176:
1664:
29:
38:
635:
547:
Vieira E, Huwyler J, Jolidon S, Knoflach F, Mutel V, Wichmann J (October 2005). "9H-Xanthene-9-carboxylic acid oxadiazol-3-yl- and (2H-tetrazol-5-yl)-amides as potent, orally available mGlu1 receptor enhancers".
583:
Vieira E, Huwyler J, Jolidon S, Knoflach F, Mutel V, Wichmann J (March 2009). "Fluorinated 9H-xanthene-9-carboxylic acid oxazol-2-yl-amides as potent, orally available mGlu1 receptor enhancers".
628:
1647:
621:
1709:
1643:
443:"A novel class of positive allosteric modulators of metabotropic glutamate receptor subtype 1 interact with a site distinct from that of negative allosteric modulators"
1728:
260:
500:"Allosteric potentiators of metabotropic glutamate receptor subtype 1a differentially modulate independent signaling pathways in baby hamster kidney cells"
442:
1201:
1060:
817:
1702:
1748:
1330:
931:
1695:
1546:
1447:
1375:
1271:
1122:
964:
778:
664:
327:
280:
246:
1743:
1262:
955:
655:
644:
323:
288:
InChI=1S/C19H19NO4/c1-2-3-12-23-19(22)20-18(21)17-13-8-4-6-10-15(13)24-16-11-7-5-9-14(16)17/h4-11,17H,2-3,12H2,1H3,(H,20,21,22)
53:
384:"Positive allosteric modulators of metabotropic glutamate 1 receptor: characterization, mechanism of action, and binding site"
1605:
1509:
1422:
1350:
1639:
155:
812:
481:
28:
124:
1186:
1038:
822:
688:
319:
115:
441:
Hemstapat K, de Paulis T, Chen Y, Brady AE, Grover VK, Alagille D, Tamagnan GD, Conn PJ (August 2006).
395:
171:
1738:
1671:
382:
Knoflach F, Mutel V, Jolidon S, Kew JN, Malherbe P, Vieira E, Wichmann J, Kemp JA (November 2001).
70:
1191:
1043:
1733:
1610:
1600:
1514:
1499:
1427:
1417:
1355:
1345:
1318:
983:
738:
647:
473:
1313:
1028:
758:
753:
718:
1620:
1524:
1437:
1365:
1181:
1033:
884:
768:
600:
565:
529:
465:
423:
37:
1679:
842:
613:
144:
592:
557:
519:
511:
457:
413:
403:
192:
79:
1663:
723:
1615:
1595:
1519:
1494:
1432:
1412:
1360:
1340:
1231:
1090:
879:
837:
763:
703:
175:
399:
1675:
524:
499:
1722:
1161:
1008:
832:
748:
698:
515:
418:
383:
338:
104:
1050:
916:
911:
477:
1243:
1107:
941:
889:
874:
596:
561:
388:
Proceedings of the
National Academy of Sciences of the United States of America
1585:
1325:
1226:
1221:
1176:
1171:
1166:
1085:
1080:
1023:
1018:
1013:
869:
849:
222:
135:
1570:
1484:
1471:
1394:
1303:
1290:
1248:
1156:
1151:
1112:
1003:
998:
827:
802:
708:
693:
353:
334:
604:
569:
533:
469:
461:
427:
408:
20:
1536:
1236:
1095:
899:
894:
728:
926:
921:
906:
743:
90:
1529:
1466:
1146:
1141:
1100:
993:
988:
1575:
1504:
1476:
1399:
1308:
1295:
1216:
1206:
1075:
1065:
864:
807:
245:
236:
318:
is a drug used in scientific research, which acts as a selective
1565:
1211:
1070:
936:
859:
797:
683:
617:
160:
1547:
1448:
1376:
1272:
1123:
965:
779:
665:
333:. It was derived by modification of the simpler compound
1683:
305:
1545:
1446:
1374:
1270:
1261:
1121:
963:
954:
777:
663:
654:
234:
221:
191:
186:
154:
134:
123:
114:
89:
69:
44:
341:to develop a range of potent and selective mGluR
103:
78:
1703:
629:
337:, and has itself subsequently been used as a
8:
585:Bioorganic & Medicinal Chemistry Letters
550:Bioorganic & Medicinal Chemistry Letters
19:
1710:
1696:
1267:
960:
660:
636:
622:
614:
174:
143:
36:
27:
1648:Glutamate metabolism/transport modulators
1555:Tooltip Metabotropic glutamate receptor 8
1456:Tooltip Metabotropic glutamate receptor 7
1384:Tooltip Metabotropic glutamate receptor 6
1280:Tooltip Metabotropic glutamate receptor 4
1131:Tooltip Metabotropic glutamate receptor 3
973:Tooltip Metabotropic glutamate receptor 2
787:Tooltip Metabotropic glutamate receptor 5
673:Tooltip Metabotropic glutamate receptor 1
523:
417:
407:
1644:Ionotropic glutamate receptor modulators
498:Sheffler DJ, Conn PJ (September 2008).
