103748-25-0

Usage

Structure

A derivative of benzimidazole with a chloro group and a methyl group attached to the benzimidazole ring

Classification

Heterocyclic aromatic organic compound

Functional groups

Amine, chloro, and methyl groups

Applications

Building block in the synthesis of pharmaceuticals and other organic compounds

Biological and pharmacological properties

May have various properties due to its unique structure

Interest

Research and development in the pharmaceutical and chemical industries

Registry number

9CI (Chemical Abstracts Service Registry Number)

InChI:InChI=1/C8H8ClN3/c1-12-7-3-2-5(9)4-6(7)11-8(12)10/h2-4H,1H3,(H2,10,11)

Upstream product

• 103748-20-5 (Z)-3-Chloro-10-methyl-9,10-dihydro-8H-7-thia-5,10-diaza-benzocycloocten-6-ylamine; hydrochloride 
• 103748-08-9 Methanesulfonic acid 2-[(4-chloro-2-nitro-phenyl)-methyl-amino]-ethyl ester 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 59681-66-2 4-chloro-1-N-methylbenzene-1,2-diamine 
• 15950-17-1 4-chloro-N-methyl-2-nitroaniline 
• 89-61-2 2,5-dichloronitrobenzene 
• 103748-12-5 2-(4chloro-N-methyl-2-nitranilino)ethanol 
• 103748-15-8 (4-Chloro-2-nitro-phenyl)-methyl-(2-thiocyanato-ethyl)-amine 

Downstream Products

• 120625-25-4 N-(5-Chloro-1-methyl-1H-benzoimidazol-2-yl)-4-methyl-benzamide 
• 120625-24-3 N-(5-Chloro-1-methyl-1H-benzoimidazol-2-yl)-benzamide 
• 120625-26-5 N-(5-Chloro-1-methyl-1H-benzoimidazol-2-yl)-4-methoxy-benzamide 

Relevant academic research and scientific papers

A facile synthesis of 2-aminobenzoxazoles and 2-aminobenzimidazoles using N -cyano- N -phenyl- P -toluenesulfonamide (NCTS) as an efficient electrophilic cyanating agent

A facile synthesis of 2-aminobenzoxazole and 2-aminobenzimidazole derivatives employing a nonhazardous electrophilic cyanating agent: N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) with various substituted 2-aminophenols and benzene-1,2-diamine derivatives in the presence of lithium hexamethyldisilazide (LiHMDS) is described. This novel protocol boasts operational simplicity, shorter reaction time, and simple workup.

Discovery of 2-iminobenzimidazoles as potent hepatitis C virus inhibitors with a novel mechanism of action

In this report we describe 2-iminobenzimidazole (IBI) analogs, identified during the course of a phenotypic high-throughput screening campaign, as novel hepatitis C virus (HCV) inhibitors. A series of IBI derivatives was synthesized and evaluated for their inhibitory activity against infectious HCV. Among the IBIs derivatives studied in this work, we identified promising compounds with high antiviral efficacy, high selectivity index and good microsomal stability. Noteworthy, the IBI series exhibited inhibitory activity on early and late steps of the viral cycle, but not in the HCV replicon system demonstrating a mechanism of action distinct from clinical-stage and approved anti-HCV drugs. Overall, our results suggest that IBIs are predestinated for further exploration as lead compounds for novel HCV interventions.

BENZOXADIAZOCINES, BENZOTHIADIAZOCINES AND BENZOTRIAZOCINES-V; THE SYNTHESIS OF SOME 2-AMINO-6-METHYL- AND 2-AMINO-6-PHENYL-5,6-DIHYDRO-4H-3,1,6-BENZOTHIADIAZOCINES

A method is described for the synthesis of hydrochlorides of some type 8 title compounds in which the nucleophilicity of N-2 is reduced or completely lost so as to prevent ring contraction reactions and, as a result, making these compounds comparatively s