Zalospirone

Zalospirone
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Pharmacokinetic data
Elimination half-life	1-4 hours
Identifiers
	IUPAC name (3aα,4α,4aβ,6aβ,7α,7aα)-Hexahydro-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-4,7-etheno-1H-cyclobut[f]isoindole-1,3(2H)-dione;
CAS Number	114298-18-9;
PubChem CID	163925;
IUPHAR/BPS	58;
ChemSpider	143768;
UNII	0449O95Z1J;
CompTox Dashboard (EPA)	DTXSID501028422 ;
Chemical and physical data
Formula	C24H29N5O2
Molar mass	419.529 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C1N(C(=O)[C@@H]4[C@H]1[C@@H]2\C=C/[C@H]4[C@H]3\C=C/[C@@H]23)CCCCN6CCN(c5ncccn5)CC6;
	InChI InChI=1S/C24H29N5O2/c30-22-20-18-6-7-19(17-5-4-16(17)18)21(20)23(31)29(22)11-2-1-10-27-12-14-28(15-13-27)24-25-8-3-9-26-24/h3-9,16-21H,1-2,10-15H2/t16-,17+,18-,19+,20-,21+; Key:AERLHOTUXIJQFV-RCPZPFRWSA-N;
	(verify)

Zalospirone (WY-47,846) is a selective 5-HT_1A partial agonist of the azapirone chemical class.^[1]^[2] It was found to be effective in the treatment of anxiety and depression in clinical trials, but a high proportion of subjects dropped out due to side effects and development was subsequently never completed.^[3]

References

^ Gleeson S, Barrett JE (October 1990). "5-HT1A agonist effects on punished responding of squirrel monkeys". Pharmacology, Biochemistry, and Behavior. 37 (2): 335–7. doi:10.1016/0091-3057(90)90344-H. PMID 1981937. S2CID 23488390.
^ Singh A, Lucki I (April 1993). "Antidepressant-like activity of compounds with varying efficacy at 5-HT1A receptors". Neuropharmacology. 32 (4): 331–40. doi:10.1016/0028-3908(93)90153-T. PMID 8497336. S2CID 38611829.
^ Rickels K, Derivan A, Kunz N, Pallay A, Schweizer E (June 1996). "Zalospirone in major depression: a placebo-controlled multicenter study". Journal of Clinical Psychopharmacology. 16 (3): 212–7. doi:10.1097/00004714-199606000-00004. PMID 8784652.

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Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Pharmacokinetic data
Elimination half-life	1-4 hours
Identifiers
IUPAC name (3aα,4α,4aβ,6aβ,7α,7aα)-Hexahydro-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-4,7-etheno-1H-cyclobut[f]isoindole-1,3(2H)-dione
CAS Number	114298-18-9
PubChem CID	163925
IUPHAR/BPS	58
ChemSpider	143768
UNII	0449O95Z1J
CompTox Dashboard (EPA)	DTXSID501028422
Chemical and physical data
Formula	C₂₄H₂₉N₅O₂
Molar mass	419.529 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C1N(C(=O)[C@@H]4[C@H]1[C@@H]2\C=C/[C@H]4[C@H]3\C=C/[C@@H]23)CCCCN6CCN(c5ncccn5)CC6
InChI InChI=1S/C24H29N5O2/c30-22-20-18-6-7-19(17-5-4-16(17)18)21(20)23(31)29(22)11-2-1-10-27-12-14-28(15-13-27)24-25-8-3-9-26-24/h3-9,16-21H,1-2,10-15H2/t16-,17+,18-,19+,20-,21+ Key:AERLHOTUXIJQFV-RCPZPFRWSA-N
(verify)