374:
285:
265:
170:
61:butyl (9H-xanthene-9-carbonyl)carbamate
58:
18:
7:
1729:Drugs developed by Hoffmann-La Roche
1660:
1658:
268:c3cccc2c3Oc1ccccc1C2C(=O)NC(=O)OCCCC
1187:Pomaglumetad methionil (LY-2140023)
1039:Pomaglumetad methionil (LY-2140023)
94:
1682:. You can help Knowledge (XXG) by
14:
1662:
516:10.1016/j.neuropharm.2008.06.047
209:
203:
1583:Positive allosteric modulators:
1534:Negative allosteric modulators:
1323:Positive allosteric modulators:
1241:Negative allosteric modulators:
1105:Negative allosteric modulators:
1048:Positive allosteric modulators:
904:Negative allosteric modulators:
847:Positive allosteric modulators:
645:Metabotropic glutamate receptor
324:metabotropic glutamate receptor
293:Key:RQBUXEUMZZQUFY-UHFFFAOYSA-N
212:
197:
1:
1640:Receptor/signaling modulators
320:positive allosteric modulator
1765:
1657:
597:10.1016/j.bmcl.2009.01.108
562:10.1016/j.bmcl.2005.05.135
187:Chemical and physical data
1749:Nervous system drug stubs
1633:
1172:LY-404,039 (pomaglumetad)
1019:LY-404,039 (pomaglumetad)
301:
276:
256:
49:
35:
26:
1674:article relating to the
1051:JNJ-40411813 (ADX-71149)
1744:MGlu1 receptor agonists
462:10.1124/mol.105.021857
450:Molecular Pharmacology
409:10.1073/pnas.231358298
345:positive modulators.
400:2001PNAS...9813402K
23:
1691:
1690:
1655:
1654:
1629:
1628:
1578:
1479:
1402:
1298:
1257:
1256:
950:
949:
504:Neuropharmacology
313:
312:
247:Interactive image
156:CompTox Dashboard
16:Chemical compound
1756:
1712:
1705:
1698:
1666:
1659:
1576:
1556:
1552:
1477:
1457:
1453:
1400:
1385:
1381:
1296:
1281:
1277:
1268:
1132:
1128:
974:
970:
961:
788:
784:
674:
670:
661:
638:
631:
624:
615:
609:
608:
580:
574:
573:
544:
538:
537:
527:
495:
489:
488:
486:
480:. Archived from
447:
438:
432:
431:
421:
411:
379:
309:
308:
249:
229:
214:
211:
205:
199:
179:
178:
164:
162:
147:
127:
107:
97:
96:
82:
40:
31:
24:
22:
1764:
1763:
1759:
1758:
1757:
1755:
1754:
1753:
1719:
1718:
1717:
1716:
1656:
1651:
1625:
1554:
1551:
1541:
1455:
1452:
1442:
1383:
1380:
1370:
1279:
1276:
1253:
1130:
1127:
1117:
972:
969:
946:
838:Quisqualic acid
786:
783:
773:
704:Quisqualic acid
672:
669:
650:
642:
612:
582:
581:
577:
556:(20): 4628–31.
546:
545:
541:
497:
496:
492:
484:
445:
440:
439:
435:
394:(23): 13402–7.
381:
380:
376:
372:
365:
361:
357:
351:
344:
331:
304:
302:
297:
294:
289:
284:
283:
272:
269:
264:
263:
252:
227:
217:
208:
202:
182:
158:
150:
130:
110:
93:
85:
65:
62:
57:
56:
17:
12:
11:
5:
1762:
1760:
1752:
1751:
1746:
1741:
1736:
1731:
1721:
1720:
1715:
1714:
1707:
1700:
1692:
1689:
1688:
1676:nervous system
1667:
1653:
1652:
1634:
1631:
1630:
1627:
1626:
1624:
1623:
1618:
1613:
1608:
1603:
1598:
1589:
1588:
1573:
1568:
1559:
1557:
1549:
1543:
1542:
1540:
1539:
1527:
1522:
1517:
1512:
1507:
1502:
1497:
1488:
1487:
1482:
1474:
1469:
1460:
1458:
1450:
1444:
1443:
1441:
1440:
1435:
1430:
1425:
1420:
1415:
1406:
1405:
1397:
1388:
1386:
1378:
1372:
1371:
1369:
1368:
1363:
1358:
1353:
1348:
1343:
1334:
1333:
1328:
1316:
1311:
1306:
1301:
1293:
1284:
1282:
1274:
1265:
1259:
1258:
1255:
1254:
1252:
1251:
1246:
1234:
1229:
1224:
1219:
1214:
1209:
1204:
1195:
1194:
1189:
1184:
1179:
1174:
1169:
1164:
1159:
1154:
1149:
1144:
1135:
1133:
1125:
1119:
1118:
1116:
1115:
1110:
1098:
1093:
1088:
1083:
1078:
1073:
1068:
1063:
1054:
1053:
1041:
1036:
1031:
1026:
1021:
1016:
1011:
1006:
1001:
996:
991:
986:
977:
975:
967:
958:
952:
951:
948:
947:
945:
944:
939:
934:
929:
924:
919:
914:
909:
897:
892:
887:
882:
877:
872:
867:
862:
853:
852:
840:
835:
830:
825:
820:
815:
810:
805:
800:
791:
789:
781:
775:
774:
772:
771:
766:
761:
756:
751:
746:
741:
732:
731:
726:
721:
716:
711:
706:
701:
696:
691:
686:
677:
675:
667:
658:
652:
651:
643:
641:
640:
633:
626:
618:
611:
610:
575:
539:
490:
487:on 2019-02-22.
456:(2): 616–626.
433:
373:
371:
368:
363:
359:
355:
350:
347:
342:
329:
311:
310:
299:
298:
296:
295:
292:
290:
287:
279:
278:
277:
274:
273:
271:
270:
267:
259:
258:
257:
254:
253:
251:
250:
242:
240:
232:
231:
225:
219:
218:
215:
206:
200:
195:
189:
188:
184:
183:
181:
180:
172:DTXSID70433240
167:
165:
152:
151:
149:
148:
140:
138:
132:
131:
129:
128:
120:
118:
112:
111:
109:
108:
100:
98:
87:
86:
84:
83:
75:
73:
67:
66:
64:
63:
60:
52:
51:
50:
47:
46:
42:
41:
33:
32:
15:
13:
10:
9:
6:
4:
3:
2:
1761:
1750:
1747:
1745:
1742:
1740:
1737:
1735:
1732:
1730:
1727:
1726:
1724:
1713:
1708:
1706:
1701:
1699:
1694:
1693:
1687:
1685:
1681:
1677:
1673:
1668:
1665:
1661:
1650:
1649:
1645:
1641:
1638:
1632:
1622:
1619:
1617:
1614:
1612:
1609:
1607:
1604:
1602:
1599:
1597:
1594:
1591:
1590:
1587:
1584:
1580:
1574:
1572:
1569:
1567:
1564:
1561:
1560:
1558:
1553:
1544:
1538:
1535:
1531:
1528:
1526:
1523:
1521:
1518:
1516:
1513:
1511:
1508:
1506:
1503:
1501:
1498:
1496:
1493:
1490:
1489:
1486:
1483:
1481:
1475:
1473:
1470:
1468:
1465:
1462:
1461:
1459:
1454:
1445:
1439:
1436:
1434:
1431:
1429:
1426:
1424:
1421:
1419:
1416:
1414:
1411:
1408:
1407:
1404:
1398:
1396:
1393:
1390:
1389:
1387:
1382:
1373:
1367:
1364:
1362:
1359:
1357:
1354:
1352:
1349:
1347:
1344:
1342:
1339:
1336:
1335:
1332:
1329:
1327:
