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

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.

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

References

[1] KARL RICKELS M.D. Ketazolam and Diazepam in Anxiety: A Controlled Study[J]. The Journal of Clinical Pharmacology, 1980, 20 10: 581-589. DOI: 10.1002/j.1552-4604.1980.tb01673.x
[2] K K KIM. Anxiolytic efficacy and safety of ketazolam compared with diazepam and placebo.[J]. Clinical therapeutics, 1980, 3 1: 9-14.
[3] A HIGGITT  M L  P Fonagy. The natural history of tolerance to the benzodiazepines.[J]. Psychological medicine. Monograph supplement, 1988, 13: 1-55. DOI: 10.1017/s0264180100000412

ketazolam(27223-35-4)Related Product Information

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