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camazepam

Product Name
camazepam
CAS No.
36104-80-0
Chemical Name
camazepam
Synonyms
B-5333;Albego;SB-5833;KTH-497;camazepam;dl-CaMazepaM;RaceMic CaMazepaM;camazepam USP/EP/BP;PXBVEXGRHZFEOF-UHFFFAOYSA-N;Dimethylcarbamic acid 7-chloro-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl ester
CBNumber
CB1910627
Molecular Formula
C19H18ClN3O3
Formula Weight
371.82
MOL File
36104-80-0.mol
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camazepam Property

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
pka
2.21±0.50(Predicted)
color 
White to Off-White
Stability:
Light Sensitive
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Safety

RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
LD50 in mice, rats (mg/kg): 970, >4000 orally (Ferrini)
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Hazard and Precautionary Statements (GHS)

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camazepam Chemical Properties,Usage,Production

Originator

Albego,Simes,Italy,1977

Uses

Anxiolytic. Controlled substance (depressant).

Definition

ChEBI: Camazepam is a benzodiazepine.

Manufacturing Process

A 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 Function

Anxiolytic

camazepam Preparation Products And Raw materials

Raw materials

Preparation Products

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camazepam Suppliers

36104-80-0, camazepamRelated Search:


  • 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
  • PXBVEXGRHZFEOF-UHFFFAOYSA-N
  • camazepam
  • Carbamic acid, N,N-dimethyl-, 7-chloro-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl ester
  • camazepam USP/EP/BP
  • 36104-80-0
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals