194:
398:
571:(BDNF). Due to the relationship between the presence of BDNF and ciliary neurotrophic factor and the preservation of auditory nerves, it is thought that cutamesine may have a positive effect on the health of the cochlea. Despite the apparent auditory benefits of cutamesine treatment, it does not prevent hearing loss that is a result of aging.
289:
35:
522:
1 receptor agonists such as SA 4503 have displayed activity similar to that of ADs in non-human trials. The function of dopaminergic systems has been linked to the effectiveness of ADs, and many experiments involving cutamesine have revolved around dopamine. The presence of SA 4503 has been linked to
436:
1. N(b) - the nitrogen in the piperazine attached to the longest substituent - plays a much greater role in binding affinity than N(a). Sigma receptors are defined by the presence of one amine binding site and three hydrophobic binding sites nearby in the ligand-binding region. Thus, the N(b) atom in
490:
has been shown to be mitigated by the introduction of SA 4503. The activation of the MAPK/ERK (mitogen-activated protein kinase/extracellular signal-regulated kinase) pathway in neurons is repressed by SA 4503, which in turn leads to reduced stress-related cell death. The presence of SA 4503 has a
807:
Tuerxun, Tuerhong; Numakawa, Tadahiro; Adachi, Naoki; Kumamaru, Emi; Kitazawa, Hiromi; Kudo, Motoshige; Kunugi, Hiroshi (January 2010). "SA4503, a sigma-1 receptor agonist, prevents cultured cortical neurons from oxidative stress-induced cell death via suppression of MAPK pathway activation and
1071:
Ramakrishnan, Nisha K.; Schepers, Marianne; Luurtsema, Gert; Nyakas, Csaba J.; Elsinga, Philip H.; Ishiwata, Kiichi; Dierckx, Rudi A. J. O.; van Waarde, Aren (June 2015). "Cutamesine
Overcomes REM Sleep Deprivation-Induced Memory Loss: Relationship to Sigma-1 Receptor Occupancy".
503:
401:
Cutamesine (yellow) exhibits preferential binding to the sigma-1 receptor (blue). The piperazine ring interacts with the amine binding site (green), and the phenalkyl groups interact with two of the three hydrophobic pockets
981:
Horan, Bryan; Gifford, Andrew N.; Matsuno, Kiyoshi; Mita, Shiro; Ashby, Charles R. (October 2002). "Effect of SA4503 on the electrically evoked release of3H-acetylcholine from striatal and hippocampal rat brain slices".
390:, meaning that its core functional group is a six-membered heterocycle with two oppositely-placed nitrogen atoms. Two phenalkyl groups act as substituents for the two nitrogen atoms. The phenethyl group has
1123:
Matsuno, Kiyoshi; Senda, Toshihiko; Kobayashi, Tetsuya; Okamoto, Kazuyoshi; Nakata, Katsuhiko; Mita, Shiro (February 1997). "SA4503, a novel cognitive enhancer, with σ1 receptor agonistic properties".
1166:
Rogóż, Zofia; Skuza, Grażyna; Maj, Jerzy; Danysz, Wojciech (June 2002). "Synergistic effect of uncompetitive NMDA receptor antagonists and antidepressant drugs in the forced swimming test in rats".
856:"Ether modifications to 1-[2-(3,4-dimethoxyphenyl)ethyl]-4-(3-phenylpropyl)piperazine (SA4503): Effects on binding affinity and selectivity for sigma receptors and monoamine transporters"
1036:
Toyohara, Jun; Sakata, Muneyuki; Ishiwata, Kiichi (October 2012). "Re-evaluation of in vivo selectivity of SA4503 to σ1 receptors in the brain: Contributions of emopamil binding protein".
