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Thirty-two N-allylamino acids were prepared, and their preventive activity against Fusarium diseases was determined. Esters of N-allyl-glycine and -sarcosine showed a strong effect in preventing yellows of the Japanese radish caused by Fusarium oxysporum f. sp.raphani. These compounds were also effective against Fusarium wilt of tomato by foliage treatment. The preventive activity of N-allylsarcosinates varied insignificantly with the variation of the alcohol moiety of the esters. Although n-dodecyl N-allylsarcosinate was shown to effectively control Fusarium diseases, it did not affect the growth of Fusarium on an agar medium. The preventive effect was dependent on the application time. Enhancement of the peroxidase activity and the accumulation of total phenols were seen in the plants treated with these chemicals.

Forty nine N-substituted-α-aminonitriles were prepared and their preventive activities against Fusarium diseases were determined. Relationships between chemical structure and preventive activity were examined and the systemic movement in plants was investigated with 14C-N-allylaminoacetonitrile. Of the compounds tested, N-sec-butyl-α-aminoisobutyronitrile and N-allylaminoacetonitrile were most effective in controlling yellows of the Japanese radish which were caused by Fusarium oxysporum f. sp. raphani. N-Allylaminoacetonitrile showed remarkable systemic movement and a potent preventive activity against Fusarium wilts of cucumber and tomato not only by the soil drench test but also by the foliar spray assay.

Thirty-two N-allylamino acids were prepared, and their preventive activity against Fusarium diseases was determined. Esters of N-allyl-glycine and -sarcosine showed a strong effect in preventing yellows of the Japanese radish caused by Fusarium oxysporuwn f. sp. raphani. These compounds were also effective against Fusarium wilt of tomato by foliage treatment. The preventive activity of N-allylsarcosinates varied insignificantly with the variation of the alcohol moiety of the esters. Although n-dodecyl N-allylsarcosinate was shown to effectively control Fusarium diseases, it did not affect the growth of Fusarium on an agar medium. The preventive effect was dependent on the application time. Enhancement of the peroxidase activity and the accumulation of total phenols were seen in the plants treated with these chemicals.

The structure-activity relationships of N-alkylaminoacetonitriles and analogs possessing preventive activity against Fusarium diseases were investigated by the Hansch method. The variation in the preventive activity against yellows of the Japanese radish caused by Fusarium oxysporum f. sp. raphani was shown to be related to the variation in the steric dimension of the N-alkyl group. The amide, carboxylic acid and alcohol derivatives of N-sec-butylamino-acetonitrile were inactive while those of N-allylaminoacetonitrile showed the potent activity.