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Radiolysis and synthests of [N‐methylene‐ 3 H]thiamine 1‐adamantyl trisulfide hydrochloride
Author(s) -
Hayashi Nobuyoshi,
Kato Shinji
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580150134
Subject(s) - chemistry , radiolysis , methylene , hydrochloride , thiazole , thiamine , nuclear chemistry , ethanol , medicinal chemistry , decomposition , organic chemistry , aqueous solution
Abstract [N‐methylene‐ 3 H]Thiamine 1‐adamantyl trisulfide hydrochloride (VII) was synthesized. Both the γ‐radiolysis of thiamine 1‐adamantyl trisulfide hydrochloride (VIII) in ethanol and the self‐radiolysis of VII in the crystalline state containing 17 molepercent of ethanol have been studied. G(‐VII) in the crystalline state by the gross effects of self‐irradiation was 3.4, and the four decomposition products were found. The self‐radiolysis products yielded from VII in the crystalline state were the same as those products isolated from the γ‐radiolysis of VIII in ethanolic solution and determined the structures as di‐(1‐adamantyl)tetrasulfide, 2‐dihydro‐3‐(4‐amino‐2‐methyl‐5‐pyrimidinylmethyl)‐5‐(1‐adamantyl dithio)‐3a‐methylperhydrofuro[2,3‐d]thiazole, 2‐(1‐hydroxyethyl)‐3‐(4‐amino‐2‐methyl‐5‐pyrimidinyl‐methyl)‐5‐(1‐adamantyl dithio)‐3a‐methylperhydrofuro‐[2,3‐d]thiazole and thiamine chloride hydrochloride respectively.