15965-54-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-methoxybenzimidazole is used as a key building block in the synthesis of various pharmaceuticals for its potential to contribute to the development of new drugs with antibacterial and antifungal properties. Its presence in the molecular structure of these drugs aids in targeting and treating a range of diseases.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-5-methoxybenzimidazole is utilized as an intermediate in the production of compounds that possess pesticidal properties, thereby helping to protect crops from bacterial and fungal infections, ensuring higher crop yields and quality.
Used in Organic Synthesis:
2-Chloro-5-methoxybenzimidazole is employed as an important intermediate in organic synthesis, where it serves as a precursor to a wide array of chemical compounds used in various applications, including but not limited to, the creation of new pharmaceutical entities and agrochemicals. Its versatility in synthesis allows for the exploration of its potential in treating a variety of diseases.

InChI:InChI=1/C8H7ClN2O/c1-12-5-2-3-6-7(4-5)11-8(9)10-6/h2-4H,1H3,(H,10,11)

Upstream product

• 2080-75-3 5-methoxy-1,3-dihydro-2H-benzoimidazol-2-one 
• 102-51-2 4-methoxy-1,2-phenylenediamine 

Downstream Products

• 253191-98-9 4-[1-(5-Methoxy-1H-benzoimidazol-2-yl)piperidin-4-ylamino]benzoic acid tert-butyl ester 
• 288384-91-8 2-chloro-5-hydroxybenzimidazole 
• 30458-48-1 5-methoxy-2-(4-methoxyphenyl)-1H-benzimidazole 

Relevant academic research and scientific papers

Method for preparing benzimidazole compound

The invention discloses a method for preparing a benzimidazole compound, namely 5-methoxyl-2-(4-methylpiperidine-1-yl)-1H-benzo[d]imidazole. The method comprises the following steps of using 5-methoxyl-2-nitroaniline as the initiating raw material, and performing reduction, loop closing, chloridizing and nucleophilic reaction, so as to obtain a target product. The compound is an important medicineintermediate.

Design, syntheses, and structure-activity relationships of novel NPY Y5 receptor antagonists: 2-{3-Oxospiro[isobenzofuran-1(3H),4′-piperidin]-1′-yl}benzimidazole derivatives

Design, syntheses, and structure-activity relationships of a novel class of 2-{3-oxospiro[isobenzofuran-1(3H),4′-piperidin]-1′-yl}benzimidazole NPY Y5 receptor antagonists are described. The benzimidazole structures were newly designed based on the urea linkage of our prototype Y5 receptor antagonists (2 and 3). By optimizing substituents on the benzimidazole core part of the lead compound 5a, we were able to develop a potent, orally available, and brain-penetrable Y5 selective antagonist (5k). Crown Copyright

4-(2-Pyridyl)piperazine-1-benzimidazoles as potent TRPV1 antagonists

A series of 4-(2-pyridyl)piperazine-1-benzimidazole analogues based on compound 1 was synthesized and evaluated for TRPV1 antagonist activity in capsaicin-induced (CAP) and pH 5.5-induced (pH) FLIPR assays in a human TRPV1-expressing HEK293 cell line. Potent TRPV1 antagonists were identified through SAR studies. From these studies, several antagonists were found, with IC50 values ranging from 32 nM to ～5000 nM. Among these, 11 [IC50 = 90 nM (CAP) and 104 nM (pH)] was further evaluated and found to be orally available in rats (F% = 19.7).