156144-42-2

Basic information

• Product Name: 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE
• Synonyms: 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE;1H-Benzimidazole,2-(chloromethyl)-5-fluoro-(9CI);1H-BenziMidazole, 2-(chloroMethyl)-6-fluoro-;2-Chloromethyl-6-fluoro-1H-benzoimidazole;6-fluoro-1H-benzo[d]iMidazole;2-(chloromethyl)-6-fluoro-1H-Benzimidazole
• CAS NO: 156144-42-2
• Molecular Formula: C₈H₆ClFN₂
• Molecular Weight: 184.6
• Product Categories: BENZIMIDAZOLE
• Mol File: 156144-42-2.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE(156144-42-2)
• EPA Substance Registry System: 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE(156144-42-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 156144-42-2(Hazardous Substances Data)

Usage

General Description

2-(chloromethyl)-6-fluoro-1H-benzo[d]imidazole is a chemical compound with the molecular formula C8H6ClFN2. It is a chloromethyl-substituted benzoimidazole derivative that contains a fluorine atom. 2-(CHLOROMETHYL)-6-FLUORO-1H-BENZO[D]IMIDAZOLE is used in the pharmaceutical industry as a building block for the synthesis of various biologically active molecules. It may also have potential applications in the field of medicinal and agrochemicals. The chloromethyl group present in the compound makes it highly reactive and versatile for various chemical transformations. It is important to handle this compound with caution and adhere to safety protocols due to its potential hazardous nature.

Upstream product

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• 39811-07-9 (5-fluoro-1H-benzimidazole-2-yl)methanol 

Relevant articles and documents

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.

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.

Synthesis and evaluation of selected benzimidazole derivatives as potential antimicrobial agents

A library of 53 benzimidazole derivatives, with substituents at positions 1, 2 and 5, were synthesized and screened against a series of reference strains of bacteria and fungi of medical relevance. The SAR analyses of the most promising results showed that the antimicrobial activity of the compounds depended on the substituents attached to the bicyclic heterocycle. In particular, some compounds displayed antibacterial activity against two methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentrations (MICs) comparable to the widely-used drug ciprofloxacin. The compounds have some common features; three possess 5-halo substituents; two are derivatives of (S)-2-ethanaminebenzimidazole; and the others are derivatives of one 2-(chloromethyl)-1Hbenzo[ d]imidazole and (1H-benzo[d]imidazol-2-yl)methanethiol. The results from the antifungal screening were also very interesting: 23 compounds exhibited potent fungicidal activity against the selected fungal strains. They displayed equivalent or greater potency in their MIC values than amphotericin B. The 5-halobenzimidazole derivatives could be considered promising broad-spectrum antimicrobial candidates that deserve further study for potential therapeutic applications.