59468-44-9

Usage

Uses

Used in Pharmaceutical Industry:
8-Chloro-6-(o-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid is used as an impurity in the production of Midazolam, an anesthetic, anticonvulsant, sedative, and hypnotic agent. Its presence in the manufacturing process of Midazolam is significant as it can impact the efficacy and safety of the final product. The management and control of this impurity are crucial to ensure the quality and effectiveness of Midazolam as a pharmaceutical compound.

InChI:InChI=1/C19H13ClFN3O2/c1-10-23-18(19(25)26)16-9-22-17(12-4-2-3-5-14(12)21)13-8-11(20)6-7-15(13)24(10)16/h2-8H,9H2,1H3,(H,25,26)

Upstream product

• 59468-42-7 8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid methyl ester 

Downstream Products

• 63177-04-8 8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid cyclopropylamide 
• 63177-03-7 8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid anilide 
• 59468-79-0 [8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepin-3-yl]-carbamic acid methyl ester 
• 59468-80-3 [8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepin-3-yl]-carbamic acid benzyl ester 
• 59467-70-8 Midazolam 
• 59469-74-8 8-chloro-6-(2-fluorophenyl)-1-methyl-6H-imidazo<1,5-a><1,4>benzodiazepine 
• 59467-94-6 midazolam maleate 
• 59467-96-8 8-Chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a][1,4]benzodiazepine dihydrochloride 
• 59467-96-8 midazolam hydrochloride 
• 59468-77-8 1-[8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carbonyl]-pyrrolidine 
• 59468-95-0 8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid amide 
• 59469-64-6 N-[8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepin-3-yl]-acetamide 
• 59468-94-9 8-chloro-6-(2-fluoro-phenyl)-1-methyl-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylic acid 2-dimethylamino-ethylamide 

Relevant academic research and scientific papers

Process for the preparation of imidazodiazepine intermediates

The present invention relates to a process for the synthesis of a compound having formula XI, from a compound of formula X.

Imidazodiazepines and processes therefor

Novel Imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. An especially preferred genus included within the purview of the invention encompasses a compound of the formula STR1 wherein R1 is hydrogen and lower alkyl preferably methyl; R3 and R5 are hydrogen; R4 is hydrogen, nitro and halogen, most preferably, chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof, R6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably, halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R2 is hydrogen and lower alkyl.

Intermediates for the production of imidazobenzodiazepines

Novel intermediates of the formula STR1 wherein X and Y are hydrogen, halogen or trifluoromethyl and R1 is hydrogen or lower alkyl are presented. Also disclosed is a process leading to the intermediates and their conversion to imidazobenzodiazepines, compounds of pharmacological activity.