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Details

Stereochemistry ACHIRAL
Molecular Formula C24H29N5O2.ClH
Molecular Weight 455.98
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZALOSPIRONE HYDROCHLORIDE

SMILES

Cl.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=XQINQMZXDOSBBV-FDPNZRBCSA-N
InChI=1S/C24H29N5O2.ClH/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;1H/t16-,17+,18-,19+,20-,21+;

HIDE SMILES / InChI

Molecular Formula C24H29N5O2
Molecular Weight 419.5194
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
1998-08-21
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:25:16 GMT 2025
Edited
by admin
on Mon Mar 31 18:25:16 GMT 2025
Record UNII
5IEH2KC4M6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZALOSPIRONE HYDROCHLORIDE
USAN  
USAN  
Official Name English
WY-47846-HCL
Preferred Name English
ZALOSPIRONE HCL
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)-, MONOHYDROCHLORIDE, (3A.ALPHA.,4.BETA.,4A.ALPHA.,6A.ALPHA,7.BETA.,7A.ALPHA.)-
Common 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 MONOHYDROCHLORIDE
Common Name English
WY-47846HCL
Code English
ZALOSPIRONE HYDROCHLORIDE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
NCI_THESAURUS C28197
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
Code System Code Type Description
MESH
C067729
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
USAN
CC-36
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
NCI_THESAURUS
C72878
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
SMS_ID
300000055452
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
CAS
114374-97-9
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
PUBCHEM
23725074
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110887
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
FDA UNII
5IEH2KC4M6
Created by admin on Mon Mar 31 18:25:16 GMT 2025 , Edited by admin on Mon Mar 31 18:25:16 GMT 2025
PRIMARY
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