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Synthesis of 14 C‐labelled etintidine hydrochloride
Author(s) -
Stefanick Stephen M.,
Kasulanis Charles F.,
Levine Seymour D.,
Fabian Arthur C.
Publication year - 1985
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.2580220707
Subject(s) - chemistry , hydrochloride , hydroxymethyl , nuclear chemistry , stereochemistry , organic chemistry
Two 14 C preparations of the H 2 ‐antagonist etintidine hydrochloride are reported. In one, the label is introduced by reacting [1‐ 14 C] propargylamine with the appropriate isothiourea, followed by hydrochloride formation. This afforded a material of 95% radiochemical purity whose specific activity was 1.5 mCi/mmol. To obtain material labelled in an alternate position, uniformly labelled 14 C‐cysteamine hydrochloride was reacted with 4‐methyl‐5‐hydroxymethyl Imldazole hydrochloride to produce 4‐methyl‐5‐[(2‐aminoethyl)thiomethyl]lmidazole. This was converted in three additional steps to etintidine hydrochlorlde yielding material of 96% radlochemlcal purity and specific activity of 9.0 mC1 /mnol.