523:
increases in the concentration of dopamine and dihydroxyphenylacetic acid (a metabolite of dopamine) in the frontal cortex. Cutamesine may assist with the release of dopamine from
302:
461:) facilitation. Cutamesine likely does not interact directly with cholinergic receptors, as its binding affinity for them is nearly non-existent. It can also bind to vertebral
946:
Matsuno, Kiyoshi; Nakazawa, Minako; Okamoto, Kazuyoshi; Kawashima, Yoichi; Mita, Shiro (June 1996). "Binding properties of SA4503, a novel and selective σ1 receptor agonist".
1349:
362:
1 receptor is tied to a variety of physiological phenomena in the CNS, including activation of dopamine-releasing neurons and repression of the MAPK/ERK pathway.
1268:"Neuroprotective effects of cutamesine, a ligand of the sigma-1 receptor chaperone, against noise-induced hearing loss: Cutamesine Protects Against Hearing Loss"
437:
the central piperazine ring serves to interact with the amine binding site and the two phenethyl groups serve to fill two out of the three hydrophobic pockets.
518:
1 receptors are of interest to scientists studying the neurology of depression, as certain antidepressants (ADs) exhibit high affinity for these receptors and
208:
906:
Ablordeppey, Seth Y; Fischer, James B; Glennon, Richard A (August 2000). "Is a
Nitrogen Atom an Important Pharmacophoric Element in Sigma Ligand Binding?".
432:
1 receptor. The nitrogen atoms in the molecule play a central role in its affinity, as removal of these nitrogen atoms results in a lack of affinity to
107:
1266:
Yamashita, Daisuke; Sun, Guang-wei; Cui, Yong; Mita, Shiro; Otsuki, Naoki; Kanzaki, Sho; Nibu, Ken-ichi; Ogawa, Kaoru; Matsunaga, Tatsuo (May 2015).
1342:
1335:
1438:
1478:
482:
It has been shown that cutamesine has anti-amnesic properties and could be used to reduce the effects of amnesia caused by
854:
Xu, Rong; Lord, Sarah A.; Peterson, Ryan M.; Fergason-Cantrell, Emily A.; Lever, John R.; Lever, Susan Z. (January 2015).
715:
Weissman, A. D.; Su, T. P.; Hedreen, J. C.; London, E. D. (October 1988). "Sigma receptors in post-mortem human brains".
527:
in the frontal cortex. For rodents, there was a negative correlation between SA 4503 levels and immobility time during a
309:
2572:
143:
394:
on the 3 and 4 locations of the aromatic ring, while the phenpropyl group has no additional functional groups attached.
2263:
172:
2208:
1916:
2607:
2602:
1321:
528:
492:
483:
2178:
1838:
2597:
2417:
2218:
1926:
1468:
665:"Sigma-1 Receptor Chaperones at the ER- Mitochondrion Interface Regulate Ca2+ Signaling and Cell Survival"
548:
358:
1 receptors play a key role in the modulation of Ca release and apoptosis. Cutamesine's activation of the
351:
1823:
347:
2592:
1646:
568:
47:
189:
552:
420:
receptor binding affinity, with alterations made to these groups leading to changes in affinity to
343:
65:
2437:
1991:
1946:
1558:
1508:
1482:
1361:
1297:
1191:
1148:
1105:
1015:
833:
786:
694:
2542:
2481:
2457:
1883:
2547:
2472:
2422:
2093:
1828:
1806:
1781:
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1616:
2168:
2118:
2060:
2055:
1289:
1243:
1235:
1183:
1140:
1097:
1089:
1053:
1007:
999:
963:
923:
885:
825:
778:
770:
732:
724:
686:
613:
605:
555:, and introduction of SA 4503 returns both ATP production and mitochondrial size to baseline.
2382:
2377:
2372:
2367:
2148:
1961:
1731:
2397:
2392:
2387:
2278:
2273:
2153:
2050:
2016:
1858:
1756:
1751:
1736:
1671:
1666:
1513:
1493:
1413:
1369:
1279:
1225:
1175:
1132:
1081:
1045:
991:
955:
915:
875:
867:
817:
762:
676:
634:
524:
336:
231:
82:
75:
2362:
1853:
159:
152:
2347:
2342:
2307:
2088:
1996:
1596:
1586:
193:
2447:
2442:
1888:
1656:
1606:
1488:
1358:
880:
855:
506:
Rodents that were administered cutamesine had a lower immobility time than the control.
