U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C22H23N3O2.ClH
Molecular Weight 397.898
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SERAZAPINE HYDROCHLORIDE

SMILES

Cl.COC(=O)C1=C2C3CN(C)CCN3C4=CC=CC=C4CN2C5=C1C=CC=C5

InChI

InChIKey=YEITZTKANLXOTH-UHFFFAOYSA-N
InChI=1S/C22H23N3O2.ClH/c1-23-11-12-24-17-9-5-3-7-15(17)13-25-18-10-6-4-8-16(18)20(22(26)27-2)21(25)19(24)14-23;/h3-10,19H,11-14H2,1-2H3;1H

HIDE SMILES / InChI

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

Molecular Formula C22H23N3O2
Molecular Weight 361.4369
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Serazapine (CGS15040) is an anxiolytic agent. It is structurally novel 5-HT2 receptor antagonist. Preliminary preclinical findings indicated an anticonflict effect in a behavioral suppression test, and two preliminary investigations in volunteers also suggested anxiolytic potential. In the first of these studies serazapine resembled diazepam, a reference anxiolytic drug, electroencephalographically. Additionally, in a test of psychogenic stress in volunteers it reduced cardiac output.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of CGS 15040A in human plasma by liquid chromatography.
1991
Serotonergic (5-HT2) mediation of anxiety-therapeutic effects of serazepine in generalized anxiety disorder.
1993 Jul 1-15
Patents

Sample Use Guides

A double-blind, randomized, placebo-controlled four-compartment parallel group, multicenter trial in outpatients with Generalized Anxiety Disorder (GAD): a 14-to 30-day drug-free interval preceded study entry. For all qualified patients, a 1-week, single-blind placebo washout period was followed by a 5-week, double-blind treatment phase involving a once daily oral dose of either 10 mg, 20 mg, or 40 mg of Serazapine (CGS15040), or placebo. The 40-mg group tended to perform better (larger decreases from baseline in the total Ham-A score) than the other groups.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:00 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:00 GMT 2023
Record UNII
962IFR72N1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SERAZAPINE HYDROCHLORIDE
USAN   WHO-DD  
USAN  
Official Name English
2H,10H-INDOLO(2,1-C)PYRAZINO(1,2-A)(1,4)BENZODIAZEPINE-16-CARBOXYLIC ACID, 1,3,4,16B-TETRAHYDRO-2-METHYL-, METHYL ESTER, MONOHYDROCHLORIDE
Common Name English
CGS-15040A
Code English
2H,10H-INDOLO(2,1-C)PYRAZINO(1,2-A)(1,4)BENZODIAZEPINE-16-CARBOXYLIC ACID, 1,3,4,16B-TETRAHYDRO-2-METHYL-, METHYL ESTER, HYDROCHLORIDE (1:1)
Systematic Name English
SERAZAPINE HYDROCHLORIDE [USAN]
Common Name English
Serazapine hydrochloride [WHO-DD]
Common Name English
CGS 15040A
Code English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C152341
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
PUBCHEM
60676
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
USAN
BB-23
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
CAS
117581-05-2
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID30922463
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
FDA UNII
962IFR72N1
Created by admin on Fri Dec 15 15:14:00 GMT 2023 , Edited by admin on Fri Dec 15 15:14:00 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY