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Details

Stereochemistry RACEMIC
Molecular Formula C14H9Cl2N3O2
Molecular Weight 322.146
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOPIRAZEPAM

SMILES

OC1N=C(C2=C(Cl)C=CC=C2)C3=C(NC1=O)C=CC(Cl)=N3

InChI

InChIKey=JEJOFYTVMFVKQA-UHFFFAOYSA-N
InChI=1S/C14H9Cl2N3O2/c15-8-4-2-1-3-7(8)11-12-9(5-6-10(16)18-12)17-13(20)14(21)19-11/h1-6,14,21H,(H,17,20)

HIDE SMILES / InChI

Molecular Formula C14H9Cl2N3O2
Molecular Weight 322.146
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Lopirazepam is a short-acting benzodiazepine analog of the pyridodiazepine type. In a double-blind study the clinical symptomatology and quantitatively analyzed EEG of hospitalized chronic alcoholics undergoing alcohol withdrawal were investigated before, during and after 3 weeks' treatment with 2 pharmacokinetically different benzodiazepines: the short-acting lopirazepam and the long-acting prazepam. Blood level investigations demonstrated that even after a 3-week treatment period, blood levels dropped down to a morning minimum 12 h after the last evening medication of the short-acting lopirazepam, while plasma levels of the long-acting prazepam remained high. This was also reflected in the spectral analyzed EEG, which showed, after one single dosage of both drugs, a typical anxiolytic profile which was more pronounced after lopirazepam than prazepam, while after the chronic administration (12 h after the evening medication) only prazepam showed an anxiolytic profile. The lopirazepam-treated patients exhibited on the one hand a lack of benzodiazepine-specific alterations, but showed on the other hand EEG changes possibly reflecting clinical improvement.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of pharmacodynamic properties of psychotropic drugs: quanitative EEG, psychometric and blood level investigations in normals and patients.
1979 Jan
Classification and assessment of cerebral bioavailability of lopirazepam (D-12524) by quantitative EEG and psychometric analysis.
1980
Tranquillizer effects in an experimental analog of verbal examinations.
1982
Clinical symptomatology and computer analyzed EEG before, during and after anxiolytic therapy of alcohol withdrawal patients.
1983
[Changes in the length of sleep cycles during administration of flurazepam and lopirazepam].
1984 Sep

Sample Use Guides

In Vivo Use Guide
Single dose - 3 mg, 5 mg or 10 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 17:48:30 UTC 2023
Edited
by admin
on Sat Dec 16 17:48:30 UTC 2023
Record UNII
8PDI6DY6GV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOPIRAZEPAM
INN  
INN  
Official Name English
lopirazepam [INN]
Common Name English
2H-PYRIDO(3,2-E)-1,4-DIAZEPIN-2-ONE, 7-CHLORO-5-(2-CHLOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-
Systematic Name English
7-CHLORO-5-(O-CHLOROPHENYL)-1,3-DIHYDRO-3-HYDROXY-2H-PYRIDO(3,2,-E)-1,4-DIAZEPIN-2-ONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1012
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
Code System Code Type Description
SMS_ID
100000082008
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
CAS
42863-81-0
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
ECHA (EC/EINECS)
255-974-1
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
WIKIPEDIA
Lopirazepam
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
EVMPD
SUB08574MIG
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
NCI_THESAURUS
C81636
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106847
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
EPA CompTox
DTXSID20866105
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
INN
3924
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
PUBCHEM
68672
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
MESH
C025072
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
FDA UNII
8PDI6DY6GV
Created by admin on Sat Dec 16 17:48:31 UTC 2023 , Edited by admin on Sat Dec 16 17:48:31 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY