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Details

Stereochemistry ACHIRAL
Molecular Formula C17H16N2OS
Molecular Weight 296.387
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENTAZEPAM

SMILES

O=C1CN=C(C2=C(N1)SC3=C2CCCC3)C4=CC=CC=C4

InChI

InChIKey=AIZFEOPQVZBNGH-UHFFFAOYSA-N
InChI=1S/C17H16N2OS/c20-14-10-18-16(11-6-2-1-3-7-11)15-12-8-4-5-9-13(12)21-17(15)19-14/h1-3,6-7H,4-5,8-10H2,(H,19,20)

HIDE SMILES / InChI

Description

Bentazepam (also known as Thiadipone, Tiadipona) is a benzodiazepine analog, used as a short-action anxiolytic. Bentazepam a thienodiazepine with the same main mechanism of action as the classic 1,4-benzodiazepines, is a short-action anxiolytic, with an elimination-half-life of 3 to 5 hours in healthy volunteers. Bentazepam possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. A severe benzodiazepine overdose with bentazepam may result in coma and respiratory failure. Adverse effects include dry mouth, somnolence, asthenia, dyspepsia, constipation, nausea and drug-induced lymphocytic colitis has been associated with bentazepam. Severe liver damage and hepatitis has also been associated with bentazepam. Whilst liver failure from bentazepam is considered to be rare, liver function monitoring has been recommended for all patients taking bentazepam.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
bentazepam, administered orally at a dose of 25 mg with dosage intervals of 8, 12 and 24 h over 5 days of treatment.
Route of Administration: Oral
In Vitro Use Guide
To examine the mitotic profiles of the Wg3h and CHE-3N cultures in the presence or absence of the Bentazepam the cells were seeded on sterile glass slides in petri dishes. Cells undergoing logarithmic phase growth, were treated with the Bentazepam for 18 (Don:Wg3h cells) and 22 h (CHE-3N cells) (a time corresponding to 1 cell cycle, allowing for mitotic delay) and harvested in 3:1 methanol/ acetic acid fixative, supplemented with Ca 2+ and Mg 2+ ions. Following a perchloric acid treatment to remove RNA, the cells were stained simultaneously with Brilliant blue R (to stain the spindle fibres blue) and Safranin O (to stain the chromosomes red).