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Synthesis of 14C labelled heptacaine and carbisocaine, new local anaesthetics

✍ Scribed by Tomáš Elbert; Vladimír Marko; Jiří Filip; Luděk Beneš

Publisher
John Wiley and Sons
Year
1984
Tongue
French
Weight
367 KB
Volume
21
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The published four step synthesis of N‐{2‐(2‐heptyloxyphenyl‐carbamoyloxy)‐ethyl}‐piperidinium chloride (5) and N‐{2‐(2‐heptyl‐oxyphenylcarbamoyloxy)‐propyl}‐diethylammonium chloride (6), which starts from o‐acetamidophenol and 1‐bromoheptane was scaled down and modified for radioisotope work. After chromatography 1064 MBq (28,7 mCi) of [heptyl‐1‐^14^C]heptacaine 5 and 840 MBq (22, 6 mCi) of [heptyl‐1‐^14^C]carbisocaine 6 were isolated. Radiochemical yields of 5 and 6 on starting 1‐bromo [1‐^14^C] heptane were 30% and 25%, respectively.

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