Camazepam

camazepam Chemische Eigenschaften,Einsatz,Produktion Methoden

• Originator

  Albego,Simes,Italy,1977

• Verwenden

  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 Upstream-Materialien And Downstream Produkte

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