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Synthesis of deuterium labelled fluphenazine utilising borane reduction
Author(s) -
Sardessai M. S.,
Brander M. J.,
Midha K. K.,
Hawes E. M.
Publication year - 1986
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.2580230309
Subject(s) - chemistry , deuterium , fluphenazine , borane , phenothiazine , tetrahydrofuran , amide , medicinal chemistry , organic chemistry , solvent , catalysis , medicine , physics , quantum mechanics , pharmacology , neuroscience , dopamine , haloperidol , biology
Two new procedures are described for the preparation of di‐ and tetra‐deuterated 10‐[[3‐[4‐(2‐hydroxyethyl)‐1‐piperazinyl]propyl]]‐2‐trifluoromethyl‐10 H ‐phenothiazine (fluphenazine). Deuterium was introduced in either the 1‐ or the 1‐ and 3‐positions of the propyl side chain by reduction with deuterated borane in tetrahydrofuran of the appropriately substituted N‐10 amide or amido ester. The isotopic purity of the synthesized deuterated products was greater than 99%.