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ketazolam

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ketazolam Basic information

Product Name:
ketazolam
Synonyms:
  • Ansieten
  • NSC 338158
  • 11-chloro-2,8-dimethyl-12b-phenyl-6H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7-dione
  • 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
CAS:
27223-35-4
MF:
C20H17ClN2O3
MW:
368.81
EINECS:
248-346-3
Product Categories:
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
27223-35-4.mol
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ketazolam Chemical 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
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Safety Information

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

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

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