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Report | Regular issue | Vol 23, No. 12, 1985, pp.3055-3060
Published online, 1st January, 1970
DOI: 10.3987/R-1985-12-3055
11-Nor-4,9-anhydrotetrodotoxin-6,6-diol: A Synthon for Tetrodotoxin Analogs

Ronald J. Nachman and Harry S. Mosher*

*Department of Chemistry, Stanford University, 735 Dolores Street, Stanford, CA 94305-5080, U.S.A.

Abstract

Tetrodotoxin (1), the sodium channel-blocking agent, is converted to non-toxic 4,9-anhydrotetrodotoxin (4), which is oxidized to 11-nor-4,9-anhydrotetrodotoxin-6,6-diol (5). This inactive derivative can be hydrolyzed to pharmacologically active 11-nortetrodotoxin-6,6-diol (3). Preliminary studies have been made with the title compound to determine its suitability for the preparation of tetrodotoxin analogs.