54485-85-7

Upstream product

• 59010-35-4 1,3-Dioxo-2-isoindolineacetic Acid, <methylene>hydrazine 
• 27610-14-6 3-amino-6-chloro-3,4-dihydro-4-hydroxy-4-phenylquinazoline 
• 6780-38-7 N-phthaloylglycine chloride 

Downstream Products

• 54042-42-1 N-<<4-(2-Benzoyl-4-chlorophenyl)-5-(hydroxymethyl)-4H-1,2,4-triazol-3-yl>methyl>phthalimide 
• 54042-46-5 N-[4-(2-benzoyl-4-chloro-phenyl)-5-(dimethylamino-methyl)-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide 
• 62893-27-0 N-[4-(2-benzoyl-4-chloro-phenyl)-5-bromo-4H-[1,2,4]triazol-3-ylmethyl]-phthalimide 
• 39667-62-4 1-bromo-8-chloro-6-phenyl-1H-s-triazolo<4,3-a><1,4>benzodiazepine 
• 37115-43-8 8-chloro-1-hydroxymethyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine 
• 37115-32-5 adinazolam 

Relevant academic research and scientific papers

Novel synthesis of the pharmacologically important 1-substituted-6-phenyl-4H-s-triazolo[4,3-α][1,4]benzodiazepines

Several 6-phenyl-4H-s-triazolo[4,3-α][1,4]benzodiazepines have useful biological activity both in experimental animals and in man. This manuscript describes a novel synthesis of these compounds from intermediates that do not have a pre-formed benzodiazepine ring system.

Process for the production of 1-aminomethyl-6-phenyl-4h-s-triazolo-[4,3-a][1]benzodiazepines and intermediates

A multistep process for the production of a compound of the formula V: SPC1 wherein R' and R" are alkyl of 1 to 3 carbon atoms, inclusive or together EQU1 is pyrrolidino, piperidino, 4-methylpiperazino or morpholino; and wherein the rings A and B are unsubstituted, or substituted by one or more substituents selected from the group consisting of fluoro, chloro, bromo, nitro and trifluoromethyl, which comprises treating an equivalent of a compound of formula 1: SPC2 Wherein rings A and B are defined as above, with 2 equivalents of an α-phthalimido acetyl halide in an inert organic solvent to obtain a 1,3-dioxo-2-isoindolineacetic acid, [[N-(2-benzoylphenyl)-1,3-dioxo-2-isoindolineacetamido]methylene]hydrazide II which when treated with trifluoroacetic acid gives compound III; treating compound III with a dialkylmethyleneammonium chloride in an inert organic solvent to obtain a 2-[3-(dialkylamino)methyl-5-(phthalimidomethyl)-4H-1,2,4-triazol-4-yl]benzophenone IV and treating IV with hydrazine in an alkanol to obtain a compound V above. Also claimed are the intermediates II and IV. The 1-aminomethyltriazolobenzodiazepine compounds (V) are used for treatment of anxieties and/or depressions in mammals and birds.