ZALOSPIRONE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H29N5O2
Molecular Weight	419.5194
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1[C@H]2[C@H]([C@H]3C=C[C@@H]2[C@@H]4C=C[C@H]34)C(=O)N1CCCCN5CCN(CC5)C6=NC=CC=N6

InChI

InChIKey=AERLHOTUXIJQFV-RCPZPFRWSA-N

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+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8497336 | https://www.ncbi.nlm.nih.gov/pubmed/8784652

Zalospirone is a selective partial agonist of 5HT1A receptor developed by Wyeth. It was investigated in clinical trials in major depression. Although the highest dose of the drug seemed to have significant antidepressant efficacy, it was not well tolerated and by the 6th week more than half of patients in the high-dose group has dropped out.

Originator

Approval Year

PubMed

Title	Date	PubMed
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.	1998-08-21	9760039

Patents

Name

Type

Language

WY-47846

Preferred Name

English

ZALOSPIRONE

Official Name

English

(1R*,2R*,5S*,6S*,7S*,8R*)-N-(4-(4-(2-PYRIMIDINYL)-1-PIPERAZINYL)BUTYL)TRICYCLO(4.2.2.0(SUP 2,5))DECA-3,9-DIENE-7,8-DICARBOXIMIDE

Common Name

English

4,7-ETHENO-1H-CYCLOBUT(F)ISOINDOLE-1,3(2H)-DIONE, 3A,4,4A,6A,7,7A-HEXAHYDRO-2-(4-(4-(2-PYRIMIDINYL)-1-PIPERAZINYL)BUTYL)-, (3A.ALPHA.,4.BETA.,4A.ALPHA.,6A.ALPHA,7.BETA.,7A.ALPHA.)-

Common Name

English

zalospirone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265