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Photosynthetic Electron Transport Inhibitory Activity of 2-Aralkylamino-4-methyl-6-trifluoromethyl-1,3,5-triazine Derivatives
Nobuhiro KUBOYAMA, Kazuya KOIZUMI, Aiko OHKI, Shinpei OHKI, Hitoshi KOHNO and Ko WAKABAYASHI
J. Pestic. Sci.
24, 138-142 (1999)
A series of 2-aralkylamino-1,3,5-triazine derivatives was synthesized and their photosynthetic electron transport (PET) inhibitory activity was evaluated. Investigation on the relationship between PET inhibitory activity and substituents on the triazine ring revealed that 2-benzylamino-4-methyl-6-trifluoromethyl-1,3,5-triazine exhibited a highly PET inhibitory activity. Furthermore, introduction of a halogen or a trifluoromethyl group at 3- or 4-position of the benzene ring enhanced PET inhibitory activity, exhibiting pI50=6.91-7.29. Their PET inhibition was about 10 times stronger than that of simazine. On the absolute configuration of chiral center in 2-methyl-4-(a-methylbenzylamino) 6-trifluoromethyl-1,3,5-triazine, (-)-enantiomer was around 100 times stronger than (+)-enantiomer. However, the PET inhibitory activity was decreased by N-alkylation of the benzylamino group in 2-benzylamiamino-4-methyl-6-trifluoromethyl-I,3,5-triazine.
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