380177-22-0

Basic information

• Product Name: 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI)
• Synonyms: 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI);(5-chloro-1-Methyl-1H-benzo[d]iMidazol-2-yl)Methanol;(5-chloro-1-methyl-1H-benzimidazol-2-yl)methanol
• CAS NO: 380177-22-0
• Molecular Formula: C9H9ClN2O
• Molecular Weight: 196.63356
• Product Categories: BENZIMIDAZOLE
• Mol File: 380177-22-0.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI)(380177-22-0)
• EPA Substance Registry System: 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI)(380177-22-0)

Safety Data

• Hazardous Substances Data: 380177-22-0(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI) is used as a research chemical for [application reason], such as studying its chemical properties, reactivity, or potential interactions with other compounds. Its unique structure and substitution patterns make it a valuable subject for scientific investigation.
Used in Chemical Reactions:
In the chemical industry, 1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI) is used as a reactant or intermediate in the synthesis of other compounds, taking advantage of its specific functional groups and reactivity.
Used in Pharmaceutical Research:
1H-Benzimidazole-2-methanol,5-chloro-1-methyl-(9CI) is used as a starting material or building block in the development of new pharmaceutical agents, given its potential to be modified or incorporated into more complex molecules with therapeutic properties.

Upstream product

• 6953-65-7 (5-chloro-1H-benzo [d]imidazol-2-yl)methanol 
• 74-88-4 methyl iodide 
• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 79-14-1 glycolic Acid 
• 59681-66-2 4-chloro-1-N-methylbenzene-1,2-diamine 
• 15950-17-1 4-chloro-N-methyl-2-nitroaniline 

Downstream Products

• 1357162-30-1 C₂₀H₁₇ClN₂O₃ 
• 1357162-39-0 C₂₀H₁₇ClN₂O₃ 
• 156212-80-5 5-chloro-1-methyl-1H-benzimidazole-2-carbaldehyde 

Relevant articles and documents

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.

Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity

A novel curcumin mimic library (14a-14h and 15a-15h) possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7) or (E)-4-(3-hydroxy-4- methoxyphenyl)but-3-en-2-one (13) with diversely substituted benzimidazolyl-2-carbaldehyde (12a-12h). The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound 14c with IC50 of 1.0 and 1.9 μM has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, respectively, and that compound 15h with IC50 of 1.9 μM has a strong inhibitory effect on the growth of MCF-7 cancer cells.

Synthesis and antiprotozoal activity of novel 1-methylbenzimidazole derivatives

In this paper are reported the synthesis and antiprotozoal activity in vitro of 24 1-methylbenzimidazole derivatives (13-36) substituted at position 2 with aminocarbonyl, N-methylaminocarbonyl, N,N-dimethylaminocarbonyl, ethoxycarbonyl, 1-hydroxyethyl and acetyl groups, some of them with chlorine atoms at the benzenoid ring. Compounds 13-36 were more active than metronidazole, the choice drug against Giardia intestinalis and most of them against Trichomonas vaginalis. The most active group of compounds for both parasites was that with a 2-ethoxycarbonyl group (16, 22, 28, 34), independently of the substitution pattern at the benzenoid ring.

INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME

The invention relates to compounds of the formula (I) and to pharmaceutically acceptable salts, solvates, prodrugs and metabolites thereof, wherein W, Z, R1and R2, are as defined herein. The invention also relates to methods of treating Hepatitis C virus in mammals by administering the compounds of formula (I), and to pharmaceutical compositions for treating such disorders, which contain the compounds of formula (I). The invention also relates to methods of preparing the compounds of formula (I).