425:
329:
280:
1179:
1136:
919:
596:
Skuza, Grazyna (November 2003). "Potential antidepressant activity of sigma ligands".
2586:
2332:
2108:
1878:
1631:
1591:
1301:
959:
458:
391:
1195:
1152:
1049:
1019:
837:
790:
698:
502:
132:
2522:
2507:
2487:
2462:
1898:
1791:
1641:
1533:
1528:
1448:
1423:
1317:
539:
The administration of cutamesine has been shown to mitigate the effects of cardiac
496:
1109:
821:
2557:
2537:
2527:
2492:
2452:
2352:
2283:
2248:
2243:
2233:
2065:
2001:
1956:
1951:
1786:
1746:
1661:
1651:
1626:
1543:
1498:
1463:
753:
Skuza, G.; Wedzony, K. (November 2004). "Behavioral
Pharmacology of σ-Ligands".
564:
544:
540:
486:
deprivation. Decreases in the memory function of rats caused by the presence of
465:
binding protein (EBP). Although EBP exists at a lower density in the brain than
454:
416:
The 3,4-methoxy groups located on the phenethyl group play an important role in
1230:
1213:
681:
664:
2552:
2497:
2432:
2427:
2327:
2258:
2238:
2203:
2198:
2193:
2163:
2113:
2070:
2035:
1986:
1981:
1941:
1908:
1903:
1893:
1873:
1868:
1801:
1776:
1601:
1548:
1538:
1503:
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1428:
1408:
1403:
1085:
871:
387:
265:
1239:
1093:
1003:
774:
728:
609:
2532:
2517:
2502:
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2407:
2322:
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2253:
2188:
2183:
2098:
1966:
1863:
1843:
1816:
1796:
1721:
1621:
1611:
1581:
1523:
1518:
1398:
1393:
1327:
397:
1293:
1247:
1214:"Cardioprotective Effect of the Selective Sigma-1 Receptor Agonist, SA4503"
1187:
1101:
1057:
1011:
927:
889:
829:
782:
690:
617:
1144:
967:
766:
736:
2512:
2467:
2357:
2317:
2312:
2228:
2075:
1936:
1568:
1563:
1553:
563:
The presence of cutamesine is positively correlated with the presence of
487:
462:
2158:
2138:
2133:
2040:
1976:
1741:
1716:
1711:
1706:
1701:
1696:
1691:
1636:
1453:
1418:
332:
119:
17:
1284:
1267:
995:
2143:
2128:
2045:
2006:
1971:
1848:
1766:
1761:
1726:
1686:
1388:
453:
2 receptor. It acts as a competitive inhibitor for (+)-pentazocine.
279:
Except where otherwise noted, data are given for materials in their
34:
2103:
2030:
1681:
1383:
396:
106:
96:
469:
1 receptors, cutamesine exhibits higher affinity for the former.
2080:
1573:
1331:
177:
1212:
Hirano, Kohga; Tagashira, Hideaki; Fukunaga, Kohji (2014).
717:
The
Journal of Pharmacology and Experimental Therapeutics
1439:
297:
457:
and NE-100 antagonize cutamesine-induced cholinergic (
2081:
1574:
2292:
2264:
2015:
1368:
449:1 receptor, with greatly reduced affinity for the
445:Cutamesine exhibits high binding affinity for the
2209:
1917:
424:1. Replacement side groups that possess the most
663:Hayashi, Teruo; Su, Tsung-Ping (November 2007).
131:
81:
74:
2219:
1927:
499:, which is linked to improved memory function.
