5400-75-9

Basic information

• Product Name: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE
• Synonyms: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE;5-METHYLBENZIMIDAZOLONE;1,3-Dihydro-5-methyl-2H-Benzimidazol-2-one;2H-Benzimidazol-2-one,1,3-dihydro-5-methyl-(9CI);5-Methyl-1H-benzimidazol-2(3H)-one;5-Methyl-2,3-dihydro-1H-benzimidazol-2-one;5-Methyl-1H-benzo[d]imidazol-2(3H)-one;5-Methylbenzoimidazol-2(3H)-one
• CAS NO: 5400-75-9
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.16
• Product Categories: BENZIMIDAZOLE
• Mol File: 5400-75-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 292 °C(Solv: ethanol (64-17-5))
• Boiling Point: 147.7°C at 760 mmHg
• Flash Point: 51.2°C
• Appearance: /
• Density: 1.201g/cm³
• Vapor Pressure: 4.36mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Room temperature.
• PKA: 12.26±0.30(Predicted)
• CAS DataBase Reference: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE(5400-75-9)
• EPA Substance Registry System: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE(5400-75-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5400-75-9(Hazardous Substances Data)

Usage

Uses

5-Methyl-1H-benzo[d]imidazol-2(3H)-one is used in the preparation and structure activity relations of benzimidazolone as activators of chloride secretion and design of potential therapeutics for cystic fibrosis and chronic obstructive pulmonary disease

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

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

Downstream Products

• 55327-67-8 1,3,5-trimethyl-1H-benzo[d]imidazol-2(3H)-one 
• 67521-01-1 6-acetyl-5-methylbenzimidazolin-2-one 
• 4887-94-9 2-chloro-6-methyl-1H-benzo[d]imidazole 
• 554-68-7 triethylamine hydrochloride 
• 14400-53-4 1,3-bis-(dichloro-fluoro-methylsulfanyl)-5-methyl-1,3-dihydro-benzoimidazol-2-one 
• 1453097-20-5 3-methyl-1-(5-methyl-1H-benzimidazol-2-yl)-4-[(4-phenylphenyl)methyl]-1H-pyrazol-5-ol 
• 1453097-24-9 4-[[4-(1,1-dimethylethyl)phenyl]methyl]-3-methyl-1-(5-methyl-1H-benzimidazol-2-yl)-1H-pyrazol-5-ol 
• 1453097-36-3 C₁₉H₁₇FN₄O 
• 1453097-19-2 4-[(4-chlorophenyl)methyl]-3-methyl-1-(5-methyl-1H-benzimidazol-2-yl)-1H-pyrazol-5-ol 
• 1453097-37-4 C₁₉H₁₇ClN₄O 
• 1453097-21-6 4-[(3,4-dichlorophenyl)methyl]-3-methyl-1-(5-methyl-1H-benzimidazol-2-yl)-1H-pyrazol-5-ol 
• 1453097-38-5 C₂₀H₂₀N₄O₂ 
• 1453097-22-7 C₂₀H₁₇F₃N₄O 
• 93102-21-7 2-hydrazinyl-5-methyl-1H-benzo[d]imidazole 

Relevant articles and documents

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.

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).