NERISOPAM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H19N3O2
Molecular Weight	309.3624
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC2=C(C=C1OC)C(=NN=C(C)C2)C3=CC=C(N)C=C3

InChI

InChIKey=WWQDEXGFYVSTCX-UHFFFAOYSA-N

InChI=1S/C18H19N3O2/c1-11-8-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-4-6-14(19)7-5-12/h4-7,9-10H,8,19H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C18H19N3O2
Molecular Weight	309.3624
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800001415 | https://www.ncbi.nlm.nih.gov/pubmed/9274930 | https://www.ncbi.nlm.nih.gov/pubmed/2573361

Nerisopam [EGIS 6775, GYKI 52322] is a novel 2,3-benzodiazepine derivative with both anxiolytic and antipsychotic activity in animal studies. Nerisopam induces rapid, intense expression of Fos-like immunoreactivity in the rostral, dorsomedial and lateral parts of the striatum in the rat. The striatal neurons are the primary targets of this anxiolytic and antipsychotic drug in the central nervous system. Nerisopam does not bind to the central dopamine receptors, but it shows affinity to the 5-HT1 receptors (IC50 = 7.1 x 10(-6) mol/l) and inhibits brain cAMP-phosphodiesterase (IC50 = 2.4 x 10(-5) mol/l). Nerisopam development for the treatment of anxiety disorder and schizophrenia were discontinued in phase 1.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
The atypical anxiolytic drug, tofisopam, selectively blocks phosphodiesterase isoenzymes and is active in the mouse model of negative symptoms of psychosis.	2010-11	20967473

Patents

Sample Use Guides

In Vivo Use Guide

Nerisopam 3, 10 and 30 mg/kg PO or IP dose-dependently reduced spontaneous motor activity in both rats and mice.

Route of Administration: Other

In Vitro Use Guide

Nerisopam does not bind to the central dopamine receptors (IC50 greater than 10(-4) mol/l), but it shows affinity to the 5-HT1 receptors (IC50 = 7.1 x 10(-6) mol/l) and inhibits brain cAMP-phosphodiesterase (IC50 = 2.4 x 10(-5) mol/l).

Substance Class	Chemical Created by `admin` on `Wed Apr 02 08:24:05 GMT 2025` Edited by `admin` on `Wed Apr 02 08:24:05 GMT 2025`
Record UNII	18Q4O339AG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NERISOPAM

Official Name

English

EGIS-6775

Preferred Name

English

GYKI52322

Code

English

1-(P-AMINOPHENYL)-7,8-DIMETHOXY-4-METHYL-5H-2,3-BENZODIAZEPINE

Common Name

English

GYKI-52322

Code

English

EGIS6775

Code

English

nerisopam [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28197