Premium
The synthesis of N‐[4‐dimethylamino‐1‐butyl(1‐ 13 C)‐N‐nitrosobenzamide], an inhibitor of tryspin; Cyanide does not exchange with acetonitrile
Author(s) -
White Emil H.,
Chen Yulong
Publication year - 1993
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.2580330204
Subject(s) - chemistry , acetonitrile , cyanide , cyanide ion , solvent , medicinal chemistry , chemical synthesis , organic chemistry , biochemistry , in vitro
The synthesis of N‐[4‐dimethylamino‐1‐butyl(1‐ 13 C)‐N‐nitrosobenzamide], a powerful active‐site‐directed inhibitor of trypsin, is reported. An efficient use of 13 C‐cyanide ion was achieved in the reaction with 1‐chloro‐3‐dimethylaminopropane, the first step of the synthesis. Acetonitrile was used as a co‐solvent with water in that step; no evidence was found for cyanide ion exchange with acetonitrile. The earlier report of such an exchange appears to be in error; the formation of hydrocyanic acid under the reaction conditions can account for the observations.