Medazepam 10mg

Medazepam, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-1H-1,4-benzodiazepine (5.1.40), has been suggested to be synthesized in various ways. The first is the reduction of the carbonyl group in diazepam (5.1.2) by lithium aluminum hydride.

The second way of making medazepam consists of the initial reduction of the carbonyl group by lithium aluminum hydride into 7-chloro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one (5.1.1)—the first intermediate product in the synthesis of diazepam—which is synthesized by the cyclocondensation of 2-amino-5-chlorobenzophenone with glycine ethyl ester into 7-chloro-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepine (5.1.41), and the subsequent methylation of the secondary amine nitrogen atom of the resulting product by methyliodide, using sodium hydride as a base.

The third method of making medazepam consists of a new way of making 7-chloro-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepine (5.1.41), which consists in heterocyclization of 1-(2,5-dichlorophenyl)-1-phenylimine with ethylenediamine. The starting 1-(2,5-dichlorophenyl)-1-phenylimine (5.1.42) is synthesized by the reaction of 2,5-dichloroben-zonitrile with phenylmagnesiumbromide.

Finally, a method of making medazepam from 4-chloro-N-methylaniline is suggested. The last is reacted with ethyleneimine in the presence of aluminum chloride, giving N-(4-chlorophenyl)-N-methylethylenediamine (5.1.43). Acylation of the resulting product with benzoyl chloride gives the respective amide (5.1.44), which cyclizes into the desired medazepam (5.1.40) using phosphorous oxychloride.

Various modifications of the described methods have been suggested [46,47]. Medazepam is a daytime tranquilizer. It exhibits an anxiolytic, myorelaxant, and anticonvulsant action. This drug relieves the feeling of worry, restores emotional calmness, and has a stabilizing effect on the vegetative nervous system. Medazepam is used in neurosis, psychopathy accompanied by excitement, stress, elevated irritability, insomnia, and functional neurosis of the cardiovascular system. Synonyms for this drug are nobrium, tranquirax, azepamid, and others.