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

Safety

RIDADR 

3249

HazardClass 

6.1(b)

PackingGroup 

III

Toxicity

LD50 in mice, rats (mg/kg): 970, >4000 orally (Ferrini)

Hazard and Precautionary Statements (GHS)

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