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Pesticide Biochemistry and Physiology | 1980

Quantitative structure-activity study of herbicidal N-aryl-3,4,5,6-tetrahydrophthalimides and related cyclic imides

Hiroki Ohta; Tetsuo Jikihara; Ko Wakabayashi; Toshio Fujita

Abstract The quantitative relationship between structure and inhibitory activity against the root growth of sawa millet of 30 N-aryl-3,4,5,6-tetrahydrophthalimides and 88 related N-aryl cyclic imide compounds (3-aryl-1,5-tetramethylenehydantoins, 4-aryl-1,2-tetramethylenetriazolidine-3,5-diones, and their thiocarbonyl analogs) was analyzed by means of physicochemical parameters of the aryl substituents and regression analysis. The results showed that, in each series of these classes of compounds, the position-specific steric effects of aromatic substituents, as represented by Verloops STERIMOL values, are highly important in determining the inhibitory potency of the compound.


Advances in Pesticide ScienceAbstract and Addendum | 1979

STRUCTURE-ACTIVITY RELATIONSHIP OF CYCLIC IMIDE HERBICIDES

Ko Wakabayashi; Kuni Matsuya; Hiroki Ohta; Tetsuo Jikihara

Abstract N-Aryl-3,4,5,6-tetrahydrophthalimides (I) and other two series of cyclic imide types of compounds (II & III) have been found active as pre-emergence or early post-emergence herbicides. The compounds showed activity at low rates on many grassy and broadleaf weeds and were exceptionally phytotoxic to hairy galinsoga, common purslane and toothcup. Futher biological and biochemical studies showed that these cyclic imide herbicides belonged to the category of diphenylether herbicides having 0-substituent(s) such as CNP or nitrofen in their mechanism of action. In the context of development of cyclic imide herbicides, an information has been obtained on the structural characteristics required for herbicidal activity and a hypothesis that the alkylene ring, the electrondonating moiety, the imide ring and p-substituted ary ring are the prerequisite for activity is presented.


Bulletin of the Chemical Society of Japan | 1969

Studies on s-Triazines. I. Cotrimerization of Trichloroacetonitrile with Other Nitriles

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki


Agricultural and biological chemistry | 1976

Structure-activity Relationship of Cyclic Imide Herbicides

Hiroki Ohta; Seiichi Suzuki; Hisao Watanabe; Tetsuo Jikihara; Kuni Matsuya; Ko Wakabayashi


Bulletin of the Chemical Society of Japan | 1971

Studies on s -Triazines. VII. A New Method of Preparing 2-Methyl-4,6-bis(trichloromethyl)- s -triazine

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki


Bulletin of the Chemical Society of Japan | 1969

Studies on s -Triazines. II. Cotrimerization of Trichloroacetonitrile with Thiocyanates

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki


Journal of Synthetic Organic Chemistry Japan | 1970

Diamination Reactions of Trichloromethyl-s-triazines with Aliphatic Amines.-Syntheses of 2-alkyl-4, 6-bis (alkylamino) -s-Triazines.-

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki


Advances in Pesticide ScienceAbstract and Addendum | 1979

MECHANISM OF ACTION OF CYCLIC IMIDE TYPE HERBICIDES

Ko Wakabayashi; Kuni Matsuya; Tetsuo Jikihara; Seiichi Suzuki


Journal of Synthetic Organic Chemistry Japan | 1969

Monoamination Reaction of Trichloromethyl-S-Triazines with Aliphatic Amines

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki


ChemInform | 1971

SYMM.-TRIAZINE 7. MITT. NEUE METHODE ZUR DARST. VON 2-METHYL-4,6-BIS-(TRICHLORMETHYL)-SYMM.-TRIAZIN

Ko Wakabayashi; Masaru Tsunoda; Yasushi Suzuki

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