PURPOSE: To provide a rectal capsule suppository absorbable easily through the rectum and having remarkably high bioavailability by using cimetidne hydrochloride as a main agent and compounding the agent in a liquid base such as vegetable fatty acid glyceride.CONSTITUTION: Cimetidine of formula i.e. N-methyl-N'-cyano-N"-[2-{(5-methyl- 4-imidazolyl)methylthio}-ethyl]guanidine (a drug having histamin H(sub 2)-receptor antagonistic activity) is used as a main drug component and compounded with a ba...

PURPOSE: To prepare two kinds of polymorphic crystals of cimetidine hydrochloride useful as an antiulcer agent by treating cimetidine in a water-containing solvent or in a nonaqueous solvent.CONSTITUTION: The polymorphic crystal of cimetidine hydrochloride of formula [N-methyl-N'-cyano-N"-{2-[(5-methyl-4-imidazolyl)methylthio]ethyl}-guanidine hydrochloride] is prepared by treating cimetidine e.g. in an aqueous solution of hydrochloric acid a water-containing solvent such as acetone lowe alcohol ...

NEW MATERIAL:An N-cyano-N'S-ethylene-N'-{(4-methyl-5-imidazolyl)methyl} isothiourea of formula I .USE: Useful as a synthetic intermediate etc. for cimetidine (N-cyano-N'-methyl-N"- [2-{(4-methyl-5-imidazolyl)-methylthio}-ethyl]guanidine) which is an antiulcer agent.PROCESS: A 4-methyl-5-chloromethylimidazole of formula II or hydrochloride thereof is reacted with an N-cyano-N' S-ethyleneisothiourea of formula III under basic conditions to give the aimed compound of formula I . NaOH KOH Na(sub 2)C...

PURPOSE: To obtain the titled compound useful as an intermediate for synthesizing cimetidine an antagonist to H(sub 2) receptor in high yield by reacting N-cyano- N'S-ethyleneisothiourea with methylamine.CONSTITUTION: N-cyano-N'S-ethyleneisothiourea shown by the formula I is reacted with methylamine to give N-cyano-N'-methyl-N"-(2-mercaptoethyl)quanidine shown by the formula II. The reaction is carried out in a solvent (e.g. methanol) at normal temperature or under heating at 30-60 deg.C and und...

NEW MATERIAL:N-Cyano-N'-methyl-N"-( 4-methyl-5-imidazolyl )methyl-N"-{2-[(4- methyl-5-imidazolyl)-methylthio]ethyl}guanidine shown by the formula I .USE: A raw material for synthesizing cimetidine an antitumor agent. Cimetidine shows improved blocking effect on histamine H(sub 2) receptor.PROCESS: A compound shown by the formula II is reacted with a compound shown by the formula III (Ts is in the 1- or 3-position in the group shown by the formula IV) in the presence of a base to give a cyanoguan...

NEW MATERIAL:N-Cyano- N-methyl- N'-( 4-methyl-5-imidazolylmethyl )-N"-mercaptoethylguanidine shown by the formula I .USE: A useful compound standing in pharmaceutically important fields. Useful for synthesizing cimetidine an antiulcer having strong inhibitory action on secretion of acid in the stomach.PROCESS: N-Cyano-N'-methyl-N-( 4-methyl-5-imidazolylmethyl )-S-methyl-isothiourea shown by the formula II is reacted with cysteamine shown by the formula III or its hydrochloride in an organic pola...

PURPOSE: The reaction of 4-methyl-5-(N-methylcarbamoyloxy)methylimidazole with N-cyano-N'S-ethyleneisothiourea is carried out under basic conditions to obtain the titled compound through a one-stage process in high yield.CONSTITUTION: The reaction between 4-methyl-5-(N-methylcarbamoyloxy)methylimidazole of formula I and N-cyano-N'S-ethyleneisothiourea of formula II is carried out in a solvent in the presence of a basic compound such as sodium hydroxide at room temperature or with heat at atmosph...

NEW MATERIAL:N-Cyano-N'- methyl -N'-(4-methyl- 5-imidazolylmethyl)-S-methyl- isothiourea shown by the formula I .USE: A raw material for synthesizing a guanidine derivative called cimetidine having strong inhibitory action on secretion of acid in the stomach.PROCESS: 4-Methyl-5-methylaminomethyl-ismidazole shown by the formula II is reacted with dimethylcyanodithioimidocarbonate shown by the formula III in an organic polar solvent such as preferably ethanol in the presence of an organic base suc...

PURPOSE: A drug composition having reduced bitterness and histamine H(sub 2)-acceptor antagonism obtained by blending cimetidine with ethyl cellulose.CONSTITUTION: Cimetidine shown by the formula{chemical name: N-methyl-N'- cyano-N"-[2-[(5-methyl-4-imidazolyl)-methylthio]-ethyl]-guanidine}is blended with ethyl cellulose in a weight ration preferably 100:85-15. The addition of ethyl cellulose reduces the bitterness of cimetidine improves unstability to light and prevents coloring and poor eluatio...

NEW MATERIAL:An N-cyano-N'-methyl-N"-(2-hydroxyethyl)guanidine of formula I.USE: A synthetic intermediate for cimetidine medicine as a remedy for gastric ulcer or duodenal ulcer.PROCESS: An N-cyano-N'-(2-hydroxyethyl)-S-methylisothiourea of formula II is reacted with methylamine preferably in the presence of an alcoholic solvent at 40-60 deg.C for 2-5hr. The starting material compound of formula II is also a novel substance and can be prepared from ethanol and dimethyl cyanoimidodithiocarbonate....