Photosynthetic electron transport inhibitory activity of 2-aralkylamino-4-methyl-6-trifluoromethyl-1, 3, 5-triazine derivatives

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-tr...

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Bibliographic Details
Published in:Journal of Pesticide Science 1999/05/20, Vol.24(2), pp.138-142
Main Authors: Kuboyama, N. (Tamagawa Univ., Machida, Tokyo (Japan). Faculty of Agriculture), Koizumi, K, Ohki, A, Ohki, S, Kohno, H, Wakabayashi, K
Format: Article
Language:English
Subjects:
2-aralkylamino-1,3,5-triazines
2-benzylamino-4-methyl-6-trifluoromethyl-1,3,5-triazines
Biological and medical sciences
Chemical control
FOTOSINTESIS
Fundamental and applied biological sciences. Psychology
HERBICIDAS
HERBICIDE
HERBICIDES
INHIBICION
INHIBITION
OXIDOREDUCTIONS
OXIRREDUCION
OXYDOREDUCTION
Parasitic plants. Weeds
PESTICIDAL PROPERTIES
PET inhibitory activity
PHOTOSYNTHESE
PHOTOSYNTHESIS
photosynthetic electron transport
Phytopathology. Animal pests. Plant and forest protection
PROPIEDADES PLAGUICIDAS
PROPRIETE DES PESTICIDES
spinach thylakoids
TRIACINA
TRIAZINE
TRIAZINES
Weeds
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Summary: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-(alpha-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-benzylamino-4-methyl-6-trifluoromethyl-1,3,5-triazine
ISSN:0385-1559
1348-589X
1349-0923
DOI:10.1584/jpestics.24.138