By David M. Himmelblau

Biochemical engineering; Chemical & Biochemical; Chemical engineering

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Ch003 1 Conclusions A detailed structure-activity study around the novel herbicide, 5-/-butylcarbamoyloxy-3-(3-trifluoromethyl)phenyl-4-thiazolidinone revealed that a considerable degree of structural variation is tolerated without total loss of herbicidal activity. A lipophilic, electron-withdrawing substituent at the 3position of the aromatic ring is essential for good herbicidal activity, with trifluoromethyl and trifluoromethoxy being the preferred groups. A tertiary alkyl 7V-substituent on the carbamate moiety is also required for good activity, with tbutyl being a preferred substituent; additional substitution on the carbamate nitrogen results in reduced activity.

Langton, D. ; Gillen, K . ; Kozakiewicz, A . ; Bacon, D. , W O 95/33719 (Zeneca), 1995. 4. ;Vohra, S. , W O 97/28138 (Zeneca), 1997. 5. , Chem. Pharm. Bull. 1982, 30, 1225. ; ACS Symposium Series; American Chemical Society: Washington, DC, 2001. ch004 3-(Heterocyclyl)phenyl Cyanurates: Synthesis and Herbicidal Activity Gary M. Karp, A. Don Crews, Mark C. Manfredi, Axel Kleemann, Robert L. Arotin, Matthew L. O. Box 400, Princeton, NJ 08543-0400 3-(Heterocyclyl)phenyl cyanurates 1, a novel class of protoporphyrinogen oxidase (protox) inhibitors were prepared and evaluated for their herbicidal activity.

Hsu, A. ; Tice, C. S. Patent 5,120,347, 1992. Burdge, E . L. personal communication. ; Hachitani, Y . ; Yabutani, K . Japanese Patent 60,218,379, 1985. Comprehensive Heterocyclic Chemistry Katritzky, A . : Rees, C. W. , 1984 Heubach, G. Liebigs Ann. Chem. 1980, 1376-1383. ; Tomita, K . Agric Biol. Chem. 1986, 50, 1831-1837 Tice, C. M. S. Patent 5,723,414, 1998. Brown, D . J. : New York, 1994, pp. 188-193. Tice, C. M. S. Patent 5,298,481, 1994. Jacobsen N. ; Rose, S. E. Aust. J. Chem. 1985, 38, 1809-1813.

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