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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=C(CN2C5=C1C=CC=C5)C=CC=C4

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

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
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
Record UNII
962IFR72N1
Record Status Validated (UNII)
Record Version