1324:
1320:
1317:
1315:
1312:
1310:
1307:
1305:
1302:
1300:
1294:
1292:
1289:
1286:
1285:
1283:
1278:
1269:
1266:
1264:
1260:
1250:
1247:
1245:
1242:
1238:
1235:
1233:
1230:
1228:
1225:
1223:
1220:
1218:
1215:
1213:
1210:
1208:
1205:
1203:
1200:
1197:
1196:
1193:
1190:
1188:
1185:
1183:
1180:
1178:
1175:
1173:
1170:
1168:
1165:
1163:
1162:Ibotenic acid
1160:
1158:
1155:
1153:
1150:
1148:
1145:
1143:
1140:
1137:
1136:
1134:
1129:
1120:
1114:
1111:
1109:
1106:
1102:
1099:
1097:
1094:
1092:
1089:
1087:
1084:
1082:
1079:
1077:
1074:
1072:
1069:
1067:
1064:
1062:
1059:
1056:
1055:
1052:
1049:
1045:
1042:
1040:
1037:
1035:
1032:
1030:
1027:
1025:
1022:
1020:
1017:
1015:
1012:
1010:
1009:Ibotenic acid
1007:
1005:
1002:
1000:
997:
995:
992:
990:
987:
985:
982:
979:
978:
976:
971:
962:
959:
957:
953:
943:
940:
938:
935:
933:
930:
928:
925:
923:
920:
918:
915:
913:
910:
908:
905:
901:
898:
896:
893:
891:
888:
886:
883:
881:
878:
876:
873:
871:
868:
866:
863:
861:
858:
855:
854:
851:
848:
844:
841:
839:
836:
834:
833:Ibotenic acid
831:
829:
826:
824:
821:
819:
816:
814:
811:
809:
806:
804:
801:
799:
796:
793:
792:
790:
785:
776:
770:
767:
765:
762:
760:
757:
755:
752:
750:
749:Cyclothiazide
747:
745:
742:
740:
737:
734:
733:
730:
727:
725:
722:
720:
717:
715:
712:
710:
707:
705:
702:
700:
699:Ibotenic acid
697:
695:
692:
690:
687:
685:
682:
679:
678:
676:
671:
662:
659:
657:
653:
649:
646:
639:
634:
632:
627:
625:
620:
619:
616:
606:
602:
598:
594:
591:(6): 1666–9.
590:
586:
579:
576:
571:
567:
563:
559:
555:
551:
543:
540:
535:
531:
526:
521:
517:
513:
510:(4): 419–27.
509:
505:
501:
494:
491:
483:
479:
475:
471:
467:
463:
459:
455:
451:
444:
437:
434:
429:
425:
420:
415:
410:
405:
401:
397:
393:
389:
385:
378:
375:
369:
367:
366:
348:
346:
340:
339:lead compound
336:
332:
325:
321:
317:
307:
300:
291:
286:
282:
275:
266:
262:
255:
248:
244:
243:
241:
238:
233:
226:
224:
220:
196:
194:
190:
185:
177:
173:
169:
168:
166:
157:
153:
146:
142:
141:
139:
137:
133:
126:
122:
121:
119:
117:
113:
106:
102:
101:
99:
92:
88:
81:
77:
76:
74:
72:
68:
59:
55:
48:
43:
39:
34:
30:
25:
1684:expanding it
1669:
1636:
1635:
1593:Antagonists:
1592:
1582:
1562:
1533:
1492:Antagonists:
1491:
1463:
1410:Antagonists:
1409:
1391:
1338:Antagonists:
1337:
1322:
1287:
1240:
1199:Antagonists:
1198:
1192:Talaglumetad
1138:
1104:
1058:Antagonists:
1057:
1047:
1044:Talaglumetad
980:
917:Dipraglurant
912:Basimglurant
903:
857:Antagonists:
856:
846:
794:
736:Antagonists:
735:
713:
680:
588:
584:
578:
553:
549:
542:
507:
503:
493:
482:the original
453:
449:
436:
391:
387:
377:
352:
315:
314:
303:
1319:VU-0155,041
1244:Decoglurant
1108:Decoglurant
942:Raseglurant
890:Remeglurant
875:Mavoglurant
739:BAY 36-7620
230: g·mol
80:302841-89-0
45:Identifiers
1739:Carbamates
1723:Categories
1586:AZ12216052
1326:Foliglurax
1314:VU-001,171
