14610-11-8

Basic information

• Product Name: 1H-Benzimidazole,2-(ethylthio)-(9CI)
• Synonyms: 1H-Benzimidazole,2-(ethylthio)-(9CI);2-ETHYLSULFANYL-1H-BENZOIMIDAZOLE;2-(Ethylthio)-1H-benzimidazole;Bemithyl;1H-BenziMidazole, 2-(ethylthio)-;2-ethylsulfanyl-1H-benzimidazole
• CAS NO: 14610-11-8
• Molecular Formula: C₉H₁₀N₂S
• Molecular Weight: 178.258
• Product Categories: BENZIMIDAZOLE
• Mol File: 14610-11-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 176 °C
• Boiling Point: 352.6±25.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Methanol (Slightly)
• PKA: 10.81±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,2-(ethylthio)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,2-(ethylthio)-(9CI)(14610-11-8)
• EPA Substance Registry System: 1H-Benzimidazole,2-(ethylthio)-(9CI)(14610-11-8)

Safety Data

• Hazardous Substances Data: 14610-11-8(Hazardous Substances Data)

Usage

Description

1H-Benzimidazole,2-(ethylthio)-(9CI), also known as 2-(Ethylthio)-1H-benzimidazole, is an organic compound with the molecular formula C10H10N2S. It is a derivative of benzimidazole, featuring a thiomethyl group attached to the 2-position of the benzimidazole ring. 1H-Benzimidazole,2-(ethylthio)-(9CI) is known for its potential pharmaceutical applications and biological activities.

Uses

Used in Pharmaceutical Industry:
1H-Benzimidazole,2-(ethylthio)-(9CI) is used as an active substance in the synthesis of the drug Metaprot. It plays a crucial role in the development of this medication, which may have various therapeutic applications.
Used in Prenatal Care:
1H-Benzimidazole,2-(ethylthio)-(9CI), under the form of bemithyl, is used for its transplacental function. Daily administration of bemithyl (20 mg/kg) from the 6th to the 16th day of pregnancy in female rats has been shown to decrease fetal death after implantation and increase fetal body weight. This suggests potential benefits for prenatal care and fetal development in certain conditions.

Upstream product

• 74-96-4 ethyl bromide 
• 134469-07-1 Benzimidazol-2-thiol 
• 75-03-6 ethyl iodide 
• 6268-88-8 1-(morpholinomethyl)-2,3-dihydro-1H-benzo[d]imidazole-2-thione 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 623-81-4 diethyl sulphite 
• 23593-22-8 2-{[(pyridin-2-yl)methyl]thio}-1H-benzimidazole 
• 57237-97-5 timoprazole 
• 75-08-1 ethanethiol 
• 64-17-5 ethanol 

Relevant articles and documents

Synthesis of novel amides with antiradical capacity from 2-mercaptobenzimidazole and cinnamic acids: Evaluation through donor-acceptor maps and QSAR

The structures of thioethers I-III and the new amidic compounds 1(a-f)-3(a-f) derived from 2-mercaptobenzimidazole (MBZ) and cinnamic acids were confirmed by NMR and elemental analysis. Antioxidant activity was evaluated by 1,1-diphenyl-2-picrylhydrazyl (DPPH●) radical scavenging assay and 2,2-azinobis (3-ethyl benzothiazoline-6-sulfonic acid) ABTS●+ radical cation decolorization method. Besides, donor-acceptor maps (DAM) and electrophilicity were calculated using DFT/B3LYP method with a 6-311G(d,p) basis set. MBZ, I-III and (1a-3a) compounds showed higher activity in vitro antioxidant assays, confirming with in silico studies that they are the best candidates. The findings found in antiradical activity suggest that these compounds could be promising in the development of new antitumor and antimicrobial agents. QSAR Molecular properties and topological descriptors of the synthesized compounds 1(a-f)-3(a-f) were calculated. The QSAR model indicates that the size and molecular shape are relevant for the antiradical activity for this family of compounds.

Alkylation and Aminomethylation of 1,3-Dihydro-2H-Benzimidazole-2-Thione

Alkylation of 1,3-dihydro-2H-benzimidazole-2-thione (2-mercaptobenzimidazole) with bromoethane and chloroacetic acid derivatives occurrs at the sulfur atom, leading to the corresponding 2-sulfanylbenz-imidazole derivatives. Aminomethylation of 1,3-dihydro-2H-benzimidazole-2-thione with piperidine and 4-methylpiperidine gives reaction products at both nitrogen atoms, while reaction with morpholine gives derivative at only one nitrogen atom, which is in an equilibrium with the starting compound and bis-adduct in DMSO solution.

Synthesis of 2-mercaptobenzothiazole and of 2-mercaptobenzemidazole derivatives using polymer-supported anions

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