1343:
551:production and smaller mitochondrial size in
216:COC1=C(OC)C=C(CCN2CCN(CCCC3=CC=CC=C3)CC2)C=C1
8:
1350:
1336:
1328:
192:
26:
1320:at the U.S. National Library of Medicine
1283:
1229:
879:
680:
428:have the lowest binding affinity for the
370:The molecular formula for cutamesine is C
158:
151:
501:
491:positive impact on the number of active
1479:Dehydroepiandrosterone sulfate (DHEA-S)
1444:Tooltip Calcitonin gene-related peptide
579:
213:
188:
1261:
1259:
1257:
1207:
1205:
635:"cutamesine | C23H32N2O2 | ChemSpider"
547:-induced hypertrophy results in lower
1031:
1029:
7:
941:
939:
937:
908:Bioorganic & Medicinal Chemistry
901:
899:
860:Bioorganic & Medicinal Chemistry
849:
847:
802:
800:
748:
746:
710:
708:
658:
656:
654:
629:
627:
591:
589:
587:
585:
583:
2269:Tooltip 3,4,5-Trimethoxyamphetamine
122:
25:
2443:Chlorphenamine (chlorpheniramine)
2214:Tooltip N,N-Diisopropyltryptamine
1922:Tooltip N,N-Diisopropyltryptamine
1272:Journal of Neuroscience Research
948:European Journal of Pharmacology
808:glutamate receptor expression".
287:
249:
243:
33:
1050:10.1016/j.nucmedbio.2012.03.002
386:. This particular agonist is a
283:(at 25 °C , 100 kPa).
52:1--4-(3-phenylpropyl)piperazine
2224:Tooltip N,N-Dipropyltryptamine
1932:Tooltip N,N-Dipropyltryptamine
1632:Pentoxyverine (carbetapentane)
598:Polish Journal of Pharmacology
255:
237:
1:
2573:Receptor/signaling modulators
1469:Dehydroepiandrosterone (DHEA)
1180:10.1016/S0028-3908(02)00055-2
1137:10.1016/S0166-4328(97)86074-3
1074:Molecular Imaging and Biology
920:10.1016/S0968-0896(00)00148-6
1038:Nuclear Medicine and Biology
960:10.1016/0014-2999(96)00201-4
822:10.1016/j.neulet.2009.12.013
1657:Racemethorphan (methorphan)
335:which is selective for the
2624:
1231:10.1248/yakushi.13-00255-3
1125:Behavioural Brain Research
682:10.1016/j.cell.2007.08.036
2566:
1086:10.1007/s11307-014-0808-2
872:10.1016/j.bmc.2014.11.007
277:
224:
204:
58:
46:
41:
32:
1534:Fabomotizole (afobazole)
1509:Dimethyltryptamine (DMT)
1322:Medical Subject Headings
2498:Mepyramine (pyrilamine)
2179:3-Methoxydextrallorphan
1839:3-Methoxydextrallorphan
1662:Racemorphan (morphanol)
163: (dihydrochloride)
86: (dihydrochloride)
2553:Tiospirone (BMY-13859)
2493:Gevotroline (WY-47384)
2418:18-Methoxycoronaridine
2405:Allosteric modulators:
2164:Panamesine (EMD-57455)
2114:Siramesine (Lu 28-179)
2051:Ditolylguanidine (DTG)
1814:Allosteric modulators:
1777:Panamesine (EMD-57455)
1722:BMY-14802 (BMS-181100)
1514:Ditolylguanidine (DTG)
1494:Dextromethorphan (DXM)
507:
403:
352:central nervous system
1824:Methylphenylpiracetam
1399:Alazocine (SKF-10047)
767:10.1055/s-2004-832676
505:
473:Physiological Effects
400:
348:endoplasmic reticulum
1647:Pregnenolone sulfate
1459:Cutamesine (SA-4503)
810:Neuroscience Letters
529:forced swimming test
493:dopaminergic neurons
346:mainly found in the
48:Preferred IUPAC name
1797:Rimcazole (BW-234U)
569:neurotrophic factor
525:presynaptic neurons
273: g·mol
29:
1554:Igmesine (JO-1784)
1483:prasterone sulfate
755:Pharmacopsychiatry
639:www.chemspider.com
508:
478:Memory and Amnesia
412:Causes of Affinity
404:
310:Infobox references
27:
2580:
2579:
2415:Unknown/unsorted:
2176:Unknown/unsorted:
1911:
1836:Unknown/unsorted:
1499:Dextrorphan (DXO)
1285:10.1002/jnr.23543
1168:Neuropharmacology
996:10.1002/syn.10107
344:chaperone protein
328:) is a synthetic
318:Chemical compound
316:
315:
173:CompTox Dashboard
108:Interactive image
16:(Redirected from
2615:
2270:
2266:
2225:
2221:
2215:
2211:
2084:(midomafetamine)
2083:
1933:
1929:
1923:
1919:
1909:
1577:(midomafetamine)
1576:
1445:
1441:
1352:
1345:
1338:
1329:
1306:
1305:
1287:
1263:
1252:
1251:
1233:
1209:
1200:
1199:
1174:(8): 1024–1030.
