• The Korean Journal of Pesticide Science
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• v.8 no.3
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• pp.168-174
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• 2004

In a course of the process for a lead optimization of 2-imino-l,3-thiazolines 1 which show a selective in vivo antifungal activity against rice blast, new compounds 2 in which C-5 was substituted by methyl group of the lead compound were synthesized and tested for the biological activity. Bromination of $\beta$-keto ester 7 followed by the reaction with thiourea and hydrolysis gave 2-imino-5-methyl-l,3-thiazoline carboxylic acid 3. Coupling reactions of 3 with aniline derivatives afforded 17 kinds of the corresponding 2-imino-5-methyl-l,3-thiazoline carboxanilides 2. Their in vivo antifungal activity against rice blast was weaker than that of 1, indicating that the in vivo antifungal activity of 2-imino-l,3-thiazolines was affected by the substituent at C-5. These results would be an important data for the molecular design in the lead optimization process of this series.

• The Korean Journal of Pesticide Science
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• v.10 no.3
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• pp.165-171
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• 2006

A new 3-amino-1,3-thiazoline chemical library was synthesized through parallel synthetic technology and in vivo antifungal activity of the compounds were investigated against the typical 6 plant diseases (100 ppm). The characteristic feature of these derivatives was that both a benzyl moiety in C-2 imino and an amino group in C-3 of 2-imino-1,3-thiazoline scaffold were substituted in the molecule respectively. Some compounds showed antifungal activity with selectivity against tomato late blight and rice blast. The fungitoxicity would be attributed to 3,4-dichlorophenyl moiety of the benzyl group.

• Applied Biological Chemistry
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• v.47 no.1
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• pp.154-156
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• 2004