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Synthesis and purification of carbon‐14 labelled 1, 1‐hexamethylene‐bis [5‐(4‐chlorophenyl)biguanide] (chlorhexidine), ‘Hibitane’
Author(s) -
Burns J.
Publication year - 1982
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.2580191014
Subject(s) - chemistry , chlorhexidine , aniline , biguanide , molar , nuclear chemistry , ring (chemistry) , molar ratio , specific activity , medicinal chemistry , organic chemistry , catalysis , dentistry , medicine , enzyme , metformin , diabetes mellitus , endocrinology
Two syntheses of [ 14 C] chlorhexidine (‘Hibitane’) with the label specifically incorporated in two separate molecular positions are described. Ring labelled chlorhexidine prepared from p‐chloro[U‐14C]aniline was obtained with a molar specific activity of 27.9 mCi/mmol. Chain labelled material, where the 14 C label was incorporated in the 1 and 6 positions of the hexamethylene bridge, was prepared from [1, 6 14 C]‐adiponitrile, with a molar specific activity of 11.5 mCi/mmol. Several methods of purification are described.