59467-62-8

Usage

Uses

Used in Pharmaceutical Industry:
7-Chloro-5-(2-fluorophenyl)-2-(N-nitrosomethylamino)-3H-1,4-benzodiazepine is used as a benzodiazepine intermediate for the preparation of Midazolam (M343000). It is essential in the synthesis process due to its structural properties that facilitate the formation of the final drug product. Midazolam is a short-acting benzodiazepine that is widely used for its sedative, anxiolytic, amnestic, muscle relaxant, and anticonvulsant effects.
As a chemical intermediate, 7-Chloro-5-(2-fluorophenyl)-2-(N-nitrosomethylamino)-3H-1,4-benzodiazepine contributes to the development of medications that help manage various conditions, including anxiety disorders, insomnia, seizures, and procedures requiring sedation. Its role in the pharmaceutical industry is vital for the production of effective and safe therapeutic agents.

InChI:InChI=1/C16H12ClFN4O/c1-22(21-23)15-9-19-16(11-4-2-3-5-13(11)18)12-8-10(17)6-7-14(12)20-15/h2-8H,9H2,1H3

Upstream product

• 59467-61-7 7-chloro-5-(2-fluorophenyl)-3H-1,4-benzodiazepine-2-methylamine 
• 2886-65-9 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one 
• 1645-32-5 7-chloro-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepine-2-thione 

Downstream Products

• 677352-33-9 7-chloro-2-(ethylthio)-5-(2-fluorophenyl)-3H-1,4-benzodiazepine 
• 819793-75-4 8?chloro?6?(2?fluorophenyl)?3?(4?toluenesulfonyl)?4H?imidazo[1,5?a][1,4]benzodiazepine 
• 28910-91-0 flualprazolam 
• 944321-55-5 8-chloro-6-(2-fluorophenyl)-4H-imidazo[1,2-a][1,4]benzodiazepine 
• 819793-80-1 8?chloro?6?(2?fluorophenyl)?1?methyl?3?(4?toluenesulfonyl)?4H?imidazo[1,5?a][1,4]benzodiazepine 
• 59467-70-8 Midazolam 

Relevant academic research and scientific papers

8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine for forensic science, preparation method therefor and application of 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine

The invention discloses 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine with a structure represented by a formula shown in the description. A preparation method for the8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine comprises the following steps: (1) synthesizing a compound B from a compound A; (2) synthesizing a compound C from the compound B; and (3) synthesizing the 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine compound D from the compound C. Shown by application researches on the 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine, the prepared 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine can be applied to reference materials for detection and identification work of organs of public security. The technical scheme of the invention achieves the following beneficial technical effects that an optimal synthesis route for synthesizing the 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine is optimized; the target object, i.e., the 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine is separated and purified, and thus, the purity of the 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine reaches 99% or more; and the prepared 8-chloro-6-(2-fluorophenyl)-1-methyl-4H-[1,2,4]triazolbenzo[1,4]benzodiazepine can directly serve as a reference substance for the detection and identification work of the organs of public security.

Reactions of 1,4-benzodiazepinic N-nitrosoamidines with tosylmethyl isocyanide: A novel synthesis of midazolam

Reaction of 1,4-benzodiazepinic N-nitrosoamidines, used as synthetic equivalents of imidoyl chlorides, with the monoanion of tosylmethyl isocyanide is described. The process gives entry to 3-(4-tosyl)imidazo[1,5-a][1,4] benzodiazepines, compounds which have not been described yet in the literature. These systems can be derivatized to the corresponding trisubstituted 1,4-benzodiazepines by alkylation or acylation of the imidazole ring. These new heterocyclic derivatives are potentially useful in the field of medicinal chemistry. In addition, midazolam 3, the anesthetic properties of which are well established, can be easily prepared in one step by desulfonylation of compound 7a.