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The synthesis of 14 C‐labeled suicide inactivators of monoamine oxidase
Author(s) -
Fowler Joanna S.
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.2580140317
Subject(s) - chemistry , clorgyline , phenethylamine , formaldehyde , monoamine oxidase , mannich base , acetone , catalytic hydrogenation , medicinal chemistry , organic chemistry , stereochemistry , catalysis , enzyme
N‐[3‐(2,4‐dichlorophenoxy)propyl]‐N‐methyl‐2‐propynylamine‐1‐ 14 C ( 14 C‐clorgyline, 1a ) and L‐N, α‐dimethyl‐N‐2‐propynyl‐1‐ 14 C‐phenethylamine ( 14 C‐L deprenyl, 1b ) were synthesized by the Mannich reaction of 2‐methyl‐3‐butyn‐2‐ol, 14 C‐formaldehyde, and secondary amines 3‐(2,4‐dichlorophenoxy)‐N‐methylpropylamine (2a) or L‐N, α‐dimethylphenethylamine ( 2b ) followed by KOH catalyzed elimination of acetone from the respective Mannich base 3a or 3b .