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27223-35-4

27223-35-4 Structure

27223-35-4 Structure
IdentificationBack Directory
[Name]

ketazolam
[CAS]

27223-35-4
[Synonyms]

Anxon
Loftran
Unakalm
Anseren
U-28774
Ansieten
ketazolam
NSC 338158
ketazolam USP/EP/BP
Ketazolam (1.0mg/ml in Acetonitrile)
11-chloro-2,8-dimethyl-12b-phenyl-6H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7-dione
11-Chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione
4H-[1,3]Oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione, 11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-
[EINECS(EC#)]

248-346-3
[Molecular Formula]

C20H17ClN2O3
[MOL File]

27223-35-4.mol
[Molecular Weight]

368.81
Chemical PropertiesBack Directory
[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)
Safety DataBack Directory
[RIDADR ]

3249
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Toxicity]

cat,LD50,intraperitoneal,3900mg/kg (3900mg/kg),Medicamentos de Actualidad. Vol. 16, Pg. 293, 1980.
Hazard InformationBack Directory
[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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