| Identification | Back Directory | [Name]
camazepam | [CAS]
36104-80-0 | [Synonyms]
Albego
B-5333
KTH-497
SB-5833
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
N,N-DiMethylcarbaMic Acid 7-Chloro-2,3-dihydro-1-Methyl-2-oxo-5-phenyl-
1H-1,4-benzodiazepin-3-yl Ester
Carbamic acid, N,N-dimethyl-, 7-chloro-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl ester | [EINECS(EC#)]
252-866-6 | [Molecular Formula]
C19H18ClN3O3 | [MOL File]
36104-80-0.mol | [Molecular Weight]
371.82 |
| Chemical Properties | Back Directory | [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 Data | Back Directory | [RIDADR ]
3249 | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [Toxicity]
LD50 in mice, rats (mg/kg): 970, >4000 orally (Ferrini) |
| Hazard Information | Back Directory | [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 |
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