27080-53-1

Basic information

• Product Name: 1H-BENZIMIDAZOLE, 4-METHOXY-
• Synonyms: 1H-BENZIMIDAZOLE, 4-METHOXY-;1H-Benzimidazole,4-methoxy-(9CI);4-METHOXY-1H-BENZIMIDAZOLE;7-methoxy-1H-Benzimidazole;4-methoxy-1H-benzo[d]imidazole
• CAS NO: 27080-53-1
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.16192
• Product Categories: BENZIMIDAZOLE;pharmacetical
• Mol File: 27080-53-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 168 °C
• Boiling Point: 390.2°Cat760mmHg
• Flash Point: 141.7°C
• Appearance: /
• Density: 1.244g/cm³
• Vapor Pressure: 6.07E-06mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.94±0.30(Predicted)
• CAS DataBase Reference: 1H-BENZIMIDAZOLE, 4-METHOXY-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-BENZIMIDAZOLE, 4-METHOXY-(27080-53-1)
• EPA Substance Registry System: 1H-BENZIMIDAZOLE, 4-METHOXY-(27080-53-1)

Safety Data

• Hazardous Substances Data: 27080-53-1(Hazardous Substances Data)

Usage

General Description

1H-BENZIMIDAZOLE, 4-METHOXY- is a chemical compound with the molecular formula C8H8N2O. It is a derivative of benzimidazole, which is a heterocyclic aromatic organic compound. The "4-methoxy" in its name indicates that it has a methoxy group (CH3O-) attached to the fourth carbon atom in the benzimidazole ring. 1H-BENZIMIDAZOLE, 4-METHOXY- has potential applications in research, pharmaceuticals, and organic synthesis due to its unique chemical structure and properties. It may be used in the development of new drugs, dyes, or other organic compounds with specific functions or properties. Overall, 1H-BENZIMIDAZOLE, 4-METHOXY- is a versatile chemical that has the potential for various practical and scientific applications.

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

Upstream product

• 37466-89-0 3-methoxybenzene-1,2-diamine 
• 64-19-7 acetic acid 
• 33235-48-2 N³-benzyl-4-methoxybenzimidazole 
• 16554-45-3 2-methoxy-6-nitroaniline 
• 603-85-0 2-Amino-3-nitrophenol 
• 141-53-7 sodium formate 
• 64-18-6 formic acid 

Downstream Products

• 67021-83-4 4-hydroxy-1H-benzimidazole 
• 1314324-75-8 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3,4-dimethylbenzenesulfonamide 
• 1314324-79-2 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3,4-dimethoxybenzenesulfonamide 
• 1314324-81-6 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-chloro-4-methylbenzenesulfonamide 
• 1314324-84-9 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-nitro-4-methylbenzenesulfonamide 
• 1314324-85-0 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3,5-dichloro-4-hydroxylbenzenesulfonamide 
• 1314324-88-3 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-4-trifluoromethoxybenzenesulfonamide 
• 1314324-90-7 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-trifluoromethoxybenzenesulfonamide 
• 1314324-91-8 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-fluoro-4-methylbenzenesulfonamide 
• 1314324-92-9 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-fluoro-4-methoxybenzenesulfonamide 
• 1314324-95-2 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3-methyl-4-bromobenzenesulfonamide 
• 1314324-97-4 N-(4-methoxy-1H-benzo[d]imidazol-7-yl)-3,4,5-trimethoxybenzenesulfonamide 
• 1314324-98-5 N-(4-methoxyphenyl)-(4-methoxy-1H-benzo[d]imidazole)-7-sulfonamide 
• 1314324-99-6 N-(3,4-dimethoxyphenyl)-(4-methoxy-1H-benzo[d]imidazole)-7-sulfonamide 

Relevant articles and documents

Entropy Versus Enthalpy Controlled Temperature/Redox Dual-Triggered Cages for Selective Anion Encapsulation and Release

New C3-symmetric imidazole ligands were designed with phosphine and phosphine oxide linkers (LP and LPO, respectively) to demonstrate a dual-triggered dynamic closed coordination cage. Both LP and LPO

Deprotection of N-benzylbenzimidazoles and N-benzylimidazoles with triethylsilane and Pd/C

The benzyl group is a protecting group for benzimidazoles and imidazoles that can survive acidic, basic, oxidizing, and reducing conditions. Deprotection, however, can require vigorous and potentially non-chemoselective methods. The triethylsilane–Pd/C reduction system is an exceptionally mild, convenient, and efficient method for deprotecting N-benzylbenzimidazoles that are unsubstituted at the 2- and 4-positions as well as suitably substituted N-benzylimidazoles.

Synthesis and cytotoxic evaluation of N-(4-methoxy-1H-benzo[d]imidazol-7- yl)-arylsulfonamide and N-aryl-(4-methoxy-1H-benzo[d]imidazol)-7-sulfonamide analogs of combretastatin A-4

Two series of novel benzoimidazole sulfonamides as combretastatin A-4 analogs were synthesized. The cytotoxicities of the title compounds were evaluated against five different cancer cell lines. Among the tested compounds, four compounds displayed cytotoxicities against the HCT8 cell line. Compound 6a has shown the strongest potency against the tested human tumor cell lines with an IC50 value ranging from submicromolar to micromolar level.