1163:
1157:
1156:
1131:(1–2): 221–224.
1120:
1114:
1113:
1068:
1062:
1061:
1044:(7): 1049–1052.
1033:
1024:
1023:
978:
972:
971:
954:(1–3): 271–279.
943:
932:
931:
914:(8): 2105–2111.
903:
894:
893:
883:
851:
842:
841:
804:
795:
794:
761:(S 3): 183–188.
750:
741:
740:
712:
703:
702:
684:
660:
649:
648:
646:
645:
631:
622:
621:
593:
350:of cells in the
300:
294:
291:
290:
272:
257:
251:
245:
239:
232:Chemical formula
197:
196:
181:
179:
162:
155:
135:
124:
110:
85:
78:
37:
30:
21:
2623:
2622:
2618:
2617:
2616:
2614:
2613:
2612:
2608:Phenethylamines
2603:Catechol ethers
2583:
2582:
2581:
2576:
2562:
2482:St. John's wort
2308:Ethylketazocine
2288:
2268:
2223:
2213:
2089:Methamphetamine
2020:
2011:
1997:Trifluoperazine
1931:
1921:
1597:Methylphenidate
1587:Methamphetamine
1443:
1373:
1364:
1356:
1314:
1309:
1265:
1264:
1255:
1218:Yakugaku Zasshi
1211:
1210:
1203:
1165:
1164:
1160:
1122:
1121:
1117:
1070:
1069:
1065:
1035:
1034:
1027:
980:
979:
975:
945:
944:
935:
905:
904:
897:
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852:
845:
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751:
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706:
662:
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480:
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443:
414:
409:
385:
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368:
319:
312:
307:
306:
305: ?)
