Nippon Nōgeikagaku Kaishi
Online ISSN : 1883-6844
Print ISSN : 0002-1407
ISSN-L : 0002-1407
Synthesis and physiological activity of S-furfuryl thiocarboxylates
Shinya TACHIBANAKazuo KASEMURATakehiko OHTANIYoshihito FUJIHARAMasaaki SUGIURAMasato NOMURA
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2002 Volume 76 Issue 10 Pages 962-969

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Abstract

A series of S-furfuryl thiocarboxlates were synthesized and their physiological activity was examined. The thioesters examined in this study (1D-16D) were prepared either from the corresponding aldehydes (6A-8A, 14A, and 15A), nitriles (4B and 5B), or from carboxylic acids (1C-3C, 9C-13C, and 16C) by condensing carboxylic acid intermediates (1C-16C) with furfuryl mercaptan which is known as a component of coffee fragrance. Carboxylic acid derivatives were condensed with furfuryl mercaptan from Rubiaceae Coffee arabica to obtain thioester 1D-16D in 52-92% yield. The physiologcal activity of products 1D-16D toward Tyrophagus putrescentiae (T. p.), Dermatophagoides farinae (D. f.), Ornithonyssus bacoti (O. b.), and Culex pipiens pallens (C. p. p.) were measured. Products 1D-6D, 8D, and 12D had higher miticidal activity than N, N-diethyl-m-toluamide (DEET) for T. p. and D. f.

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