Synthesis and Bleaching Activity of 3-Propargylthio-4-(substituted phenyl)-4H-1,2,4-triazoles

Koji Takehara, Naotaka Yamada, Hidetoshi Hakira, Eiichi Kuwano, Eiji Taniguchi

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A number of 3-alkylthio-4-ary 1-4H- 1,2,4-triazoles were synthesized and evaluated for their bleaching activity by using a lettuce seedling test. In a series of 4-phenyl-4H- 1,2,4-triazoles, 3-propylthio and 3-propargylthio analogs caused complete bleaching symptoms at 50 ppm, while the activity fell off with increasing or decreasing size of the alkylthio group at the 3-position of the triazole ring. The introduction of a chloro, trifluoromethyl, methyl or ethoxy substituent at the meta- or para-position on the benzene ring increased the activity in comparison with that of the phenyl analog. 4-(3-Chlorophenyl and 4-chlorophenyl)-3-propargylthio-4H-l,2,4-triazole (16 and 17) markedly reduced ß-carotene content as well as chlorophyll in plants. Inhibition of ß-carotene formation was accompanied by an accumulation of large amounts of phytoene, suggesting that these 1,2,4-triazoles inhibit the desaturation of phytoene.

Original languageEnglish
Pages (from-to)291-297
Number of pages7
JournalJournal of Pesticide Science
Volume20
Issue number3
DOIs
Publication statusPublished - Jan 1 1995

Fingerprint

triazoles
bleaching
Triazoles
Carotenoids
synthesis
carotenes
Lettuce
Chlorophyll
Benzene
Seedlings
benzene
group size
lettuce
signs and symptoms (plants)
1,2,4-triazole
chlorophyll
seedlings
phytoene
testing

All Science Journal Classification (ASJC) codes

  • Insect Science
  • Health, Toxicology and Mutagenesis

Cite this

Synthesis and Bleaching Activity of 3-Propargylthio-4-(substituted phenyl)-4H-1,2,4-triazoles. / Takehara, Koji; Yamada, Naotaka; Hakira, Hidetoshi; Kuwano, Eiichi; Taniguchi, Eiji.

In: Journal of Pesticide Science, Vol. 20, No. 3, 01.01.1995, p. 291-297.

Research output: Contribution to journalArticle

Takehara, Koji ; Yamada, Naotaka ; Hakira, Hidetoshi ; Kuwano, Eiichi ; Taniguchi, Eiji. / Synthesis and Bleaching Activity of 3-Propargylthio-4-(substituted phenyl)-4H-1,2,4-triazoles. In: Journal of Pesticide Science. 1995 ; Vol. 20, No. 3. pp. 291-297.
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