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284:
270:
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234:
220:
217:
212:
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200:
182:
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166:
138:
125:
113:
100:
89:
68:
54:
53:
23:
22:
15:
12:
11:
5:
2621:
2619:
2611:
2610:
2605:
2600:
2598:Sigma agonists
2595:
2585:
2584:
2578:
2577:
2567:
2564:
2563:
2561:
2560:
2555:
2550:
2545:
2540:
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2525:
2520:
2515:
2510:
2505:
2500:
2495:
2490:
2485:
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2470:
2465:
2460:
2455:
2450:
2448:Chlorpromazine
2445:
2440:
2435:
2430:
2425:
2420:
2411:
2410:
2401:
2400:
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2390:
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2315:
2310:
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2296:
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2281:
2276:
2271:
2261:
2256:
2251:
2246:
2241:
2236:
2231:
2226:
2216:
2206:
2201:
2196:
2191:
2186:
2181:
2172:
2171:
2166:
2161:
2156:
2151:
2146:
2141:
2136:
2131:
2122:
2121:
2116:
2111:
2106:
2101:
2096:
2091:
2086:
2078:
2073:
2068:
2063:
2058:
2053:
2048:
2043:
2038:
2033:
2024:
2022:
2018:
2013:
2012:
2010:
2009:
2004:
1999:
1994:
1989:
1984:
1979:
1974:
1969:
1964:
1959:
1954:
1949:
1944:
1939:
1934:
1924:
1914:
1906:
1901:
1896:
1891:
1889:Chlorpromazine
1886:
1881:
1876:
1871:
1866:
1861:
1856:
1851:
1846:
1841:
1832:
1831:
1826:
1810:
1809:
1804:
1799:
1794:
1789:
1784:
1779:
1774:
1769:
1764:
1759:
1754:
1749:
1744:
1742:E-52862 (S1RA)
1739:
1734:
1729:
1724:
1719:
1714:
1709:
1704:
1699:
1694:
1689:
1684:
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1659:
1654:
1649:
1644:
1639:
1634:
1629:
1624:
1619:
1614:
1609:
1607:Neuropeptide Y
1604:
1599:
1594:
1589:
1584:
1579:
1571:
1566:
1561:
1556:
1551:
1546:
1541:
1536:
1531:
1526:
1521:
1516:
1511:
1506:
1501:
1496:
1491:
1489:Dextrallorphan
1486:
1476:
1466:
1461:
1456:
1451:
1446:
1436:
1431:
1426:
1421:
1416:
1411:
1406:
1401:
1396:
1391:
1386:
1377:
1375:
1371:
1366:
1365:
1359:Sigma receptor
1357:
1355:
1354:
1347:
1340:
1332:
1326:
1325:
1313:
1312:External links
1310:
1308:
1307:
1278:(5): 788–795.
1253:
1224:(6): 707–713.
1201:
1158:
1115:
1080:(3): 364–372.
1063:
1025:
973:
933:
895:
866:(1): 222–230.
843:
816:(3): 303–308.
796:
742:
704:
675:(3): 596–610.
650:
623:
604:(6): 923–934.
578:
576:
573:
567:brain‐derived
560:
557:
553:cardiomyocytes
545:Angiotensin II
536:
533:
512:
509:
497:frontal cortex
479:
476:
474:
471:
442:
441:Binding Trends
439:
413:
410:
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392:methoxy groups
383:
379:
375:
371:
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330:sigma receptor
317:
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2107:
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1592:Methoxetamine
1590:
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460:
459:acetylcholine
456:
452:
448:
440:
438:
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389:
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214:
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203:
195:
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174:
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109:
105:
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102:
98:
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84:
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72:
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67:
63:
62:
57:
49:
45:
40:
36:
31:
19:
2569:
2568:
2523:Promethazine
2508:Perphenazine
2488:Fluphenazine
2463:Clocapramine
2438:Carvotroline
2414:
2404:
2340:Antagonists:
2339:
2299:
2175:
2126:Antagonists:
2125:
2027:
1899:Clomipramine
1835:
1820:
1813:
1792:Progesterone
1679:Antagonists:
1678:
1642:Pregnenolone
1529:Escitalopram
1458:
1449:Cloperastine
1424:Blarcamesine
1380:
1275:
1271:
1221:
1217:
1171:
1167:
1161:
1128:
1124:
1118:
1077:
1073:
1066:
1041:
1037:
987:
983:
976:
951:
947:
911:
907:
863:
859:
813:
809:
758:
754:
723:(1): 29–33.
