250651-52-6

Basic information

• Product Name: 1H-Imidazo[4,5-b]pyridine-2-methanol, -alpha--methyl- (9CI)
• Synonyms: 1H-Imidazo[4,5-b]pyridine-2-methanol, -alpha--methyl- (9CI)
• CAS NO: 250651-52-6
• Molecular Formula: C₈H₉N₃O
• Molecular Weight: 163.18
• Mol File: 250651-52-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Imidazo[4,5-b]pyridine-2-methanol, -alpha--methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazo[4,5-b]pyridine-2-methanol, -alpha--methyl- (9CI)(250651-52-6)
• EPA Substance Registry System: 1H-Imidazo[4,5-b]pyridine-2-methanol, -alpha--methyl- (9CI)(250651-52-6)

Safety Data

• Hazardous Substances Data: 250651-52-6(Hazardous Substances Data)

Usage

Molecular weight

162.19 g/mol The relative molecular mass of the compound, based on the atomic weights of the constituent elements.

Functional groups

Methanol and methyl group The compound contains a hydroxyl group (-OH) attached to a methanol group (-CH3OH) and a methyl group (-CH3) attached to the alpha carbon of the imidazole ring.

Stereochemistry

2D structure The compound has a two-dimensional structure, with the pyridine and imidazole rings being planar and fused together.

Physical state

Solid The compound is typically found as a solid at room temperature.

Applications

Pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs and compounds This highlights the compound's primary use in the development of new drugs and therapeutic agents.

Research value

Valuable for medicinal and research purposes, particularly in the development of novel drugs with potential therapeutic applications The unique structure and properties of the compound make it an important tool in the field of medicinal chemistry and drug discovery.

Use as a reagent

Organic synthesis for the preparation of various compounds with diverse functional groups The compound can be used as a reagent in organic synthesis, allowing for the preparation of a wide range of compounds with different functional groups.

Upstream product

• 452-58-4 2,3-Diaminopyridine 
• 849585-22-4 LACTIC ACID 
• 97-64-3 ethyl 2-hydroxypropionate 

Downstream Products

• 97640-15-8 2-imidazo[4,5-b]pyridinecarboxylic acid 
• 250651-53-7 2-acetylimidazo[4,5-b]pyridine 

Relevant articles and documents

Lithium bromide catalyzed solvent free method for synthesis of 2-substituted benzimidazoles and imidazopyridines

The first successful lithium bromide mediated solvent free condensation of arylenediamine and esters to obtain 2-substituted benzimidazole and imidazopyridine in good to excellent yields is described.

Synthesis and antitumor activity of new thiosemicarbazones of 2-acetylimidazo[4,5-b]pyridine

A number of thiosemicarbazones of 2-acetyl-imidazo[4,5-b]pyridine were prepared in order to investigate their in vitro antineoplastic activities. Three compounds: (i) 2-acetylimidazo[4,5-b]pyridin-4-tert-butyl-3-thiosemicarbazone [(A7), NSC674098], (ii) 2-acetylimidazo[4,5-e]pyridin-4-tert-butyl-3- thiosemicarbazone [(A9), NSC674099], (iii) 2-acetylimidazo[4,5-i] pyridin-4-cyclohexyl-3-thiosemicarbozone [(A11), NSC674101] showed remarkable activity against some of the cell lines tested. The Biological Evaluation Committee of N.C.I, determined that further secondary testing should be carried out (these compounds were tested against prostate cancer).

Synthesis and some reactions of 2-acetylimidazo[4,5-b]pyridine. Antituberculotic activity of the obtained compounds

2-Acetylimidazo[4,5-b]pyridine was prepared and its reactions with some aromatic amines and sulfur (Willgerodt-Kindler reaction), some aromatic aldehydes, some carboxylic acid hydrazides as well as thiourea were investigated. New imidazo[4,5-b]pyridine derivatives with different substituents in 2-position (N-arylthioamides, imines, α β-unsaturated ketones, hydrazido-hydrazones and aminothiazole) were obtained. Most of the synthesized compounds were tested in vitro for their antituberculotic activity.