124340-85-8

Basic information

• Product Name: 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)-
• Synonyms: 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)-;2-(Pyridin-2-yl)-1H-benzo[d]iMidazole-7-carboxylic acid;2-(pyridin-2-yl)-1H-benzo[d]imidazole-4-carboxylic acid
• CAS NO: 124340-85-8
• Molecular Formula: C₁₃H₉N₃O₂
• Molecular Weight: 239.23
• Product Categories: API intermediates
• Mol File: 124340-85-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)-(124340-85-8)
• EPA Substance Registry System: 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)-(124340-85-8)

Safety Data

• Hazardous Substances Data: 124340-85-8(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)- is a chemical compound with the molecular formula C16H11N3O2. It is commonly used as a building block for the synthesis of various pharmaceutical and agricultural chemicals, as well as in the production of dyes, pigments, and other organic compounds. 1H-Benzimidazole-7-carboxylic acid, 2-(2-pyridinyl)- is a heterocyclic aromatic compound containing both a benzene ring and an imidazole ring, as well as a pyridine ring, making it a versatile and important intermediate in organic synthesis. It is also known for its potential biological activities, such as anti-inflammatory and anti-cancer properties, making it a valuable compound for medicinal research and drug development.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 603-81-6 2,3-diaminobenzoic acid 
• 606-18-8 3-nitroanthranilic acid 
• 77326-45-5 2-carbamoyl-3-nitrobenzoic acid 
• 61063-11-4 2-Amino-3-nitrobenzoic acid,ethyl ester 
• 16533-45-2 ethyl 2-carboxy-3-nitrobenzoate 
• 136285-66-0 3-nitro-phthalic acid-1-ethyl ester-2-chloride 
• 124341-05-5 2-Azidocarbonyl-3-nitro-benzoic acid ethyl ester 
• 641-70-3 3-nitrophthalic acid anhydride 
• 603-11-2 3-nitrophthalic acid 

Downstream Products

• 1309042-20-3 (L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide 

Relevant articles and documents

Convenient method for the preparation of 2-aryl-1H-benzimidazole-4- carboxylic acids

The oxidative cyclization of 2,3-diaminobenzoic acid and aromatic aldehydes to give 2-aryl-1H-benzimidazole-4-carboxylic acids is reported. Moreover, three methods were compared in different perspectives from experimental manipulation to yield. Copyright

Dangling Carboxylic Group That Participates in O-O Bond Formation Reaction to Promote Water Oxidation Catalyzed by a Ruthenium Complex: Experimental Evidence of an Oxide Relay Pathway

Two mononuclear ruthenium(II) complexes of the types [Ru(trpy)(HL1)(OH2)]2+ (1Aq) and [Ru(trpy)(L2-κ-N2O)] (2) [where trpy = 2,2′:6′,2″-terpyridine, HL1 = 2-(2-pyridyl)benzimidazole, H2L2 = 2-(pyridin-2-yl)-1H-benzo[d]imidazole-4-carboxylic acid] have been synthesized and thoroughly characterized by analytical and spectroscopic [UV-vis, NMR, high-resolution mass spectrometry, and IR] techniques. Complex 1Aq has been further characterized by X-ray crystallography. In an acidic aqueous medium (pH 1), complex 2 undergoes carboxylate/water exchange readily to form an aqua-ligated complex, [Ru(trpy)(H2L2-κ-N2)(OH2)]2+ (2Aq), having a dangling carboxylic group. This exchange phenomenon has been followed by IR, 1H NMR, and UV-vis spectroscopic techniques. Electrochemical analyses of 1Aq and 2Aq (Pourbaix diagram) suggest the generation of a formal RuV=O species that can potentially promote the oxidation of water. A comparative study of the water oxidation activity catalyzed by 1Aq and 2Aq is reported here to see the effect of a dangling carboxylic group in the catalytic performance. Complex 2Aq shows an enormously higher rate of reaction than 1Aq. The pendant carboxylic group in 2Aq participates in an intramolecular O-O bond formation reaction with the reactive formal RuV=O unit to form a percarboxylate intermediate and provides an electron-deficient carbon center where water nucleophilic attack takes place. The isotope labeling experiment using 18O-labeled water verifies the attack of water at the carbon center of the carboxylic group rather than a direct attack at the oxo of the formal RuV=O unit. The present work provides experimental evidence of the uncommon functionality of the carboxylic group, the oxide relay, in molecular water oxidation chemistry.

Synthesis and biological evaluation of novel benzimidazole derivatives bearing a heterocyclic ring at 4/5 position

A series of novel benzimidazole derivatives bearing a heterocyclic ring as oxadiazole (21-32), thiadiazole (33-34), triazole (35-36) were synthesized and evaluated for their activities against Coxsackie virus B3 and B6 in Vero cells. Compounds 21-26, 31-36 with moieties of 2'-pyridyl, 3'-pyridyl and 4'-pyridyl at the 2-position and oxadiazoles, thiadiazole, or triazole substituent at the 4- or 5-position generally displayed activities against CVB3 and CVB6. Especially compound 24 (IC50 = 1.08 μg/mL, SI = 61.7 against CVB3) was the promising candidate as lead compound for anti-enteroviral drug. It was observed in the incorporation of heterocyclic rings in benzimidazole at the 5-position could enhance their biological activities.