1989
DOI: 10.1002/jlcr.2580271206
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Synthesis of [14C]imidazole ring labeled metiamide, cimetidine and impromidine

Abstract: The radiosynthesis of imidazole ring labeled [14c]metiamide, [1k]cimetidine and ["k]impromidine are described involving the reaction of the key common intexmediate 2-dimethyldithiocyanoiminocarbonate/methylamine and the novel dihydroknidazdiazepine 0, res ectively. The ring labeled precursor @ was prepared in five steps from potassium mCi/mmol. [ 1 B Clcyanide in an overall radiochemical yield of 63%, and having a specific activity of 9.3 14C]imidazol-5-yl)-methyl]thio]ethanamine. histamine H2-receptor antagon… Show more

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Cited by 7 publications
(3 citation statements)
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“…Synthesis of [ 13 C 2 ]cimetidine. Double 13 C-labeled cimetidine (Figure A) was synthesized using a modification of a previous route . Briefly, potassium [ 13 C]thiocyanate was prepared from commercially available potassium [ 13 C]cyanide and condensed with ethyl 2-aminoacetoacetate hydrochloride to give [2- 13 C]4-ethylaceto-5-methyl-2-thioimidazole.…”
Section: Methodsmentioning
confidence: 99%
See 1 more Smart Citation
“…Synthesis of [ 13 C 2 ]cimetidine. Double 13 C-labeled cimetidine (Figure A) was synthesized using a modification of a previous route . Briefly, potassium [ 13 C]thiocyanate was prepared from commercially available potassium [ 13 C]cyanide and condensed with ethyl 2-aminoacetoacetate hydrochloride to give [2- 13 C]4-ethylaceto-5-methyl-2-thioimidazole.…”
Section: Methodsmentioning
confidence: 99%
“…Briefly, potassium [ 13 C]thiocyanate was prepared from commercially available potassium [ 13 C]cyanide and condensed with ethyl 2-aminoacetoacetate hydrochloride to give [2- 13 C]4-ethylaceto-5-methyl-2-thioimidazole. All remaining steps were carried out as described in ref , except that [ 13 C]methylamine hydrochloride was substituted for natural abundance isotope methylamine in the final reaction to afford pure [ 13 C 2 ]cimetidine after normal-phase gravity column purification.…”
Section: Methodsmentioning
confidence: 99%
“…Imidazole core, as one of the most notable five‐member azaheterocycles, has formed the structure of some drug molecules, such as, cimetidine, azomycin, and metronidazole [1] . There are lots of reports focused on imidazole derivatives ascribe to the electron‐rich imidazole ring possessing extensive pharmacological activities [2–10] .…”
Section: Introductionmentioning
confidence: 99%