Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
The Reaction of 2-Methyl-1, 4-naphthoquinone with Sulfhydryl Compounds
NOBORU NAKAIJUNICHI HASE
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1968 Volume 16 Issue 12 Pages 2334-2338

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Abstract
1. 2-Methyl-1, 4-naphthoquinone (K3) reacted with sulfhydryl compound to form a thioether linkage at 3-position of K3 with an absorption maximum at 420-430mμ. 2. For this reaction, molecular oxygen and alkaline metal ions such as Na+ and K+ were essential. One half mole of oxygen was consumed for the reaction of one mole of K3 with one mole of sulfhydryl compound. 3. The reaction product of K3 with cysteine was unstable and gradually turned to the insoluble amorphous polymer. By methylation of intermediate, it was identified to be methyl 5-methyl-6-methoxy-3H-naphtho [2, 1-b] [1, 4]-thiazine-2-carboxylate.
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© The Pharmaceutical Society of Japan
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