16865-11-5

Basic information

• Product Name: 2,5,6-TRICHLORO-1H-BENZIMIDAZOLE
• Synonyms: 2,5,6-trichloro-1H-benzo[d]imidazole;2,5,6-trichloro-1H-1,3-benzodiazole;Benzimidazole, 2,5,6-trichloro-;2,5,6-TRICHLORO-1H-BENZIMIDAZOLE;1H-Benzimidazole, 2,5,6-trichloro-;2,5,6-Trichlorobenzimidazole
• CAS NO: 16865-11-5
• Molecular Formula: C₇H₃Cl₃N₂
• Molecular Weight: 221.47
• Mol File: 16865-11-5.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 399.3 °C at 760 mmHg
• Flash Point: 227.6 °C
• Appearance: /
• Density: 1.691g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 6.87±0.10(Predicted)
• CAS DataBase Reference: 2,5,6-TRICHLORO-1H-BENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5,6-TRICHLORO-1H-BENZIMIDAZOLE(16865-11-5)
• EPA Substance Registry System: 2,5,6-TRICHLORO-1H-BENZIMIDAZOLE(16865-11-5)

Safety Data

• Hazardous Substances Data: 16865-11-5(Hazardous Substances Data)

Usage

General Description

2,5,6-TRICHLORO-1H-BENZIMIDAZOLE, also known as Albendazole (ABZ), is a benzimidazole anthelmintic drug used to treat a variety of parasitic worm infestations in humans and animals. It works by interfering with the metabolism of parasites, thereby inhibiting their growth and reproduction. This chemical is effective against a wide range of parasites, including tapeworms, roundworms, hookworms, and whipworms. It is often used in the treatment of gastrointestinal infections caused by these parasites and is considered to be a broad-spectrum anthelmintic. Additionally, 2,5,6-TRICHLORO-1H-BENZIMIDAZOLE has also shown potential anti-cancer and antifungal properties in some studies. However, it should be used under the guidance of a healthcare professional due to potential side effects and drug interactions.

Upstream product

• 2033-29-6 5,6-dichloro-1,3-dihydrobenzoimidazol-2-one 
• 7440-44-0 pyrographite 
• 142356-39-6 5,6-dichlorobenzimidazole-2-sulfonic acid 
• 5348-42-5 4,5-Dichloro-1,2-phenylenediamine 
• 530-62-1 1,1'-carbonyldiimidazole 
• 19462-98-7 5,6-dichloro-2,3-dihydro-1H-1,3-benzodiazole-2-thione 
• 18672-03-2 2-amino-5,6-dichlorobenzimidazole 

Downstream Products

• 142372-26-7 1-benzyl-2,5,6-trichlorobenzimidazole 
• 173461-06-8 1-(2-Benzyloxy-1-benzyloxymethyl-ethoxymethyl)-2,5,6-trichloro-1H-benzoimidazole 
• 173460-80-5 1-(2-Benzyloxy-ethoxymethyl)-2,5,6-trichloro-1H-benzoimidazole 
• 226703-35-1 2,5,6-trichloro-1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)benzimidazole 
• 142356-57-8 2,5,6-trichloro-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)benzimidazole 
• 62908-78-5 2,5,6-trichloro-1-β-D-ribofuranosyl-1H-benzimidazole 
• 142372-15-4 2,5,6-Trichloro-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)benzimidazole 
• 1073558-67-4 8-(5,6-dichloro-1H-benzimidazol-2-yl)-3-phenyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one 
• 1268713-06-9 N-(cyclohexylmethyl)-1-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)piperidine-4-carboxamide 
• 1268709-74-5 N-cyclopentyl-1-(5,6-dichloro-1-phenyl-1H-benzo[d]imidazol-2-yl)piperidine-4-carboxamide 
• 1268709-65-4 N-cyclopentyl-1-(5,6-dichloro-1-(1-phenylethyl)-1H-benzo[d]imidazol-2-yl)piperidine-4-carboxamide 
• 1268712-25-9 (R)-1-(5,6-dichloro-1-p-tolyl-1H-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide 
• 1268710-95-7 (R)-1-(5,6-dichloro-1-(3-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide 
• 1268710-29-7 1-(1-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5,6-dichloro-1H-benzo[d]imidazol-2-yl)-N-cyclopentylpiperidine-4-carboxamide 

Relevant articles and documents

An improved large-scale preparation of benzimidazole-2-sulfonic acids and 2-chlorobenzimidazoles

An improved method for the preparation of benzimidazole-2-sulfonic acids from 2-mercaptobenzimidazoles has been developed which utilizes aqueous sodium percarbonate. 2-chlorobenzimidazoles were obtained in high yield from the corresponding sulfonic acids upon reaction with PCl5 in POCl3 on a gram-mole scale.

Discovery of a Selective Aurora A Kinase Inhibitor by Virtual Screening

Here we report the discovery of a selective inhibitor of Aurora A, a key regulator of cell division and potential anticancer target. We used the atom category extended ligand overlap score (xLOS), a 3D ligand-based virtual screening method recently developed in our group, to select 437 shape and pharmacophore analogs of reference kinase inhibitors. Biochemical screening uncovered two inhibitor series with scaffolds unprecedented among kinase inhibitors. One of them was successfully optimized by structure-based design to a potent Aurora A inhibitor (IC50 = 2 nM) with very high kinome selectivity for Aurora kinases. This inhibitor locks Aurora A in an inactive conformation and disrupts binding to its activator protein TPX2, which impairs Aurora A localization at the mitotic spindle and induces cell division defects. This phenotype can be rescued by inhibitor-resistant Aurora A mutants. The inhibitor furthermore does not induce Aurora B specific effects in cells.

PIPERIDINYL BENZOIMIDAZOLE DERIVATIVES AS MPGES-1 INIHIBITORS

A compound of formula (I) as well as pharmaceutically acceptable salts thereof, and a pharmaceutical composition comprising the compound. The compound is useful for the treatment of disorder selected from inflammatory diseases, pain, auto-immune disease, breathing disorders, fever, cancer, inflammation related anorexia, overactive bladder, familial adenomatous polyposis (FAP) condition, neurodegenerative diseases, bone diseases and cardiovascular diseases.