720:
716:
672:
668:
642:. Retrieved
638:
601:
597:
562:
538:
519:
515:
514:
481:
466:
450:
446:
444:
433:
429:
421:
417:
415:
369:
359:
355:
337:
325:
321:
320:
59:Identifiers
2593:Piperazines
2558:Venlafaxine
2538:Remoxipride
2528:Propranolol
2453:Cinnarizine
2353:Lamotrigine
2249:Pentazocine
2244:Noribogaine
2234:Nemonapride
2066:Haloperidol
1992:Spipethiane
1957:Noribogaine
1952:Nemonapride
1947:KCR-12-83.1
1787:Pentazocine
1747:Haloperidol
1652:Pridopidine
1627:Pentazocine
1544:Fluvoxamine
1464:Cyclazocine
565:hippocampal
541:hypertrophy
488:scopolamine
455:Haloperidol
426:steric bulk
225:Properties
83:165377-44-6
76:165377-43-5
28:Cutamesine
2587:Categories
2543:SL 82.0715
2458:Cinuperone
2433:Caramiphen
2428:Butaclamol
2328:Tapentadol
2259:Safinamide
2239:Nepinalone
2204:Clemastine
2199:5-MeO-DiPT
2194:5-MeO-DALT
2071:Ifenprodil
2036:Arketamine
1987:Selegiline
1982:Safinamide
1942:Imipramine
1904:Clorgiline
1894:Clemastine
1884:Azidopamil
1874:5-MeO-DiPT
1869:5-MeO-DALT
1802:Sertraline
1602:Nepinalone
1549:Ifenprodil
1539:Fluoxetine
1504:Dimemorfan
1473:prasterone
1434:Citalopram
1429:Captodiame
1409:Arketamine
1404:Amantadine
1362:modulators
990:(1): 1–3.
644:2019-06-12
575:References
511:Depression
388:piperazine
340:1 receptor
322:Cutamesine
266:Molar mass
160:B66RO93FXQ
153:9J7A4144BX
95:3D model (
66:CAS Number
2570:See also:
2548:SR-31747A
2533:Quinidine
2518:Proadifen
2503:Molindone
2478:Hypericin
2473:EMD-59983
2423:BMY-13980
2408:SKF-83959
2323:Naluzotan
2303:Berberine
2300:Agonists:
2254:RS-67,333
2189:4-MeO-PCP
2184:3-MeO-PCE
2099:Opipramol
2094:OPC-14523
2028:Agonists:
1967:RS-67,333
1912:-Deprenyl
1864:4-MeO-PCP
1844:3-MeO-PCP
1829:SOMCL-668
1821:Positive:
1817:Phenytoin
1807:SR-31742A
1782:PD-144418
1772:NPC-16377
1622:Opipramol
1617:OPC-14523
1612:Noscapine
1582:Memantine
1524:Eliprodil
1519:Donepezil
1394:5-MeO-DMT
1381:Agonists:
1302:206130476
1240:0031-6903
1094:1536-1632
1004:0887-4476
775:0176-3679
729:0022-3565
610:1230-6002
484:REM sleep
366:Structure
2513:Pimozide
2468:Dezocine
2358:Naloxone
2318:Metaphit
2313:Fourphit
2293:Unsorted
2229:Ibogaine
2169:SAS-0132
2119:UKH-1114
2076:Ketamine
2061:DKR-1051
2056:DKR-1005
1937:Ibogaine
1569:L-687384
1564:Ketamine
1294:25612541
1248:24882645
1196:20376278
1188:12128003
1153:54240821
1102:25449772
1058:22497960
1020:41458292
1012:12211092
928:11003156
890:25468036
838:20552121
830:20025928
791:87032896
783:15547784
699:18885068
691:17981125
618:14730086
463:emopamil
407:Affinity
354:. These
2383:UMB-116
2378:UMB-103
2373:UMB-101
2368:UMB-100
2159:MIN-101
2149:CT-1812
2139:BD-1067
2134:BD-1008
2041:BD-1047
1977:Saffron
1962:RHL-033
1732:Dup-734
1717:BD-1067
1712:BD-1063
1707:BD-1060
1702:BD-1047
1697:BD-1031
1692:BD-1008
1637:PRE-084
1454:Cocaine
1419:BD-1052
1318:SA+4503
1145:9062689
984:Synapse
968:8813641
881:4274187
737:2845055
559:Hearing
495:in the
333:agonist
326:SA 4503
303:what is
301: (
271:368.521
133:9954941
120:PubChem
18:SA-4503
2398:YZ-185
2393:YZ-069
2388:YZ-011
2279:UMB-82
2274:UMB-23
2154:LR-172
2144:CM-156
2129:AC-927
2046:BD1063
2007:YKP10A
1972:RTI-55
1859:4-IPBS
1849:4C-T-2
1767:NE-100
1762:MS-377
1757:LR-172
1752:LR-132
1737:E-5842
1727:CM-156
1687:AC-927
1672:UMB-82
1667:UMB-23
1414:BD-737
1389:4-PPBP
1324:(MeSH)
1300:
1292:
1246:
1238:
1194:
1186:
1151:
1143:
1110:826030
1108:
1100:
1092:
1056:
1018:
1010:
1002:
966:
926:
888:
878:
836:
828:
789:
781:
773:
735:
727:
697:
689:
616:
608:
402:(red).
