27185-21-3

Basic information

• Product Name: (1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE
• Synonyms: N-benzyl-1H-benzo[d]imidazol-2-amine
• CAS NO: 27185-21-3
• Molecular Formula: C₁₄H₁₃N₃
• Molecular Weight: 223.27
• Mol File: 27185-21-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 165-166 °C
• Boiling Point: 438.5°Cat760mmHg
• Flash Point: 219°C
• Appearance: /
• Density: 1.273g/cm³
• Vapor Pressure: 6.86E-08mmHg at 25°C
• Refractive Index: 1.74
• PKA: 11.48±0.10(Predicted)
• CAS DataBase Reference: (1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE(27185-21-3)
• EPA Substance Registry System: (1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE(27185-21-3)

Safety Data

• Hazardous Substances Data: 27185-21-3(Hazardous Substances Data)

Usage

Description

(1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE, also known as 2-benzyl-1H-benzimidazole, is a chemical compound with the molecular formula C14H13N3. It is a benzimidazole derivative that contains a benzylamine group, making it an important intermediate for the synthesis of various pharmaceutical compounds. This chemical has been studied for its potential biological activities, including its role as an antagonist of histamine H2 receptors, which could make it useful for the treatment of conditions such as peptic ulcers and gastroesophageal reflux disease. Additionally, it has been investigated for its potential as an anti-tumor agent. The precise mechanisms of action and potential applications of (1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE continue to be explored in scientific research.

Uses

Used in Pharmaceutical Industry:
(1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE is used as an intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure and potential biological activities.
Used in Gastrointestinal Applications:
(1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE is used as an antagonist of histamine H2 receptors for the treatment of conditions such as peptic ulcers and gastroesophageal reflux disease, as it can help reduce gastric acid secretion and alleviate symptoms.
Used in Oncology Research:
(1H-BENZOIMIDAZOL-2-YL)-BENZYL-AMINE is used as a potential anti-tumor agent in scientific research, with ongoing studies exploring its mechanisms of action and potential applications in cancer treatment.

InChI:InChI=1/C14H13N3/c1-2-6-11(7-3-1)10-15-14-16-12-8-4-5-9-13(12)17-14/h1-9H,10H2,(H2,15,16,17)

Upstream product

• 4857-06-1 2-chloro-1H-benzoimidazole 
• 100-46-9 benzylamine 
• 622-78-6 Benzyl isothiocyanate 
• 95-54-5 1,2-diamino-benzene 
• 934-32-7 1H-benzimidazol-2-amine 
• 99-61-6 3-nitro-benzaldehyde 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 57159-81-6 2-(methylsulfonyl)-1H-benzo[d]imidazole 
• 615-16-7 1H-benzimidazol-2-ol 
• 50596-93-5 N-(2-aminophenyl)-N'-benzylthiourea 

Downstream Products

• 104936-21-2 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-m-tolyl-urea 
• 83792-95-4 1-Benzyl-3-m-tolyl-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-88-5 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-(4-chloro-phenyl)-urea 
• 41196-31-0 1-benzyl-3-phenyl-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-86-3 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-phenyl-urea 
• 83792-85-2 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-cyclohexyl-urea 
• 104936-14-3 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-methyl-urea 
• 83792-92-1 1-Benzyl-3-methyl-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-79-4 2-Benzylamino-1-methylcarbamoyl-benzimidazol 
• 83792-98-7 1-Benzyl-3-(3,4-dichloro-phenyl)-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-87-4 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-(3-chloro-phenyl)-urea 
• 83792-96-5 1-Benzyl-3-(3-chloro-phenyl)-1H-benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 83792-80-7 2-Benzylamino-benzoimidazole-1-carboxylic acid ethylamide 
• 83792-82-9 1-(1H-Benzoimidazol-2-yl)-1-benzyl-3-ethyl-urea 

Relevant articles and documents

Mycobacterium abscessus drug discovery using machine learning

The prevalence of infections by nontuberculous mycobacteria is increasing, having surpassed tuberculosis in the United States and much of the developed world. Nontuberculous mycobacteria occur naturally in the environment and are a significant problem for patients with underlying lung diseases such as bronchiectasis, chronic obstructive pulmonary disease, and cystic fibrosis. Current treatment regimens are lengthy, complicated, toxic and they are often unsuccessful as seen by disease recurrence. Mycobacterium abscessus is one of the most commonly encountered organisms in nontuberculous mycobacteria disease and it is the most difficult to eradicate. There is currently no systematically proven regimen that is effective for treating M. abscessus infections. Our approach to drug discovery integrates machine learning, medicinal chemistry and in vitro testing and has been previously applied to Mycobacterium tuberculosis. We have now identified several novel 1-(phenylsulfonyl)-1H-benzimidazol-2-amines that have weak activity on M. abscessus in vitro but may represent a starting point for future further medicinal chemistry optimization. We also address limitations still to be overcome with the machine learning approach for M. abscessus.

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles

A convenient oxidative cyclodesulfurization method toward the synthesis of benzofused nitrogen heterocycles using inexpensive and readily available potassium periodate as an oxidant was developed. Upon treating isothiocyanates with ortho -substituted anilines bearing N, N -, N, O -, and N, S -bis-nucleophiles, followed by an intramolecular cyclization of the in situ generated monothioureas, substituted 2-aminobenzazole series were rapidly accessible in good to excellent yields. The protocol can accommodate various substituents on both substrates while allowing more efficient, greener, and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives were also afforded in high yields in a single preparative step and chromatography-free.

Ultrasound-assisted synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzoxazoles, and related heterocycles

A sonochemical method for the synthesis of 2-aminobenzimidazoles and 2-aminobenzoxazoles, as well as chiral aminooxazolines and a chiral substituted quinazolin-5-one is reported. Using the Ph3P–I2system in the presence of triethylami