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Details

Stereochemistry ACHIRAL
Molecular Formula C18H17ClN2O2
Molecular Weight 328.793
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GIRISOPAM

SMILES

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

InChI

InChIKey=VQYLGVVODFDFNK-UHFFFAOYSA-N
InChI=1S/C18H17ClN2O2/c1-11-7-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-5-4-6-14(19)8-12/h4-6,8-10H,7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C18H17ClN2O2
Molecular Weight 328.793
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Girisopam (GYKI 51189), a 2,3-benzodiazepine, is a compound with anxiolytic and antipsychotic action. It has shown these effects in several animal models. Girisopam differs from the traditional 1,4-benzodiazepines because of its selective anxiolytic action without muscle relaxant and anticonvulsive activity, and because it does not have affinity for 1,4-benzodiazepine receptors. Antidepressant activity of girisopam was also reported. The binding site of girisopam in neuronal cells in the central nervous system is located exclusively to the basal ganglia. Because the danger of tolerance and dependence is lower for 2,3-benzodiazepine than 1,4-benzodiazepines, girisopam may potentially be used in treatment of addiction and affective disorders. No clinical trials were conducted in the US.

Approval Year

PubMed

PubMed

TitleDatePubMed
The atypical anxiolytic drug, tofisopam, selectively blocks phosphodiesterase isoenzymes and is active in the mouse model of negative symptoms of psychosis.
2010 Nov
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:50:25 UTC 2023
Edited
by admin
on Sat Dec 16 17:50:25 UTC 2023
Record UNII
2LP301A921
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GIRISOPAM
INN  
INN  
Official Name English
NSC-373736
Code English
girisopam [INN]
Common Name English
1-(M-CHLOROPHENYL)-7,8-DIMETHOXY-4-METHYL-5H-2,3-BENZODIAZEPINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C28197
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
Code System Code Type Description
INN
6533
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
ChEMBL
CHEMBL1915065
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
MESH
C045445
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
PUBCHEM
71257
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
FDA UNII
2LP301A921
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
EPA CompTox
DTXSID70231642
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
CAS
82230-53-3
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
WIKIPEDIA
Girisopam
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
NSC
373736
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
EVMPD
SUB07907MIG
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
NCI_THESAURUS
C74182
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
SMS_ID
100000080418
Created by admin on Sat Dec 16 17:50:25 UTC 2023 , Edited by admin on Sat Dec 16 17:50:25 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY