20443-38-3

Basic information

• Product Name: 5-Chloro-2-chloromethyl-1H-benzoimidazole
• Synonyms: 5-Chloro-2-chloromethyl-1H-benzoimidazole;5-Chloro-2-(chloromethyl)-1H-benzimidazole;5-Chloro-2-(chloromethyl)-1H-benzo[d]imidazole;6-CHLORO-2-(CHLOROMETHYL)-1H-BENZIMIDAZOLE;1H-BenziMidazole, 6-chloro-2-(chloroMethyl)-;5-Chloro-2-chloromethylbenzimidazole
• CAS NO: 20443-38-3
• Molecular Formula: C₈H₆Cl₂N₂
• Molecular Weight: 201.05
• EINECS: 604-604-1
• Mol File: 20443-38-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 140 °C
• Boiling Point: 404.6 °C at 760 mmHg
• Flash Point: 230.9 °C
• Appearance: /
• Density: 1.492g/cm³
• Vapor Pressure: 2.19E-06mmHg at 25°C
• Refractive Index: 1.686
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.78±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-chloromethyl-1H-benzoimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-chloromethyl-1H-benzoimidazole(20443-38-3)
• EPA Substance Registry System: 5-Chloro-2-chloromethyl-1H-benzoimidazole(20443-38-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 20443-38-3(Hazardous Substances Data)

Usage

General Description

"5-Chloro-2-chloromethyl-1H-benzoimidazole" is a chemical compound that belongs to the benzoimidazole family. It is a derivative of benzoimidazole with a chlorine atom at the 5th position and a chloromethyl group at the 2nd position. 5-Chloro-2-chloromethyl-1H-benzoimidazole is used in various industrial and pharmaceutical applications, mainly as an intermediate in the synthesis of other chemicals. It has also been studied for its potential biological activities, including its antifungal and antibacterial properties. However, it is important to handle this compound with care, as it may pose hazards to human health and the environment.

InChI:InChI=1/C8H6Cl2N2/c9-4-8-11-6-2-1-5(10)3-7(6)12-8/h1-3H,4H2,(H,11,12)

Upstream product

• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 79-11-8 chloroacetic acid 
• 6953-65-7 (5-chloro-1H-benzo [d]imidazol-2-yl)methanol 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 79-04-9 chloroacetyl chloride 
• 89-63-4 4-Chloro-2-nitroaniline 
• 39811-06-8 (5-chloro-1⁽³⁾H-benzimidazol-2-yl)-methanol; hydrochloride 

Downstream Products

• 1535200-63-5 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-6-phenylpyrimidin-4-ol 
• 1535200-45-3 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-6-phenyl-N-(p-tolyl)pyrimidin-4-amine 
• 1535200-46-4 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-N-(4-methoxyphenyl)-6-phenylpyrimidin-4-amine 
• 1535200-48-6 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-N-(4-fluorophenyl)-6-phenylpyrimidin-4-amine 
• 1535200-50-0 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-N-(4-chlorophenyl)-6-phenylpyrimidin-4-amine 
• 1535200-52-2 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-6-phenyl-N-(3-(trifluoromethyl)phenyl)pyrimidin-4-amine 
• 1622873-83-9 2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-N-(2-methoxyphenyl)-6-phenylpyrimidin-4-amine 
• 1622873-84-0 ethyl 4-((2-(((5-chloro-1H-benzo[d]imidazol-2-yl)methyl)thio)-6-phenylpyrimidin-4-yl)amino)benzoate 
• 1535200-64-6 5-chloro-2-(((4-chloro-6-phenylpyrimidin-2-yl)thio)methyl)-1H-benzo[d]imidazole 
• 1380517-51-0 C₂₄H₁₆ClN₇OS 
• 1380517-57-6 C₂₅H₁₇BrClN₇OS 
• 1380517-53-2 C₂₅H₁₈ClN₇OS 
• 1380517-55-4 C₂₄H₁₅BrClN₇OS 
• 1221962-63-5 N-[(5-chloro-2-benzimidazolyl)methyl]-N-4-(chlorophenyl)glycine 

Relevant articles and documents

Synthesis of Benzimidazole-Fused Medium-Sized N,S-Heterocycles via Palladium-Catalyzed Cyclizations

The synthesis of unprecedented benzimidazole-fused thiazocines, thiazonines, and thiazecines having an exocyclic double bond is reported. The process proceeds through an 8-, 9-, or 10-exo-dig cyclocarbopalladation followed by reduction. The scope and limitations were established and showed the importance of the precursor structure for the success of the reaction. A competition between the exo-dig and the endo-dig cyclization was observed for two substrates bearing an N-homopropargyl chain, the endo-cyclization leading to rarely encountered 10- and 11-membered N,S-heterocycles with a trans-endocyclic double bond. X-ray structures of three products were obtained by co-crystallization with fumaric acid and show the twisted structures of these molecules.

NOVEL BENZIMIDAZOLE BASED EGFR INHIBITORS

The present invention disclosed a novel EGFR inhibitor compound of formula (I), process for preparation thereof and methods of treating abnormal cell growth in mammals by administering the compounds of formula (I). Wherein, R= -H, 3-CH3, 4-NO2, 4-Cl, 2-CH3, 4-CH3, 4-Br, 4-F R1= -H, -4-OCH3, -4-NO2,-2-NO2, -4-Cl, -2,4,6-CH3, -4-CH3, -2-F,4-Br, -4-CF3, -4-S-CH3, -4-Cl,-3-CF3, -3-S-CH3, -3,5-CF3, -2-S-CH3, -3-CF3,-4-OCF3, -Si-(CH3)3, -Si-(C2H5)3, (CH3)2-Si- C2H5.

Multicomponent cascade reaction: Dual role of copper in the synthesis of 1,2,3-triazole tethered benzimidazo[1,2-a]quinoline and their photophysical studies

One-pot synthesis of 1,2,3-triazole tethered benzimidazo[1,2-a]quinolines through a multi-component reaction is demonstrated. The domino/cascade reaction proceeds via click reaction, in which 1,2,3-triazole motif augment methylene group reactivity/N-C bond formation/Knoevenagel condensation in sequence. Overall one C-C bond and three C-N bonds are formed in a single step. In addition, photophysical properties of these new compounds were studied and compound 5u emerged as good fluorogenic substrate with quantum yield ～0.21.