U-92,016-A

U-92,016-A is a psychoactive drug and research chemical used in scientific studies. It acts as a potent, high efficacy, and selective 5-HT_1A receptor full agonist with a long duration of action.^[1][2] It has been suggested that it could be developed as an anxiolytic or antidepressant drug.^[1]

U-92,016-A

Identifiers
IUPAC name (8R)-8-(Dipropylamino)-6,7,8,9-tetrahydro-3H-benz[e]indole-2-carbonitrile
CAS Number	136924-88-4 Y hydrochloride: 149654-41-1 Y
PubChem CID	9904242
IUPHAR/BPS	30
ChemSpider	8079896 Y
UNII	9JQ994EAB3 hydrochloride: DSP36A348S Y
ChEMBL	ChEMBL71920 Y
CompTox Dashboard (EPA)	DTXSID80929583 DTXSID00432645, DTXSID80929583
Chemical and physical data
Formula	C19H25N3
Molar mass	295.430 g·mol−1
3D model (JSmol)	Interactive image
SMILES N#Cc3cc1c(ccc2c1C[C@H](N(CCC)CCC)CC2)[nH]3
InChI InChI=1S/C19H25N3/c1-3-9-22(10-4-2)16-7-5-14-6-8-19-18(17(14)12-16)11-15(13-20)21-19/h6,8,11,16,21H,3-5,7,9-10,12H2,1-2H3/t16-/m1/s1 Y Key:WDDZPZKGLZNGEH-MRXNPFEDSA-N Y
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References

1. Romero AG, Leiby JA, McCall RB, Piercey MF, Smith MW, Han F (1993). "Novel 2-substituted tetrahydro-3H-benz[e]indolamines: highly potent and selective agonists acting at the 5-HT1A receptor as possible anxiolytics and antidepressants". J Med Chem. 36 (15): 2066–2074. doi:10.1021/jm00067a003. PMID 8101876.
2. McCall RB, Romero AG, Bienkowski MJ, Harris DW, McGuire JC, Piercey MF, Shuck ME, Smith MW, Svensson KA, Schreur PJ, et al. (1994). "Characterization of U-92016A as a selective, orally active, high intrinsic activity 5-hydroxytryptamine1A agonist". J Pharmacol Exp Ther. 271 (2): 875–883. PMID 7965808.