Synthesis and bleaching activity of 1-Ethyl-and 1 -Propy 1–5-substituted imidazoles

Naotaka Yamada, Eiichi Kuwano, Morifusa Eto

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3 Citations (Scopus)


Twenty-eight 1-ethyl- and l-p ropyl-5-substituted im idazoles were synthesized and their bleaching activity was evaluated by using the lettuce seedling test. 5-Phenyl- 1-propylim idazole (1) caused distinct chlorosis, while none of the compounds with various alkenyl groups at the 5-position of the imidazole ring showed this bleaching activity. Introduction of a bromo, chloro, fluoro, methyl or trifluorom ethyl group at the 4-position on the benzene ring of compound 1 increased the activity in comparison with that of compound 1. 5-[4-(3-Chlorobenzyloxy) phenyl]-l-ethylim idazole (15) and l-ethyl-5-[4-(3-m ethylbenzyloxy)phenyl]im idazole (21), analogs with a large substituent a t the 4-position on the benzene ring, also caused pronounced chlorosis in the lettuce seedlings. Both compounds 1 and 15 at 30 ppm decreased total carotenoid content in the lettuce seedlings to less than 40% of that in the control, and the reduction of total carotenoid content correlated well with treatment dose.

Original languageEnglish
Pages (from-to)301-306
Number of pages6
JournalZeitschrift fur Naturforschung - Section C Journal of Biosciences
Issue number3-4
Publication statusPublished - 1993

All Science Journal Classification (ASJC) codes

  • General Biochemistry,Genetics and Molecular Biology


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