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Synthese von [3-14C]- und [Phenyl-U-14C] Olaquindox

✍ Scribed by W. Maul; D. Scherling; F. Seng

Publisher: John Wiley and Sons
Year: 1981
Tongue: French
Weight: 360 KB
Volume: 18
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580180402

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✦ Synopsis

Abstract

Olaquindox is a new feed additive.[^14^C]Olaquindox, labelled in different positions, was needed for tracer‐studies of pharmacokinetics, biotransformation and residues in several species of animals.

2‐ [N‐(2‐hydroxethyl)‐carbamoyl] −3‐methyl‐[3‐^14^C] quinoxaline‐1,4‐dioxide ([3‐^14^C]Olaquindox) was synthesized from barium[^14^C]carbonate (22 moles; 1.15 Ci) via[1‐^14^C]acetic acid, sodium[1‐^14^C] acetate, [1‐^14^C] acetylchloride, ethyl [3‐^14^C] acetoacetate and 2‐carbethoxy‐3‐methyl‐[3‐^14^C] quinoxaline‐1,4‐dioxide with an overall yield of 10%, based on barium[^14^C]carbonate. The radiochemical purity was better than 98% (tlc). The specific activities of three preparations were 10.5, 8.4 and 5.45 μCi/mg respectively.

[phenyl‐U‐^14^C] Olaquindox was synthesized starting from [U‐^14^C] aniline (19.8 mmoles; 284.4 mCi). Intermediate products were N‐acetyl[U‐^14^C]aniline, 2‐nitro‐N‐acetyl[U‐^14^C] aniline, 2‐nitro[U‐^14^C] aniline and [U‐^14^C] benzofurazanoxide. The total yield was 50% as calculated for [U‐^14^C]aniline. At calibration samples of two preparations showed specific activities of 49.5 and 11.1 μCi/mg respectively. The radiochemical purity was checked by tlc and exceeded 98%.

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