82230-53-3

Usage

InChI:InChI=1/C18H17ClN2O2/c1-11-7-13-9-16(22-2)17(23-3)10-15(13)18(21-20-11)12-5-4-6-14(19)8-12/h4-6,8-10H,7H2,1-3H3

Upstream product

• 104278-22-0 2-(acetonyl)-3'-(chloro)-4,5-di-(methoxy)-benzophenone 
• 776-99-8 3,4-dimethoxyphenylacetone 
• 535-80-8 3-chlorobenzoate 
• 866252-52-0 4,5-dimethoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 15964-79-1 methyl (3,4-dimethoxyphenyl)acetate 
• 474070-11-6 C₁₇H₁₄Cl₂N₂O₂ 
• 917-54-4 methyllithium 
• 474055-25-9 C₁₈H₁₇ClO₅ 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 

Downstream Products

• 90140-67-3 3-Acetyl-1-(3-chlorphenyl)-4,5-dihydro-7,8-dimethoxy-4-methylen-3H-2,3-benzodiazepin 
• 90140-68-4 3-Acetyl-1-(3-chlorphenyl)-7,8-dimethoxy-4-methyl-3H-2,3-benzodiazepin 

Relevant academic research and scientific papers

Facile synthesis of 2,3-benzodiazepines using one-pot two-step phosphate-assisted acylation-hydrazine cyclization reactions

Here, we report new methodology for synthesizing 2,3-benzodiazepines and their analogues by means of phosphate-assisted acylation reaction of 1-arylpropan-2-ones with a carboxylic acid followed by hydrazine cyclization in a one-pot two-step manner. An unp

Synthesis of 2,3-benzodiazepines and 2,3-benzodiazepin-4-ones from arynes and β-diketones

2,3-Benzodiazepines were synthesized by two-step or one-pot reactions from aryne precursors. Reaction of 2- (trimethylsilyl)aryl triflates with β-diketones in the presence of CsF gave ortho-substituted benzophenones. Treatment of benzophenones with hydrazine hydrate resulted in the formation of 2,3-benzodiazepines in moderate yields. Tofisopam, a well known anxiolytic, could be synthesized via C-C bond insertion of 3,4-dimethoxybenzyne with 2-ethyl-1-(3,4-dimethoxyphenyl)butane-1,3-dione, followed by the reaction with hydrazine hydrate in one-pot operation. 2,3-Benzodiazepin-4-ones were also synthesized by the reaction of β-keto esters with triflates in the presence of CsF, followed by the addition of hydrazine hydrate. Substituted isoquinolines were synthesized by the reaction of ortho-substituted benzophenones with ammonium hydroxide.

One-pot synthesis of 2,3-benzodiazepines from arynes and β-diketones

Novel one-pot synthesis of 2,3-benzodiazepines from aryne precursors was accomplished. Tofisopam, well-known anxiolytics, could be synthesized via C-C bond insertion of 4,5-dimethoxybenzyne with 2-ethyl-1-(3,4-dimethoxyphenyl)- butane-1,3-dione, followed by the reaction with hydrazine hydrate in a one-pot operation. This protocol is applicable to the synthesis of other biologically active 2,3-benzodiazepines, such as Girisopam and Nerisopam.

New PDE4 inhibitors based on pharmacophoric similarity between papaverine and tofisopam

Pharmacophoric comparison between papaverine and tofisopam led to identify three new series of microto sub-micromolar inhibitors of phosphodiesterase-4, including 7,8-dialkoxy-2,3-benzodiazepin-4-one derivatives, 7,8-dialkoxy-1,4- benzodiazepin-2-one derivatives, and dialkoxybenzophenone derivatives.

Process for the preparation of high-purity 1-(3-chloro-phenyl)-4-methyl-7,8-dimethoxy-5H-2,3-benzodiazepine

The invention relates to a process for the preparation of 1-(3-chlorophenyl)-4-methyl-7,8-dimethoxy-5 H-2,3-benzodiazepine of formula (I) STR1 in high purity and in a quality suitable for pharmaceutical purposes. According to the invention the reaction of

5H-2,3-Benzodiazepine derivatives

New 5H-2,3-benzodiazepine derivatives of the formula STR1 wherein R is phenyl having a trifluoromethyl or halogen substituent, R1 is methyl, R2 is hydrogen, R3 is methoxy and R4 is methoxy, and the pharmaceutica