74114-62-8

Upstream product

• 18931-78-7 N-(2-chloro-4-methylphenyl)acetamide 
• 2486-71-7 4-amino-3-chlorobenzoic acid 
• 75-36-5 acetyl chloride 
• 615-65-6 2-chloro-4-methyl-benzenamine 
• 556-08-1 p-(acetylamino)benzoic acid 

Downstream Products

• 207992-38-9 N-allyl-2-chloro-4-cyanoacetanilide 
• 53312-88-2 N-(2-chloro-4-cyanophenyl)acetamide 
• 3460-23-9 N-(4-bromo-2-chlorophenyl)acetamide 
• 2486-71-7 4-amino-3-chlorobenzoic acid 

Relevant academic research and scientific papers

Inhibitors of caspases

The present invention relates to novel classes of compounds which are caspase inhibitors, in particular interleukin-1β converting enzyme (“ICE”) inhibitors. This invention also relates to pharmaceutical compositions comprising these compounds. The compounds and pharmaceutical compositions of this invention are particularly well suited for inhibiting caspase activity and consequently, may be advantageously used as agents against interleukin-1-(“IL-1”), apoptosis-, interferon-γ inducing factor-(IGIF), or interferon-γ-(“IFN-γ”) mediated diseases, including inflammatory diseases, autoimmune diseases, destructive bone disorders, proliferative disorders, infectious diseases, and degenerative diseases. This invention also relates to methods for inhibiting caspase activity and decreasing IGIF production and IFN-γ production and methods for treating interleukin-1, apoptosis-, and interferon-γ-mediated diseases using the compounds and compositions of this invention. This invention also relates to methods of preparing the compounds of this invention.

Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides

The electrochemically induced radical cyclization of N-allyl-2-chloroacetanilides to form N-acetyl-2,3-dihydroindoles has been demonstrated where the phenyl ring contains an electron withdrawing substituent such as cyano. Cyclization of N-allyl-2-chloroacetanilide was successful in the presence of (E)-stilbene as electron transfer agent yielding 1-acetyl-3-methyl-2,3-dihydroindole. Indirect electrochemical reduction of N-cinnamyl-2-chloroacetanilide leads mainly to cleavage of the cinnamyl group and only a low yield of N-acetyl-3-benzyl-2,3-dihydroindole was obtained. Acta Chemica Scandinavica 1998.

SYNTHESIS AND STRUCTURE OF MONOCHLORO DERIVATIVES OF 2-(4-AMINOPHENYL)-5(6)-AMINOBENZIMIDAZOLE

Methods for the production of the monochloro derivatives of 2-(4-aminophenyl)-5(6)-aminobenzimidazole from chloronitrobenzanilides or by the condensation of 1,2,4-triaminobenzene with chloroaminobenzoic acid were investigated.It was established that the nitration of o-chlorobenzanilides takes place selectively in a mixture of acetic acid, acetic anhydride, and chloroform, while the nitration of 4(7)- or 5(6)-chlorobenzimidazoles takes place in sulfuric acid.The effect of the chlorine atoms and the nitro (amino) group on the IR and PMR spectra of the benzanilides and benzimidazoles is determined by their mutual position and by the position in relation of the amide bridge or the condensed imidazole ring.Analysis of the PMR spectra of the chlorodiaminophenylbenzimidazoles indicated that the amino group was localized at position 6 of the benzimidazole ring.

SYNTHESIS OF p-AMINOBENZOIC ACID AND ITS HALOGEN DERIVATIVES BY LIQUID-PHASE CATALYTIC OXIDATION OF N-ACYLATED p-TOLUIDINES

By the liquid-phase catalytic oxidation of N-acetyl-p-toluidine and its halogen derivatives with oxygen at atmospheric pressure the corresponding N-acetyl-p-aminobenzoic acids were obtained with yields of 95 - 97 molepercent.