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ketazolam

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
ketazolam Structure
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
Toxicitycat,LD50,intraperitoneal,3900mg/kg (3900mg/kg),Medicamentos de Actualidad. Vol. 16, Pg. 293, 1980.
MSDS Information
ketazolam Usage And Synthesis
DescriptionBenzodiazepines 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.
OriginatorAnxon,Beecham,UK,1980
UsesA psychotropic benzodiazepine derivative with hypnotic and anxiolytic properties. Controlled Substance.
DefinitionChEBI: Ketazolam is a benzodiazepine.
Manufacturing ProcessA 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 FunctionAntianxiety
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 Preparation Products And Raw materials
Raw materialsAcetyl ketene
Tag:ketazolam(27223-35-4) Related Product Information
ketazolam N-Methyl 4-chloro-2-(methoxymethyl)aniline 4-Acetyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine (3-chlorophenyl)(phenyl)methylamine (R,S)-1,3,4,5-TETRAHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE HYDROCHLORIDE 1-METHYL-5-PHENYL-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE N-DIPHENYLMETHYLACRYLAMIDE 2-amino-5-chloro-diphenyl methanol 4,5-DIHYDRO-1H-BENZO[E][1,4]DIAZEPIN-2(3H)-ONE 2-AMINOBENZHYDROL 2-(AMINOMETHYL)-4-CHLORO-N-METHYLBENZENAMINE 2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE 7-CHLORO-2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE

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