:withdrawal
855:amino acid
847:-aspartate
607:Molar mass
480:1903B9Q6PI
375:IUPHAR/BPS
354:ChemSpider
278:3D model (
257:CAS Number
197:IUPAC name
107:March 2021
77:newspapers
3776:See also:
3756:Unsorted:
3699:MDL-27266
3679:FR-115427
3674:FPL-12495
3631:ARR-15896
3559:Halothane
3549:Enflurane
3507:Magnesium
3458:Ro 8-4304
3433:Eliprodil
3344:PD-137889
3304:Morphanol
3279:Methadone
3274:Memantine
3224:Ibogamine
3199:Etoxadrol
3129:ARL-16247
3119:ARL-12495
3104:Aptiganel
3069:4-MeO-PCP
3064:3-MeO-PCP
3054:3-MeO-PCE
3017:Co 101676
2990:MRZ 2/576
2940:GV-196771
2930:Felbamate
2907:CGP-39653
2887:ACEA-1328
2882:ACEA-1011
2825:NPC-17742
2820:NPC-12626
2805:LY-274614
2800:LY-235959
2795:LY-233053
2780:CGS-19755
2775:CGP-40116
2770:CGP-39653
2765:CGP-39551
2760:CGP-37849
2750:AP5 (APV)
2651:Sarcosine
2527:β-Fluoro-
2476:Glutamate
2471:Aspartate
2460:Agonists:
2417:Enflurane
2361:LY-382884
2321:ACEA-1011
2306:Halothane
2301:Enflurane
2296:Diazoxide
2269:LY-339434
2254:Glutamate
2218:Agonists:
2163:Irampanel
2158:Halothane
2133:Enflurane
2007:ACEA-1011
1982:Piracetam
1962:ORG-26576
1957:Nooglutyl
1947:LY-503430
1942:LY-451646
1937:LY-404187
1932:LY-395153
1927:LY-392098
1912:Diazoxide
1840:Glutamate
1809:Agonists:
1644:1028-415X
1406:0006-8993
1357:0003-2697
1300:0003-2697
1246:0378-4347
1185:1471-4159
1142:1520-4804
1105:9 January
1039:memantine
949:lancelets
945:Chordates
891:agitation
867:glutamate
741:Sarcosine
632:Odorless
462:CI9457000
267:6384-92-5
3704:Metaphit
3614:Urethane
3502:Hydrogen
3499:Cations:
3409:Tramadol
3234:Ketamine
3219:Ibogaine
3134:Budipine
3049:3-HO-PCP
2975:LU-73068
2965:L-701324
2960:L-689560
2867:5,7-DCKA
2855:Selfotel
2737:SAGE-718
2732:SAGE-301
2727:SAGE-201
2668:Spermine
2658:Neomycin
2623:-Alanine
2615:L-687414
2574:-Alanine
2531:-alanine
2520:Theanine
2386:Theanine
2284:SYM-2081
2092:Theanine
1747:19993673
1739:15597199
1710:16402093
1660:28550919
1652:12509067
1609:17088105
1570:11929361
1562:11399431
1527:11775847
1500:10049997
1473:27004236
1422:23002111
1365:12234462
1327:-methyl-
1308:12234462
1272:-methyl-
1254:10379655
1218:-methyl-
1201:37212083
1193:13718948
1150:14056452
1069:See also
1053:. While
1035:riluzole
1023:ketamine
913:-Methyl-
895:seizures
853:) is an
841:-methyl-
828:-methyl-
760:-alanine
696:Hazards
679:Basicity
308:1724431
238:-Methyl-
203:-Methyl-
153:-Methyl-
3748:saffron
3594:Toluene
3584:Octanol
3564:Hexanol
3519:Benzene
3495:TCN-213
3490:TCN-201
3485:MPX-007
3480:MPX-004
3074:8A-PDHQ
3012:Arcaine
3005:ZD-9379
2702:sulfate
2631:-Serine
2605:Glycine
2590:-Serine
2505:Proline
2432:NS-3763
2405:(e.g.,
2396:UBP-302
2274:Proline
2116:(e.g.,
1992:S-18986
1922:IDRA-21
1907:CX-1942
1902:CX-1739
1850:Proline
1701:1760733
1464:4797640
1414:8813355
1045:(MXE),
1033:(PCP),
1021:(DXM),
953:mammals
887:alcohol
879:kainate
861:at the
859:agonist
806:what is
804: (
691:11.791
661:Acidity
612:147.130
431:PubChem
91:scholar
3624:Xylene
3524:Butane
2897:AV-101
2610:HA-966
1897:CX-717
1887:CX-614
1882:CX-546
1877:CX-516
1745:
1737:
1708:
1698:
1658:
1650:
1642:
1607:
1568:
1560:
1525:
1498:
1471:
1461:
1420:
1412:
1404:
1363:
1355:
1306:
1298:
1252:
1244:
1199:
1191:
1183:
1148:
1140:
961:animal
907:isomer
869:, the
801:verify
798:
673:2.206
553:SMILES
405:C12269
334:ChEMBL
191:Names
93:
86:
79:
72:
64:
3619:Xenon
3079:18-MC
3044:2-MDP
2872:7-CKA
2835:PEAQX
2561:B6B21
2551:AK-51
2485:-HCA)
2448:NMDAR
2371:NS102
2102:YM90K
1797:AMPAR
1743:S2CID
1656:S2CID
1566:S2CID
1418:S2CID
1197:S2CID
947:from
885:from
655:1.39
528:InChI
444:22880
363:21436
314:ChEBI
280:JSmol
98:JSTOR
84:books
3714:MPEP
3654:-αAA
3512:Zinc
3339:PCPr
3309:NEFA
2995:PNQX
2925:DNQX
2912:CNQX
2845:PPDA
2830:PBPD
2700:DHEA
2685:DHEA
2595:DHPG
2546:ACPD
2536:ACBD
2500:NMDA
2466:AMAA
2366:NBQX
2341:GAMS
2336:DNQX
2326:CNQX
2244:ATPA
2239:AMPA
2077:PNQX
2072:NBQX
2047:GAMS
2037:DNQX
2027:CNQX
2012:ATPO
1972:PEPA
1830:BOAA
1825:AMPA
1735:PMID
1706:PMID
1648:PMID
1640:ISSN
1605:PMID
1558:PMID
1523:PMID
1496:PMID
1469:PMID
1410:PMID
1402:ISSN
1361:PMID
1353:ISSN
1304:PMID
1296:ISSN
1250:PMID
1242:ISSN
1189:PMID
1181:ISSN
1146:PMID
1138:ISSN
1107:2012
877:and
875:AMPA
851:NMDA
752:beta
648:log
628:Odor
471:UNII
416:MeSH
396:KEGG
385:4268
70:news
2877:ACC
2785:CPP
2755:AP7
2566:CCG
2206:KAR
1727:doi
1696:PMC
1688:doi
1684:147
1632:doi
1597:doi
1550:doi
1519:113
1459:PMC
1449:doi
1394:doi
1390:722
1345:doi
1341:308
1288:doi
1284:308
1234:doi
1230:728
1173:doi
1130:doi
1011:APV
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951:to
836:or
497:EPA
434:CID
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3514:;
3497:;
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