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ketazolam

CAS No.
27223-35-4
Chemical Name:
ketazolam
Synonyms
Anxon;U-28774;Anseren;Unakalm;Loftran;Ansieten;ketazolam;NSC 338158;ketazolam USP/EP/BP;Ketazolam (1.0mg/ml in Acetonitrile)
CBNumber:
CB7925768
Molecular Formula:
C20H17ClN2O3
Molecular Weight:
368.81
MDL Number:
MOL File:
27223-35-4.mol
Last updated:2023-05-15 10:43:34

ketazolam Properties

Melting point 182-183.5° (sinters at 170°)
Boiling point 645.0±55.0 °C(Predicted)
Density 1.41±0.1 g/cm3(Predicted)
solubility DMF: 5 mg/ml; DMSO: 5 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml; Methanol: 1 mg/ml
form A crystalline solid
pka -0.84±0.60(Predicted)
Stability Unstable in Solution
FDA UNII 92A214MD7Y
ATC code N05BA10

SAFETY

Risk and Safety Statements

RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III
Toxicity cat,LD50,intraperitoneal,3900mg/kg (3900mg/kg),Medicamentos de Actualidad. Vol. 16, Pg. 293, 1980.

ketazolam Chemical Properties,Uses,Production

Description

Benzodiazepines are psychoactive compounds that act as sedatives, hypnotics, anxiolytics, anticonvulsants, and muscle relaxants. Ketazolam is a benzodiazepine derivative that was used as an anxiolytic in the 1980s. Tolerance within fifteen days, physical dependence, and benzodiazepine withdrawal syndrome are associated with ketazolam use. This product is intended for forensic purposes.

Originator

Anxon,Beecham,UK,1980

Uses

A psychotropic benzodiazepine derivative with hypnotic and anxiolytic properties. Controlled Substance.

Definition

ChEBI: Ketazolam is a benzodiazepine.

Manufacturing Process

A solution of 0.7 g of 2-(2-amino-N-methylacetamido)-5-chlorobenzophenone in 10 ml of a 50% solution (by weight) of diketene in acetone is refluxed for 3 hours and then evaporated to give a brown oil. The oil is chromatographed on 200 g of silica gel using a 1:1 (by volume) mixture of ethyl acetate cyclohexane; 25 ml fractions are collected. Fractions 11-14 are combined, mixed with chloroform, evaporated and triturated with ether to give 0.337 g of 11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d] [1.4] benzodiazepine-4,7(6H)-dione as a pale yellow solid, MP 174°C to 176°C.

Therapeutic Function

Antianxiety

ketazolam Preparation Products And Raw materials

Raw materials

Preparation Products

Ansieten NSC 338158 ketazolam Anxon Loftran Unakalm 11-Chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione Anseren U-28774 11-chloro-2,8-dimethyl-12b-phenyl-6H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7-dione Ketazolam (1.0mg/ml in Acetonitrile) 4H-[1,3]Oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione, 11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl- ketazolam USP/EP/BP 27223-35-4 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals