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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=CC=CC=C2Cl)C3=NC(Cl)=CC=C3NC1=O

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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

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.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
Single dose - 3 mg, 5 mg or 10 mg
Route of Administration: Oral
Substance Class Chemical
Record UNII
8PDI6DY6GV
Record Status Validated (UNII)
Record Version