Alnespirone

Alnespirone
Clinical data
ATC code	none;
Identifiers
	IUPAC name (+)-4-dihydro-2H-chromen-3-yl]-propylamino]butyl]-8-azaspiro[4.5]decane-7,9-dione;
CAS Number	138298-79-0 ;
PubChem CID	178132;
ChemSpider	8002134 ;
UNII	34E28BM822;
ChEMBL	ChEMBL2104091;
CompTox Dashboard (EPA)	DTXSID30160560 ;
Chemical and physical data
Formula	C26H38N2O4
Molar mass	442.600 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Cl.O=C1N(C(=O)CC2(C1)CCCC2)CCCCN([C@H]3Cc4c(OC)cccc4OC3)CCC;
	InChI InChI=1S/C26H38N2O4.ClH/c1-3-13-27(20-16-21-22(31-2)9-8-10-23(21)32-19-20)14-6-7-15-28-24(29)17-26(18-25(28)30)11-4-5-12-26;/h8-10,20H,3-7,11-19H2,1-2H3;1H/t20-;/m0./s1 ; Key:QYFHCFNBYQZGKW-BDQAORGHSA-N ;
	(verify)

Alnespirone (S-20,499) is a selective 5-HT_1A receptor full agonist of the azapirone chemical class.^[1]^[2]^[3] It has antidepressant and anxiolytic effects.^[1]

References

^ ^a ^b Griebel G, Misslin R, Pawlowski M, Guardiola Lemaître B, Guillaumet G, Bizot-Espiard J (1992). "Anxiolytic-like effects of a selective 5-HT1A agonist, S20244, and its enantiomers in mice". NeuroReport. 3 (1): 84–86. doi:10.1097/00001756-199201000-00022. PMID 1351756.
^ Simon P, Guardiola B, Bizot-Espiard J, Schiavi P, Costentin J (1992). "5-HT1A receptor agonists prevent in rats the yawning and penile erections induced by direct dopamine agonists". Psychopharmacology. 108 (1–2): 47–50. doi:10.1007/BF02245284. PMID 1357709. S2CID 22385029.
^ Astier B, Lambás Señas L, Soulière F, Schmitt P, Urbain N, Rentero N, Bert L, Denoroy L, Renaud B, Lesourd M, Muñoz C, Chouvet G (2003). "In vivo comparison of two 5-HT1A receptors agonists alnespirone (S-20499) and buspirone on locus coeruleus neuronal activity". Eur J Pharmacol. 459 (1): 17–26. doi:10.1016/S0014-2999(02)02814-5. PMID 12505530.

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Clinical data

ATC code	none
Identifiers
IUPAC name (+)-4-dihydro-2H-chromen-3-yl]-propylamino]butyl]-8-azaspiro[4.5]decane-7,9-dione
CAS Number	138298-79-0^Y
PubChem CID	178132
ChemSpider	8002134^Y
UNII	34E28BM822
ChEMBL	ChEMBL2104091
CompTox Dashboard (EPA)	DTXSID30160560
Chemical and physical data
Formula	C₂₆H₃₈N₂O₄
Molar mass	442.600 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Cl.O=C1N(C(=O)CC2(C1)CCCC2)CCCCN([C@H]3Cc4c(OC)cccc4OC3)CCC
InChI InChI=1S/C26H38N2O4.ClH/c1-3-13-27(20-16-21-22(31-2)9-8-10-23(21)32-19-20)14-6-7-15-28-24(29)17-26(18-25(28)30)11-4-5-12-26;/h8-10,20H,3-7,11-19H2,1-2H3;1H/t20-;/m0./s1^Y Key:QYFHCFNBYQZGKW-BDQAORGHSA-N^Y
(verify)