46992-58-9

Basic information

• Product Name: 5-chloro-2-(4-nitrophenyl)-1H-benzo[d]imidazole
• Synonyms: 5-chloro-2-(4-nitrophenyl)-1H-benzo[d]imidazole
• CAS NO: 46992-58-9
• Molecular Weight: 273.678
• Mol File: 46992-58-9.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 5-chloro-2-(4-nitrophenyl)-1H-benzo[d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-2-(4-nitrophenyl)-1H-benzo[d]imidazole(46992-58-9)
• EPA Substance Registry System: 5-chloro-2-(4-nitrophenyl)-1H-benzo[d]imidazole(46992-58-9)

Safety Data

• Hazardous Substances Data: 46992-58-9(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 39214-83-0 3-(4-nitrophenyl)isoxazol-5(4H)-one 

Relevant articles and documents

Synthesis, bioevaluation and docking studies of some 2-phenyl-1H-benzimidazole derivatives as anthelminthic agents against the nematode Teladorsagia circumcincta

Gastrointestinal nematode infections are the main diseases in herds of small ruminants. Resistance to the main established drugs has become a worldwide problem. The purpose of this study is to obtain and evaluate the in vitro ovicidal and larvicidal activity of some 2-phenylbenzimidazole derivatives on susceptible and resistant strains of Teladorsagia circumcincta. Compounds were prepared by known procedures from substituted o-phenylenediamines and arylaldehydes or intermediate sodium 1-hydroxyphenylmethanesulfonate derivatives. Egg Hatch Test (EHT), Larval Mortality Test (LMT) and Larval Migration Inhibition Test (LMIT) were used in the initial screening of compounds at 50 μM concentration, and EC50 values were determined for the most potent compounds. Cytotoxicity evaluation of compounds was conducted on human Caco-2 and HepG2 cell lines to calculate their Selectivity Indexes (SI). At 50 μM concentration, nine out of twenty-four compounds displayed more than 98% ovicidal activity on a susceptible strain, and four of them showed more than 86% on one resistant strain. The most potent ovicidal benzimidazole (BZ) 3 showed EC50 = 6.30 μM, for the susceptible strain, while BZ 2 showed the lowest EC50 value of 14.5 μM for the resistant strain. Docking studies of most potent compounds in a modelled Teladorsagia tubulin indicated an inverted orientation for BZ 1 in the colchicine binding site, probably due to its fair interaction with glutamic acid at codon 198, which could justify its inactivity against the resistant strain of T. circumcincta.

Bentonite clay: An efficient catalyst for the synthesis of 2-substituted benzimidazoles

Benzimidazoles have been reported to have a wide range of biological and therapeutic properties. For this reason a variety of methods for their synthesis has been described, following one of the two general routes: the coupling of o-phenylenediamine and c

Sonicated assisted synthesis of benzimidazoles, benzoxazoles and benzothiazoles in aqueous media

Ammonium nickel sulphate [(NH4)2SO4.NiSO4.6H2O] was found as a new catalyst to synthesis 2-aryl benzimidazole, 2-aryl benzothiazole and 2-aryl benzoxazole in aqueous media under sonication irradiation. The procedure is an eco-friendly, efficient and provides simple workup and good yield.