Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Anticoccidials. VI. An Improved Synthesis of 1, 6-Dihydro-6-oxo-2-pyrazinecarboxylic Acid 4-Oxide and Some Related Derivatives and Determination of Anticoccidial Activity
KINICHI IMAIMITSUHIKO MANOTAKUJI SEOTOSHIMI MATSUNO
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Keywords: reversal
JOURNAL FREE ACCESS

1981 Volume 29 Issue 1 Pages 88-97

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Abstract
1, 6-Dihydro-6-oxo-2-pyrazinecarboxylic acid 4-oxide (1) has been synthesized by two different methods. The first is a hydrolysis of methyl 6-chloro-2-pyrazinecarboxylate 4-oxide, which was in turn obtained from methyl 6-chloro-2-pyrazinecarboxylate by reaction with m-chloroperbenzoic acid. The second is an oxidation of 6-hydroxymethyl-2 (1H)-pyrazinone 4-oxide with nickel peroxide. Compound 1 was converted to amine salts, esters and amides. 6-Methoxy, 6-mercapto and 1-alkyl derivatives were also prepared. The compounds prepared were tested for anticoccidial activity in chickens against Eimeria tenella and marked activity was seen with compound 1 and amine salts of 1. The activity of 1 was counteracted by the simultaneous administration of an equal weight of orotic acid or adenine.
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© The Pharmaceutical Society of Japan
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