camazepam

camazepam Basic information
Product Name:camazepam
Synonyms:Albego;B-5333;Dimethylcarbamic acid 7-chloro-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl ester;KTH-497;SB-5833;dl-CaMazepaM;N,N-DiMethylcarbaMic Acid 7-Chloro-2,3-dihydro-1-Methyl-2-oxo-5-phenyl- 1H-1,4-benzodiazepin-3-yl Ester;RaceMic CaMazepaM
CAS:36104-80-0
MF:C19H18ClN3O3
MW:371.82
EINECS:252-866-6
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:36104-80-0.mol
camazepam Structure
camazepam Chemical Properties
Melting point 173-174°
Boiling point 568.3±50.0 °C(Predicted)
density 1.2902 (rough estimate)
refractive index 1.6470 (estimate)
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka2.21±0.50(Predicted)
color White to Off-White
Stability:Light Sensitive
Safety Information
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III
ToxicityLD50 in mice, rats (mg/kg): 970, >4000 orally (Ferrini)
MSDS Information
camazepam Usage And Synthesis
OriginatorAlbego,Simes,Italy,1977
UsesAnxiolytic. Controlled substance (depressant).
DefinitionChEBI: Camazepam is a benzodiazepine.
Manufacturing ProcessA suspension of 100 g of 7-chloro-5-phenyl-1-methyl-3-hydroxy-1,3-dihydro- 2H-1,4-benzodiazepin-2-one in 700 ml of anhydrous pyridine, kept stirred between 0°C and +5°C, is slowly treated, during 20 to 30 minutes, with 54.5 ml phenyl chlorocarbonate. The temperature is gradually allowed to rise to 20°-25°C and stirring is maintained at this temperature during 24 hours.
2 l of water are then slowly added (during about 30 minutes) and stirring is maintained during 1 hour. The precipitate which has been formed is collected on a filter, washed thoroughly with water, dried in a vacuo at 50°C and recrystallized by dissolving it at 60°C in 1,400 ml dioxane, the solution thus obtained being evaporated under reduced pressures to one-half of its volume, and 1,700 ml of ligroin (BP 80°C to 120°C) being added thereto.
7-chloro-5-phenyl-1-methyl-3-phenoxycarbonyloxy-1,3-dihydro-2H-1,4- benzodiazepin-2-one is thus obtained, with a melting point of 162°C to 164°C.
A suspension of 45 g 3-phenoxycarbonyloxy-1-methyl-7-chloro-5-phenyl-1,3- dihydro-2H-1,4benzodiazepin-2-one in 450 ml methanol is treated with stirring, with 43 ml of a solution of dimethylamine in methanol (containing 31 g dimethylamine in 100 ml). Stirring is maintained at 20°C to 25°C during 5 hours. The reaction mixture is filtered, and the filtrate is diluted with 450 ml water. The precipitate thus formed, is 3-(N,N-dimethylcarbamoyloxy)-1- methyl-7-chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, which is collected on a filter, dried and recrystallized from ethyl acetate, and has a melting point of 173°C to 174°C.
Therapeutic FunctionAnxiolytic
camazepam Preparation Products And Raw materials
Raw materials4-Benzodiazepine-2-One
camazepam 3-HYDROXY-5-PHENYL-1,3-DIHYDRO-BENZO[E][1,4]DIAZEPIN-2-ONE OXAZEPAM TEMAZEPAM

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