2242-96-8

Basic information

• Product Name: 1H-Benzimidazole-2-ethanethiol(9CI)
• Synonyms: 1H-Benzimidazole-2-ethanethiol(9CI);2-(1H-1,3-benzodiazol-2-yl)ethane-1-thiol
• CAS NO: 2242-96-8
• Molecular Formula: C₉H₁₀N₂S
• Molecular Weight: 178.26
• Product Categories: BENZIMIDAZOLE
• Mol File: 2242-96-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 404.4°Cat760mmHg
• Flash Point: 198.4°C
• Appearance: /
• Density: 1.255g/cm³
• Vapor Pressure: 2.21E-06mmHg at 25°C
• Refractive Index: 1.686
• CAS DataBase Reference: 1H-Benzimidazole-2-ethanethiol(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole-2-ethanethiol(9CI)(2242-96-8)
• EPA Substance Registry System: 1H-Benzimidazole-2-ethanethiol(9CI)(2242-96-8)

Safety Data

• Hazardous Substances Data: 2242-96-8(Hazardous Substances Data)

Usage

Molecular Weight

166.25 g/mol

Structure

A benzimidazole ring system with a thiol group (-SH) attached to an ethane chain.

Class

Heterocyclic aromatic organic compounds

Biological Activities

Diverse biological activities, used as a building block in the synthesis of various pharmaceuticals and agrochemicals.

Industrial Applications

Studied for its potential use as a corrosion inhibitor and as a ligand in coordination chemistry.

Unique Features

Versatile ingredient in numerous chemical and industrial applications due to its unique structure and properties.

InChI:InChI=1/C9H10N2S/c12-6-5-9-10-7-3-1-2-4-8(7)11-9/h1-4,12H,5-6H2,(H,10,11)

Upstream product

• 39145-59-0 o-phenylenediamine hydrochloride 
• 107-96-0 3-mercaptopropionic acid 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 264923-92-4 3,4-dihydro-1H-[1,3]thiazino[3,4-a]benzimidazole 

Relevant articles and documents

Supramolecular Vesicles Coassembled from Disulfide-Linked Benzimidazolium Amphiphiles and Carboxylate-Substituted Pillar[6]arenes that Are Responsive to Five Stimuli

Novel supramolecular vesicles based on host–guest systems were coassembled from carboxylate-substituted pillar[6]arene (CPA[6]) and disulfide-linked benzimidazolium amphiphiles, and the microstructures of the CPA-based supramolecular vesicles were clearly elaborated. The supramolecular vesicles showed controlled drug release in response to five stimuli, with glutathione, pH, CO2, Zn2+ions, and hexanediamine, leading to cleavage of the disulfide bonds, protonation of the carboxylate groups, metal chelation, and competitive binding. This is the first case of a smart pillararene-based supramolecular vesicle being integrated with five stimuli-responsive functions to meet the diverse requirements of controlled drug release. Importantly, each of the five stimuli is closely related to microenvironments of tumors and diseases of the human body. The smart stimuli-responsive supramolecular vesicles have promising applications in drug therapy of tumors and relevant diseases.

Synthesis and structural features of new cyclofunctionalized benzimidazoles

The synthesis of new tricyclic derivatives having sulfur-containing six or seven-membered rings fused to the > edge of benzimidazole system, is reported. The stereochemical characteristics of thiazino- and thiazepinobenzimidazoles (4-7) are described