1562664-70-3

Upstream product

• 1285429-13-1 N-(3,5-dimethylbenzyl)-2-nitroaniline 
• 1562666-50-5 2-amino-1-(3,5-dimethylbenzyl)aniline 
• 27129-86-8 1-bromomethyl-3,5-dimethylbenzene 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 1562664-78-1 2-{[1-(3,5-dimethylbenzyl)-1H-benzimidazol-2-yl]sulfanyl}-N-2-chlorophenylacetamide 
• 1562664-89-4 2-{[1-(3,5-dimethylbenzyl)-1H-benzimidazol-2-yl]sulfanyl}-N-2-bromophenylacetamide 
• 1562665-08-0 2-{[1-(3,5-dimethylbenzyl)-1H-benzimidazol-2-yl]sulfanyl}-N-2-nitrophenyl acetamide 
• 1562665-34-2 C₂₅H₂₄ClN₃OS 
• 1562665-45-5 C₂₆H₂₄ClN₃O₃S 
• 1562665-61-5 2-{[1-(3,5-dimethylbenzyl)-1H-benzimidazol-2-yl]sulfanyl}-N-[2-chloro-4-(methylsulfonyl)phenyl]acetamide 
• 1562665-86-4 2-{[1-(3,5-dimethylbenzyl)-1H-benzimidazol-2-yl]sulfanyl}-N-(2-chloro-4-sulfamoylphenyl)acetamide 

Relevant academic research and scientific papers

Synthesis of 2-Alkoxy/Thioalkoxy Benzo[d]imidazoles and 2-Thione Benzo[d]imidazoles via a Phase-Based, Chemoselective Reaction

2-Alkoxy/thioalkoxy benzo-[d]-imidazole and 2-thione benzo-[d]-imidazole libraries were constructed in solution phase and on solid phase, respectively. The key step in this work is the phase-based chemoselective reaction of the 2-mercaptobenzo-[d]-imidazole intermediate with benzyl chloride (solution phase) and Merrifield resin (solid phase). In the solution-phase case, benzyl chloride reacted with the thiol group of 2-mercaptobenzo-[d]-imidazole, whereas in the solid-phase case, Merrifield resin was introduced at an internal amine group of benzo-[d]-imidazole. To afford the desired 2-alkoxy/thioalkoxy benzo-[d]-imidazole analogues, we used various alkyl halides, alcohols, and thiols in solution phase, and to obtain 2-thione benzo-[d]-imidazole derivatives on solid phase, we used diverse alkyl halides and boronic acids. Finally, to measure the drug potential to be orally active and the molecular diversity in three-dimensional (3D) space, we calculated physicochemical properties and displayed energy-minimized 3D structures. As a result, the libraries from solution phase and solid phase show distinct features in physicochemical properties and skeletal diversities in 3D space.

Design and synthesis of N1-aryl-benzimidazoles 2-substituted as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

A series of novel N1-aryl-2-arylthioacetamido-benzimidazoles were synthesized and evaluated as inhibitors of human immunodeficiency virus type-1 (HIV-1). Some of them proved to be effective in inhibiting HIV-1 replication at submicromolar and nanomolar concentration acting as HIV-1 non-nucleoside RT inhibitors (NNRTIs), with low cytotoxicity. The preliminary structure-activity relationship (SAR) of these new derivatives was discussed and rationalized by docking studies.