39998-52-2

Usage

Uses

Used in Public Health Measures:
1-Methyl-1H-imidazo[4,5-b]pyridine is a target for reduction or elimination in tobacco products as a public health measure. It is used as a reference substance for assessing the carcinogenic potential of tobacco smoke, and efforts are made to decrease its presence in tobacco products to mitigate the risk of cancer among smokers.
Used in Cancer Research:
In the field of cancer research, 1-Methyl-1H-imidazo[4,5-b]pyridine serves as a model compound for studying the mechanisms of carcinogenesis induced by tobacco-specific nitrosamines. It is used as a tool to investigate the molecular pathways and genetic alterations associated with tobacco-related cancers, aiding in the development of targeted therapies and preventive strategies.
Used in Regulatory Compliance:
1-Methyl-1H-imidazo[4,5-b]pyridine is utilized in the regulatory compliance industry for testing and monitoring the levels of carcinogenic substances in tobacco products. It is used as a benchmark for setting safety standards and guidelines to ensure that the levels of harmful chemicals in tobacco products are within acceptable limits, thereby protecting public health.

InChI:InChI=1/C7H7N3/c1-10-5-9-7-6(10)3-2-4-8-7/h2-5H,1H3

Upstream product

• 273-21-2 3H-imidazo[4,5-b]pyridine 
• 74-88-4 methyl iodide 
• 273-21-2 1H-Imidazo[4,5-b]pyridine 
• 67-56-1 methanol 
• 452-58-4 2,3-Diaminopyridine 

Downstream Products

• 178885-60-4 2-amino-1-methylimidazo[4,5-b]pyridine 

Relevant academic research and scientific papers

Supercritical methanol as solvent and carbon source in the catalytic conversion of 1,2-diaminobenzenes and 2-nitroanilines to benzimidazoles

Benzimidazoles and N-methylbenzimidazoles were synthesized by simply heating 1,2-diaminobenzenes in supercritical methanol over copper-doped porous metal oxides. These catalysts were derived from synthetic hydrotalcites that only contain earth-abundant starting materials. The carbon equivalents needed for the construction of the benzimidazole core originated from the solvent itself, which is known to undergo reforming to hydrogen and carbon monoxide through the formation of a formaldehyde intermediate. A variety of 1,2-diaminobenzenes were converted to the corresponding mixtures of benzimidazoles and N-methylated analogues in good yields. Interestingly, the more challenging, but readily available 2-nitroanilines, which require an additional reduction step prior to cyclization, could also be successfully converted to benzimidazoles in high selectivity. Furthermore, various other alcohols were applied besides methanol, to obtain 2-alkyl- and 1,2-dialkylbenzimidazoles. Preliminary mechanistic insights into the origins of N-alkylation as well as the reactivity of the nitro derivatives are discussed.

S-3578, A new broad spectrum parenteral cephalosporin exhibiting potent activity against both methicillin-resistant Staphylococcus aureus (MRSA) and Pseudomonas aeruginosa synthesis and structure-activity relationships

A series of 7-aminothiadiazolylcephalosporins having a 1-(substituted)-1H-imidazo[4,5-b]pyridinium group at the C-3′ position of the cephem nucleus were synthesized and evaluated for in vitro antibacterial activities. Among the cephalosporins prepared in

Photoinduced Double Proton Tautomerism in 4-Azabenzimidazole

The proton-transfer tautomerism of 4-azabenzimidazole (4ABI) mediated by hydrogen bonding formation has been studied in the ground as well as in the excited state by means of absorption and emission spectroscopies. Thermodynamics of self-association and hydrogen-bonded complexes in nonpolar solvents were obtained. Proton-transfer isomers of 4ABI have been determined by syntheses and spectral characterization of various 4ABI methyl derivatives. The 4ABI dimer and 1:1 4ABI/acetic acid complex possessing cyclic dual hydrogen bonds undergoes a fast excited-state double proton-transfer reaction, resulting in a proton-transfer tautomer emission. Surprisingly, however, the ESDPT is prohibited in the 4ABI/2-azacyclohexanone cyclic hydrogen-bonded complex. The results render the conclusion that photoinduced double proton transfer in the 4ABI hydrogen-bonded complex can be fine-tuned by its associated guest molecule, as further supported by the molecular modeling as well as ab initio calculations.