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

Uses

2-[[(4-Methyl-1H-imidazol-5-yl)methyl]thio]ethanamine is an intermediate in the synthesis of N-?Cyano-?N''-?[2-?[[(5-?methyl-?1H-?imidazol-?4-?yl)?methyl]?thio]?ethyl]?-carbamimidic Acid Methyl Ester (C988063), an impurity of Cimetidine (C441650). Cimetidine acts as a competitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output (1).

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

• 63612-33-9 2-(5-methyl-2-methylsulfanyl-1⁽³⁾H-imidazol-4-ylmethylsulfanyl)-ethylamine 
• 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 
• 63612-38-4 <4-methyl-(5-methylimidazolyl)>triphenylphosphonium chloride 
• 60-23-1 Cysteamine 
• 63612-33-9 2-(2-thiomethyl-4-methyl-5-imidazolyl)methylmercaptoethylamine 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 63612-39-5 5-methyl-4-methoxymethylimidazole hydrochloride 
• 51974-68-6 1-aminoethane-2-thiol, sodium salt 
• 16491-69-3 triphenyl β-acetylvinylphosphonium bromide 
• 1758-73-2 Aminoiminomethanesulfinic acid 
• 38585-62-5 4-hydroxymethyl-5-methylimidazole 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 
• 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 
• 63429-36-7 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3,4-dichlorobenzyl)-4-pyrimidone dihydrochloride 
• 52378-43-5 N-Cyano-N'-<2-<(5(4)-methyl-4(5)-imidazolyl)-methylthio>-ethyl>-guanidin 

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.