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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 of NERISOPAM

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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

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
Record UNII
18Q4O339AG
Record Status Validated (UNII)
Record Version