298:verify
295:
209:SMILES
42:Names
2363:SM-21
2104:PB-28
2031:3-PPP
1854:4-IBP
1682:3-PPP
1384:3-PPP
1298:S2CID
1192:S2CID
1149:S2CID
1106:S2CID
1016:S2CID
834:S2CID
787:S2CID
695:S2CID
535:Heart
97:JSmol
2348:AZ66
2343:AHD1
2284:W-18
2210:DiPT
2082:MDMA
2002:W-18
1918:DiPT
1575:MDMA
1559:IPAB
1440:CGRP
1290:PMID
1244:PMID
1236:ISSN
1184:PMID
1141:PMID
1098:PMID
1090:ISSN
1054:PMID
1008:PMID
1000:ISSN
964:PMID
924:PMID
886:PMID
826:PMID
779:PMID
771:ISSN
733:PMID
725:ISSN
687:PMID
669:Cell
614:PMID
606:ISSN
342:, a
144:UNII
2265:TMA
2220:DPT
1928:DPT
1280:doi
1226:doi
1222:134
1176:doi
1133:doi
1082:doi
1046:doi
992:doi
956:doi
952:306
916:doi
876:PMC
868:doi
818:doi
814:469
763:doi
721:247
677:doi
673:131
549:ATP
178:EPA
123:CID
2589::
1819:;
1296:.
1288:.
1276:93
1274:.
1270:.
1256:^
1242:.
1234:.
1220:.
1216:.
1204:^
1190:.
1182:.
1172:42
1170:.
1147:.
1139:.
1129:83
1127:.
1104:.
1096:.
1088:.
1078:17
1076:.
1052:.
1042:39
1040:.
1028:^
1014:.
1006:.
998:.
988:46
986:.
962:.
950:.
936:^
922:.
910:.
898:^
884:.
874:.
864:23
862:.
858:.
846:^
832:.
824:.
812:.
799:^
785:.
777:.
769:.
759:37
757:.
745:^
731:.
719:.
707:^
693:.
685:.
671:.
667:.
653:^
637:.
626:^
612:.
602:55
600:.
582:^
543:.
531:.
376:32
372:23
247:32
241:23
2484:)
2480:(
2019:2
2017:σ
1910:D
1485:)
1481:(
1475:)
1471:(
1372:1
1370:σ
1351:e
1344:t
1337:v
1304:.
1282::
1250:.
1228::
1198:.
1178::
1155:.
1135::
1112:.
1084::
1060:.
1048::
1022:.
994::
970:.
958::
930:.
918::
912:8
892:.
870::
840:.
820::
793:.
765::
739:.
701:.
679::
647:.
620:.
520:σ
516:σ
467:σ
451:σ
447:σ
434:σ
430:σ
422:σ
418:σ
384:2
382:O
380:2
378:N
374:H
360:σ
356:σ
338:σ
324:(
293:N
259:2
256:O
253:2
250:N
244:H
238:C
180:)
176:(
99:)
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
