38585-67-0

Basic information

• Product Name: 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole
• Synonyms: 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole;2-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethanamine;4-[(2-Aminoethyl)thiomethyl]-5-methyl-1H-imidazole;(2-{[(4-methyl-1H-imidazol-5-yl)methyl]thio}ethyl)amine
• CAS NO: 38585-67-0
• Molecular Formula: C₇H₁₃N₃S
• Molecular Weight: 171.26322
• EINECS: 254-022-2
• Mol File: 38585-67-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 400.3 °C at 760 mmHg
• Flash Point: 195.9 °C
• Appearance: /
• Density: 1.187 g/cm³
• Vapor Pressure: 1.29E-06mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole(38585-67-0)
• EPA Substance Registry System: 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole(38585-67-0)

Safety Data

• Hazardous Substances Data: 38585-67-0(Hazardous Substances Data)

Usage

Description

4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole is an organic compound with a unique chemical structure that features an imidazole ring, a thiomethyl group, and an aminoethyl chain. 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole is characterized by its potential applications in various fields due to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole is used as an intermediate in the synthesis of various pharmaceutical compounds. One of its notable applications is in the synthesis of N-?Cyano-?N''-?[2-?[[(5-?methyl-?1H-?imidazol-?4-?yl)?methyl]?thio]?ethyl]?-carbamimidic Acid Methyl Ester (C988063), which is an impurity of Cimetidine (C441650). Cimetidine is a competitive histamine H2-receptor antagonist that inhibits gastric acid secretion and reduces pepsin output, making it useful in treating conditions like peptic ulcers and gastroesophageal reflux disease.
In addition to its role in the synthesis of pharmaceutical compounds, 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole may also have potential applications in other industries, such as:
Used in Chemical Synthesis:
4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole can be used as a building block or reagent in the synthesis of various organic compounds, including those with potential applications in materials science, agrochemistry, and other specialized fields.
Used in Research and Development:
Due to its unique chemical structure, 4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole may be utilized in research and development efforts to explore new chemical reactions, mechanisms, and potential applications in various scientific disciplines.

InChI:InChI=1/C7H13N3S/c1-6-7(10-5-9-6)4-11-3-2-8/h5H,2-4,8H2,1H3,(H,9,10)

Upstream product

• 156-57-0 2-mercaptoethylamine hydrochloride 
• 38585-62-5 4-hydroxymethyl-5-methylimidazole hydrochloride 
• 51974-68-6 1-aminoethane-2-thiol, sodium salt 
• 16491-69-3 triphenyl β-acetylvinylphosphonium bromide 
• 1758-73-2 Aminoiminomethanesulfinic acid 
• 63612-33-9 2-(5-methyl-2-methylsulfanyl-1⁽³⁾H-imidazol-4-ylmethylsulfanyl)-ethylamine 
• 63612-39-5 5-methyl-4-methoxymethylimidazole hydrochloride 
• 63612-33-9 2-(2-thiomethyl-4-methyl-5-imidazolyl)methylmercaptoethylamine 
• 63612-38-4 <4-methyl-(5-methylimidazolyl)>triphenylphosphonium chloride 
• 60-23-1 Cysteamine 
• 81199-11-3 <(2-methylthio-5-methylimidazolyl)-4-methyl>triphenyl phosphonium chloride 
• 40168-27-2 <(2-methylthio-5-methylimidazolyl)-4-methyl>triphenyl phosphonium bromide 
• 63612-35-1 4-methoxymethyl-5-methyl-2-methylthioimidazole 
• 38585-62-5 4-methyl-5-hydroxymethyl-imidazole hydrochloride 

Downstream Products

• 130106-85-3 2-{[(E)-2-(5-Methyl-3H-imidazol-4-ylmethylsulfanyl)-ethylimino]-methyl}-phenol 
• 38603-53-1 N-benzoyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>thiourea 
• 52378-40-2 N-Cyano-N'-<2-<(5(4)-methyl-4(5)-imidazolyl)-methylthio>-ethyl>-S-methyl-isothioharnstoff 
• 52378-40-2 N-cyano-S-methyl-N'-<2-<<(5-methyl-1H-imidazol-4-yl)methyl>thio>ethyl>isothiourea 
• 64107-53-5 2-[2-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-ethylamino]-5-pyridin-3-ylmethyl-1H-pyrimidin-4-one; hydrochloride 
• 64107-42-2 2-[2-(5-Methyl-1H-imidazol-4-ylmethylsulfanyl)-ethylamino]-5-pyridin-4-ylmethyl-1H-pyrimidin-4-one; hydrochloride 
• 54855-57-1 2-<<2-<<(4-methyl-5-imidazolyl)methyl>thio>ethyl>amino>pyrimidin-4-one dihydrochloride 
• 63429-34-5 2-[2-(5-methyl-4-imidazolylmethylthio)-ethylamino]-5-(2-phenylethyl)-4-pyrimidone dihydrochloride 
• 63204-22-8 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(4-phenylbutyl)-4-pyrimidone dihydrochloride 
• 63429-35-6 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(4-methylbenzyl)-4-pyrimidone dihydrochloride 
• 63204-15-9 2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(3-chlorobenzyl)-4-pyrimidone dihydrochloride 
• 63204-14-8 5-(4-chloro-benzyl)-2-[2-(5-methyl-1⁽³⁾H-imidazol-4-ylmethylsulfanyl)-ethylamino]-1⁽³⁾H-pyrimidin-4-one 
• 63204-21-7 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(2-chlorobenzyl)-4-pyrimidone dihydrochloride 
• 63204-17-1 2-<2-(5-methyl-4-imidazolylmethylthio)ethylamino>-5-(4-methoxybenzyl)pyrimidin-4-thione dihydrochloride 

Relevant articles and documents

Process for preparing the H2 -receptor antagonist cimetidine

Cimetidine, namely N-cyano-N'-methyl-N"-[2-((4-methyl-5-imidazolyl) methylthio) ethyl] guanidine which is useful as an antagonist of H2 -receptor is prepared by reacting 4-methyl-5-[(2-aminoethyl) thiomethyl] imidazole, which is obtained by the reaction of 4-methyl-5-hydroxymethylimidazole on 2-aminoethanethiolsulfuric acid, with O-alkyl-S-alkyl-cyanothioimidocarbonate to give N-cyano-N'-[2-((4-methyl-5-imidazolyl) methylthio) ethyl]-O-alkylisourea, which is reacted with monomethylamine. According to the present process, cimetidine can be prepared in good yield and desired purity with very reduced amount of methyl mercaptan released from the reaction.

Functionalization of the 4(5)Methyl Group of Imidazoles: A Novel Synthesis of Substituted Imidazoles

Acyl vinyl phosphonium salts react with amidines to form imidazolyl phosphonium salts.These imidazolyl salts can be readily converted to multifunctional imidazoles with quantitative recovery of triphenyl phosphine.

Imidazolemethylphosphonium salts

New imidazolemethylphosphonium salts having a degradable group at the 2-position which are useful intermediates for preparing histamine H2 antagonists.