5400-75-9

Usage

Uses

Used in Pharmaceutical Industry:
5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE is used as a chemical intermediate for the synthesis of benzimidazolone derivatives. These derivatives have been investigated for their potential as activators of chloride secretion, which is a crucial process in the regulation of fluid balance in the lungs. This property makes them promising candidates for the development of therapeutics targeting cystic fibrosis and chronic obstructive pulmonary disease (COPD).
In the context of cystic fibrosis, these benzimidazolone derivatives can potentially help alleviate the symptoms associated with the disease by promoting chloride secretion, which in turn can lead to the reduction of mucus viscosity and improved lung function. Similarly, for patients with COPD, these compounds may contribute to the management of the disease by improving the overall respiratory function.
Furthermore, the structure-activity relationship (SAR) of benzimidazolone derivatives is an essential aspect of research in this field. Understanding the relationship between the chemical structure of these compounds and their biological activities can guide the design and optimization of more effective therapeutics for cystic fibrosis and COPD.

InChI:InChI=1/C8H8N2O/c1-5-2-3-6-7(4-5)10-8(11)9-6/h2-4H,1H3,(H2,9,10,11)

Upstream product

• 62573-36-8 N-(4-methyl-2-nitro-phenyl)-glycine 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 27231-36-3 5-methyl-2-benz-1,3-imidazoline-2-thione 

Downstream Products

• 67521-01-1 6-acetyl-5-methylbenzimidazolin-2-one 
• 4887-94-9 2-chloro-6-methyl-1H-benzo[d]imidazole 
• 87243-44-5 2,4-dinitrophenylhydrazone of 6,7-ureylene-3,5-dimethylindan-1-one 
• 554-68-7 triethylamine hydrochloride 
• 14400-53-4 1,3-bis-(dichloro-fluoro-methylsulfanyl)-5-methyl-1,3-dihydro-benzoimidazol-2-one 
• 4887-94-9 2-chloro-5-methyl-1H-1,3-benzimidazole 
• 1453097-57-8 C₁₈H₁₆N₄O 
• 1453097-59-0 C₂₃H₁₈N₄O 
• 1453097-13-6 1-(5-methyl-1H-benzimidazol-2-yl)-3-methyl-4-(phenylmethyl)-1H-pyrazol-5-ol 
• 93102-21-7 2-hydrazinyl-5-methyl-1H-benzo[d]imidazole 
• 1453097-22-7 C₂₀H₁₇F₃N₄O 
• 1453097-38-5 C₂₀H₂₀N₄O₂ 
• 1453097-21-6 4-[(3,4-dichlorophenyl)methyl]-3-methyl-1-(5-methyl-1H-benzimidazol-2-yl)-1H-pyrazol-5-ol 
• 1453097-37-4 C₁₉H₁₇ClN₄O 

Relevant academic research and scientific papers

OXIDATION OF 2-MERCAPTOBENZOHETERAZOLES BY DIMETHYLDIOXIRANE. A NEW METHOD FOR A SYNTHESIS OF C-2 SUBSTITUTED BENZIMIDAZOLE, BENZOXAZOLE, AND BENZOTHIAZOLE DERIVATIVES

New and efficient reactions in which 2-mercaptobenzoheterazoles are selectively converted by dimethyldioxirane, under mild experimental conditions, to several C-2 substituted benzoimidazole, benzoxazole, and benzothiazole derivatives are reported.

Reactions of hydroxylamines with ethyl cyanoformate. Preparation of aminonitrones and their synthetic applications

The reaction of hydroxylamines with ethyl cyanoformate 1 leads to the formation of carbethoxyamino nitrones. 2. UV spectroscopy provided information that suggested the nitrone structure for these compounds in solution. X-ray analysis of 2a confirmed that it exists entirely in the nitrone form in the solid state. These nitrones are shown to be excellent starting materials for a variety of nitrogen containing compounds, namely, imidazoles, benzimidazoles, benzimidazolones, oxadiazolones, N-arylamidines and quinoxalone.

o-Nitroaniline Derivatives. Part 9. Benzimidazole N-Oxides Unsubstituted at N-1 and C-2

Since previous routes to the title compounds (1) have proved unsatisfactory as general methods, a simple new synthesis has been devised.N-Cyanomethyl-o-nitroanilines (5) are cyclised in basic media, giving 2-cyanobenzimidazole N-oxides (12) in good yield.Hydrolysis of these products with hydrochloric acid gives, directly, the title compounds as their hydrochloride salts (13), which may be isolated and purified, and which give the free N-oxides (1) by treatment with aqueous ammonia followed by evaporation. o-Nitrophenylglycine esters (4) may satisfactorily replace the nitriles (5) in certain cases.A modification of this kind in the related nitropyridylglycine series leads to 3H-imidazolpyridine 1-oxide (20).