1227:LY-341,495
1222:LY-307,452
1177:LY-487,379
1167:LY-379,268
1086:LY-341,495
1081:LY-307,452
1029:LY-566,332
1024:LY-487,379
1014:LY-379,268
870:LY-344,545
850:LSN2463359
759:LY-456,236
754:LY-367,385
648:modulators
370:References
235:3D model (
223:Molar mass
136:ChemSpider
116:IUPHAR/BPS
71:CAS Number
54:IUPAC name
1734:Xanthenes
1637:See also:
1571:Glutamate
1563:Agonists:
1485:LSP2-9166
1472:Glutamate
1464:Agonists:
1395:Glutamate
1392:Agonists:
1304:LSP2-9166
1291:Glutamate
1288:Agonists:
1263:Group III
1249:RO4491533
1157:Glutamate
1152:Eglumegad
1139:Agonists:
1113:RO4491533
1004:Glutamate
999:Eglumegad
981:Agonists:
828:Glutamate
803:ADX-47273
795:Agonists:
719:Ro67-7476
714:Ro67-4853
709:Ro01-6128
694:Glutamate
681:Agonists:
335:Ro01-6128
316:Ro67-4853
21:Ro67-4853
1621:UBP-1112
1537:ADX71743
1525:UBP-1112
1438:UBP-1112
1366:UBP-1112
1237:MGS-0039
1182:MGS-0028
1096:MGS-0039
1034:MGS-0028
956:Group II
900:SIB-1893
895:SIB-1757
885:NPS-2390
769:NPS-2390
729:Theanine
605:19233648
570:16099654
534:18625258
470:16645124
428:11606768
349:See also
326:subtype
322:for the
306:(verify)
927:GRN-529
922:Fenobam
907:AZD9272
843:VU-1545
744:CPCCOEt
656:Group I
525:2600811
478:2719603
396:Bibcode
228:325.364
193:Formula
145:8124813
105:9949202
91:PubChem
1530:XAP044
1467:AMN082
1147:DCG-IV
1142:CBiPES
1101:PCCG-4
994:DCG-IV
989:CBiPES
603:
568:
532:
522:
476:
468:
426:
416:
261:SMILES
1678:is a
1670:This
1548:mGluR
1505:MMPIP
1449:mGluR
1377:mGluR
1309:PHCCC
1273:mGluR
1217:HYDIA
1207:CECXG
1202:APICA
1124:mGluR
1076:HYDIA
1066:CECXG
1061:APICA
966:mGluR
865:DMeOB
808:CDPPB
780:mGluR
724:VU-71
666:mGluR
485:(PDF)
474:S2CID
446:(PDF)
419:60883
328:mGluR
281:InChI
237:JSmol
1680:stub
1672:drug
1616:MTPG
1611:MSOP
1606:MPPG
1601:MAP4
1596:CPPG
1579:-AP4
1566:DCPG
1520:MTPG
1515:MSOP
1510:MPPG
1500:MAP4
1495:CPPG
1480:-AP4
1433:MTPG
1428:MSOP
1423:MPPG
1418:MAP4
1413:CPPG
1403:-AP4
1361:MTPG
1356:MSOP
1351:MPPG
1346:MAP4
1341:CPPG
1331:MPEP
1299:-AP4
1232:MCPG
1212:EGLU
1091:MCPG
1071:EGLU
984:BINA
937:MTEP
932:MPEP
880:MCPG
860:CTEP
823:DHPG
813:CHPG
798:ACPD
764:MCPG
689:DHPG
684:ACPD
601:PMID
566:PMID
530:PMID
466:PMID
424:PMID
125:1387
818:DFB
593:doi
558:doi
520:PMC
512:doi
458:doi
414:PMC
404:doi
161:EPA
95:CID
1725::
1646:•
1642:•
1581:;
1532:;
1321:;
1239:;
1103:;
1046:;
902:;
845:;
599:.
589:19
587:.
564:.
554:15
552:.
528:.
518:.
508:55
506:.
502:.
472:.
464:.
454:70
452:.
448:.
422:.
412:.
402:.
392:98
390:.
386:.
362:NO
360:19
356:19
207:19
201:19
1711:e
1704:t
1697:v
1686:.
1577:L
1550:8
1478:L
1451:7
1401:L
1379:6
1297:L
1275:4
1126:3
968:2
782:5
668:1
637:e
630:t
623:v
607:.
595::
572:.
560::
536:.
514::
460::
430:.
406::
398::
364:4
358:H
354:C
343:1
330:1
239:)
216:4
213:O
210:N
204:H
198:C
163:)
159:(
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
