Emerging Pathogens Institute, Department of Entomology and Nematology, University of Florida, Gainesville, FL 32610-0009, USA.
U.S. Department of Agriculture-Agricultural Research Service, Center for Medical, Agricultural, and Veterinary Entomology, Gainesville, FL 32608, USA.
Pestic Biochem Physiol. 2019 Nov;161:5-11. doi: 10.1016/j.pestbp.2019.06.012. Epub 2019 Jun 29.
The adulticidal, larvicidal, and repellent activity of 18 trifluoromethylphenyl amides (TFMPAs) was determined against Aedes aegypti mosquitoes. The compounds studied are the third generation designed from active structures of the previous two generations. N-(3,5-Bis(trifluoromethyl)phenyl)-2-chloroacetamide (8f) and N-(3,5-bis(trifluoromethyl)phenyl)-2,2,3,3,3-pentafluoropropanamide (8h) were most active against 1st stage Ae. aegypti larvae with LC values of 125 and 2.53 μM; for comparative purposes, the published LC for fipronil is 0.014 μM. Compound 8h was the most toxic against adult female Ae. aegypti with an LD = 2.12 nmol/mg, followed by 8f, and N-(3,5-bis(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide (8g) with LD values of 4.27 and 4.73 nmol/mg, respectively, although these compounds were significantly less toxic than fipronil against adult female Ae. aegypti. Compounds N-(2-(trifluoromethyl)phenyl)butyramide (9c), N-(2-(trifluoromethyl)phenyl)pentanamide (9d) and N-(2-(trifluoromethyl)phenyl)hex-5-enamide (9e) were the best repellents for female Ae. aegypti, with minimum effective dosages (MEDs) of 0.026, 0.052, and 0.091 μmol/cm respectively, compared to DEET at 0.052 μmol/cm. Out of 52 TFMPAs (total number of compounds from three generations of this research) compound 9c was the most active repellent along with two synthesized in our previous studies, 2-chloro-N-(3-(trifluoromethyl)phenyl)acetamide (6a) and 2,2,2-trifluoro-N-(2-(trifluoromethyl)phenyl)acetamide (4c).
研究了 18 种三氟甲基苯基酰胺（TFMPAs）对埃及伊蚊的杀成虫、杀幼虫和驱避活性。所研究的化合物是在前两代的活性结构基础上设计的第三代。N-（3,5-二（三氟甲基）苯基）-2-氯乙酰胺（8f）和 N-（3,5-二（三氟甲基）苯基）-2,2,3,3,3-五氟丙酰胺（8h）对 1 龄埃及伊蚊幼虫的活性最高，LC 值分别为 125 和 2.53 μM；为了进行比较，已发表的氟虫腈 LC 值为 0.014 μM。化合物 8h 对雌性埃及伊蚊成虫的毒性最大，LD 为 2.12 nmol/mg，其次是 8f 和 N-（3,5-二（三氟甲基）苯基）-2,2,2-三氟乙酰胺（8g），LD 值分别为 4.27 和 4.73 nmol/mg，尽管这些化合物对雌性埃及伊蚊成虫的毒性明显低于氟虫腈。化合物 N-（2-（三氟甲基）苯基）丁酰胺（9c）、N-（2-（三氟甲基）苯基）戊酰胺（9d）和 N-（2-（三氟甲基）苯基）己-5-烯酰胺（9e）是对雌性埃及伊蚊最好的驱避剂，最低有效剂量（MED）分别为 0.026、0.052 和 0.091 μmol/cm，而 DEET 为 0.052 μmol/cm。在 52 种 TFMPAs（本研究三代化合物的总数）中，化合物 9c 与我们之前研究中合成的两种化合物 2-氯-N-（3-（三氟甲基）苯基）乙酰胺（6a）和 2,2,2-三氟-N-（2-（三氟甲基）苯基）乙酰胺（4c）一起是最有效的驱避剂。
