- Process for preparing the H2 -receptor antagonist cimetidine
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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.
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- Conversion of ethers to thioamines
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Bis-(imidazolylmethyl)-ether hydrochloride conversion to the corresponding amino-alkylene-thiomethyl imidazoles by reaction with amino alkylene thiols.
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- Functionalization of the 4(5)Methyl Group of Imidazoles: A Novel Synthesis of Substituted Imidazoles
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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.
- Webb, R. Lee,Lewis, Joseph J.
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p. 1301 - 1303
(2007/10/02)
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- Process for preparing 4-substituted imidazole compounds
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A process for preparing 4-(oxy, thio or amino)methylimidazole compounds via displacement of the trisubstituted phosphonium group from 4-(trisubstituted phosphonium)methylimidazole compounds is disclosed.
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- Imidazolemethylphosphonium salts
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New imidazolemethylphosphonium salts having a degradable group at the 2-position which are useful intermediates for preparing histamine H2 antagonists.
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- ALKOXY PYRIDINE COMPOUNDS
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The compounds are alkoxypyridine compounds which are histamine H 2-antagonists. Two specific compounds of the present invention are N-cyano-N'-methyl-N"-2-((3-methoxy-2-pyridyl)methylthio)ethyl!guanidine and 1-methylamino-1-2-(3-methoxy-2-pyridyl)methylthio)ethylamino!-2-nitroethylene. "
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- PHARMACOLOGICALLY ACTIVE THIOUREA AND UREA COMPOUNDS
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The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.
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- PHARMACOLOGICALLY ACTIVE GUANIDINE COMPOUNDS
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The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-guanidines which are inhibitors of histamine activity.
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- PHARMACOLOGICALLY ACTIVE GUANIDINE COMPOUNDS
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The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-guanidines which are inhibitors of histamine activity.
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- PHARMACOLOGICALLY ACTIVE THIOUREA AND UREA COMPOUNDS
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The compounds are substituted thioalkyl-, aminoalkyl-and oxyalkyl-thioureas and ureas which are inhibitors of histamine activity.
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