54705-80-5

Upstream product

• 624-84-0 formic acid hydrazide 
• 36985-45-2 8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one 
• 56137-31-6 8-chloro-4-hydrazino-1-phenyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one 
• 22316-55-8 N-desmethylclobazam 

Downstream Products

• 153901-40-7 6-phenyl-4H-<1,2,4>triazolo<4,3-a><1,5>benzodiazepine-5(6H)-thione 
• 55151-20-7 4-acetoxy-8-chloro-6-phenyl-4H-s-triazolo[4,3-a][1,5]benzodiazepin-5-one 
• 153901-53-2 8-Chloro-5-(4-methyl-piperazin-1-yl)-6-phenyl-6H-2,3,6,10b-tetraaza-benzo[e]azulene 
• 153901-52-1 8-Chloro-5-morpholin-4-yl-6-phenyl-6H-2,3,6,10b-tetraaza-benzo[e]azulene 
• 153901-47-4 [2-(8-Chloro-6-phenyl-6H-2,3,6,10b-tetraaza-benzo[e]azulen-5-ylsulfanyl)-ethyl]-dimethyl-amine 
• 153901-51-0 (8-Chloro-6-phenyl-6H-2,3,6,10b-tetraaza-benzo[e]azulen-5-yl)-dimethyl-amine 
• 153901-44-1 8-Chloro-5-methylsulfanyl-6-phenyl-6H-2,3,6,10b-tetraaza-benzo[e]azulene 

Relevant academic research and scientific papers

1,5-Benzodiazepines XI. 5-(Dialkylamino) or 5-(alkylthio) substituted 8-chloro-6-phenyl-6H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepines with anticonvulsant activity

The cyclocondensation of (dimethylamino)benzodiazepinones 3a,b with hydrazides yielded triazolobenzodiazepinones 4 which were treated with Lawesson's reagent to give thiolactams 5. The phase-transfer catalyzed (TEBA) alkylation of compounds 5 with suitabl

S-triazolo-1,5-benzodiazpine-4-ones

A s-triazolo-1,5-benzodiazepin-4-one selected from the group of compounds of the formulae: STR1 wherein Ro is hydrogen, alkyl of 1 to 3 carbon atoms, inclusive, hydroxy, hydroxymethyl, and STR2 in which R" and R'" are hydrogen or alkyl defined as above, or together STR3 is selected from the group consisting of pyrrolidino, piperidino, morpholino, and N-methylpiperazino; wherein R is hydrogen, alkyl of 1 to 3 carbon atoms, inclusive and STR4 in which R" and R'" are hydrogen or alkyl as defined above or together STR5 is defined as above; wherein R1 is hydrogen or methyl; wherein R2, R3, R4, and R5 are selected from the group consisting of hydrogen, alkyl alkyl defined as above, halogen, nitro, trifluoromethyl, and alkylthio in which alkyl is defined as above are produced from the corresponding 4-hydrazino-2H-1,5-benzodiazepines-2-ones of the formula (11A) STR6 wherein R1, R2, R3, R4, and R5 have the significance of above, with an acetic acid chloride or if Ro is hydrogen with ethyl ortho-formate, and heating to an elevated temperature to give the corresponding 4H-s-triazolo[4,3-a][1,5]benzodiazepin-5(6H)-one which by additional procedures can be converted to the various compounds presented by formula 111A. Compounds of formula 111B are best obtained by reacting a 4-thio-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione (1A) STR7 with a selected carbazate, followed by heating to an elevated level. Additional steps are necessary to synthesize the various compounds presented by formula 111B. The new compounds of formula 111A and 111B have tranquilizing and sedative activity.

1,5-Benzodiazepin-4-ones

Novel 1,5-benzodiazepin-4-one derivatives, bearing between the 1,2-positions a triazolo ring, as disclosed. These 1,2-triazolo-1,5-benzodiazepin-4-ones are useful as muscle-relaxant, anti-convulsant and sedative agents.