174422-14-1

Basic information

• Product Name: 2-(4-Chloro-phenyl)-1H-benzimidazole-5-carboxylic acid
• Synonyms: 2-(4-Chloro-phenyl)-1H-benzimidazole-5-carboxylic acid;2-(4-chlorophenyl)-1H-1,3-benzodiazole-5-carboxylic acid;2-(4-Chloro-phenyl)-1H-benzoimidazole-5-carboxylic acid
• CAS NO: 174422-14-1
• Molecular Formula: C₁₄H₉ClN₂O₂
• Molecular Weight: 272.69
• Mol File: 174422-14-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(4-Chloro-phenyl)-1H-benzimidazole-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Chloro-phenyl)-1H-benzimidazole-5-carboxylic acid(174422-14-1)
• EPA Substance Registry System: 2-(4-Chloro-phenyl)-1H-benzimidazole-5-carboxylic acid(174422-14-1)

Safety Data

• Hazardous Substances Data: 174422-14-1(Hazardous Substances Data)

Usage

Derivative of benzimidazole

The compound is based on the benzimidazole structure, which is a significant structural component.

Contains a carboxylic acid functional group

The presence of this functional group gives the compound specific chemical properties and reactivity.

Used in pharmaceutical research and drug development

The compound has potential pharmacological properties, making it a valuable tool in the development of new drugs.

Potential applications in the treatment of various diseases and conditions

The compound's properties may make it useful in treating a range of health issues.

Valuable tool in medicinal chemistry

The compound's structure and properties make it a useful building block in the design and synthesis of new drugs.

Used as a standard or reference compound

The compound may be used as a benchmark or comparison in analytical chemistry and biochemistry studies.

Upstream product

• 4971-56-6 tetrahydrofuran-2,4-dione 
• 104-88-1 4-chlorobenzaldehyde 
• 619-05-6 3,4-diaminobenzoic acid 
• 46175-04-6 sodium (4-chlorophenyl)(hydroxy)methanesulfonate 

Downstream Products

• 1259500-83-8 4''-O-(2-(4-chlorophenyl)-1H-benzimidazole-5-carbonyl)hydrazinecarbonylclarithromycin 
• 773795-91-8 2-(4-Chloro-phenyl)-1H-benzoimidazole-5-carbonyl chloride 

Relevant articles and documents

Fast and efficient method for the synthesis of 2-arylbenzimidazoles using MCM-41-SO3H

Nanosized MCM-41-SO3H material based on ordered mesoporous silica gel with covalently attached sulfonic acid groups was synthesized and used as acid catalyst for green synthesis of 2-substituted benzimidazole derivatives. Echofriendly protocol, short reaction times, easy and quick isolation of the products, and excellent yields are the main advantages of this procedure. Copyright by Walter de Gruyter.

Microwave-assisted multi-component reaction in water leading to highly regioselective formation of benzo[f]azulen-1-ones

Microwave-assisted three-component reaction has been established for the regioselective synthesis of benzo[f]azulen-1-ones. The reaction was performed in aqueous media under microwave irradiation by using readily available and inexpensive starting materials. A total of 38 examples were examined to show a broad substrate scope and good overall yields (70-89%). The present new synthesis shows attractive green chemistry characteristics, such as the use of water as reaction media, concise one-pot conditions, short reaction periods (7-24 min), easy work-up/purification, and reduced waste production without the use of any strong acids or metal promoters.

Synthesis and antibacterial activity of novel 4″-O-benzimidazolyl clarithromycin derivatives

Novel 4″-O-benzimidazolyl clarithromycin derivatives were designed, synthesized and evaluated for their in vitro antibacterial activities. These benzimidazolyl derivatives exhibited excellent activity against erythromycin-susceptible strains better than the references, and some of them showed greatly improved activity against erythromycin-resistant strains. Compounds 16 and 17, which have the terminal 2-(4-methylphenyl)benzimidazolyl and 2-(2-methoxyphenyl)benzimidazolyl groups on the C-4″ bishydrazide side chains, were the most active against erythromycin-resistant Staphylococcus pneumoniae expressing the erm gene and the mef gene. In addition, compound 17 exhibited the highest activity against erythromycin-susceptible S. pneumoniae ATCC49619 and Staphylococcus aureus ATCC25923 as well. It is worth noting that the 4″-O-(2-aryl)benzimidazolyl derivatives show higher activity against erythromycin-susceptible and erythromycin-resistant strains than the 4″-O-(2-alkyl)benzimidazolyl derivatives.