Design, Synthesis, and Insecticidal Evaluation of New Benzoylureas Containing Isoxazoline and Isoxazole Group

• Published in: Journal of agricultural and food chemistry Vol. 59; no. 9; pp. 4851 - 4859
• Main Authors: Sun, Ranfeng, Li, Yongqiang, Xiong, Lixia, Liu, Yuxiu, Wang, Qingmin
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 11.05.2011; Amer Chemical Soc
• Subjects: Agriculture; Agriculture, Multidisciplinary; Animals; benzoylphenylureas; Biological and medical sciences; chemical synthesis; Chemistry; Chemistry, Applied; Crop and Animal Protection Chemistry; Culicidae; Culicidae - drug effects; Drug Design; drug effects; Food industries; Food Science & Technology; Fundamental and applied biological sciences. Psychology; insecticidal properties; insecticides; Insecticides - chemical synthesis; Insecticides - chemistry; Insecticides - pharmacology; Isoxazoles; Isoxazoles - chemical synthesis; Isoxazoles - chemistry; Isoxazoles - pharmacology; Life Sciences & Biomedicine; Moths; Moths - drug effects; nuclear magnetic resonance spectroscopy; pharmacology; Physical Sciences; Plutella xylostella; Science & Technology; Structure-Activity Relationship; Urea; Urea - chemical synthesis; Urea - chemistry; Urea - pharmacology; isoxazoline; Benzoylphenylureas; insecticidal activity; isoxazole; insect growth regulator; benzoyl urea; BIOACTIVITY; OXIME ETHER; QSAR; SAR; CHITIN SYNTHESIS; Evaluation; Insecticide; Growth; Insecta; Pesticides; Design; Urea; Synthesis; Arthropoda; Ureas; Invertebrata
• ISSN: 0021-8561; 1520-5118; 1520-5118
• DOI: 10.1021/jf200395g

Twenty-two new benzoylphenylureas containing isoxazoline and the isoxazole group were designed and synthesized, and their structures were characterized by 1H NMR and elemental analysis (or HRMS). The larvicidal activities against Oriental armyworm, mosquito, and diamondback moth of the new compounds were evaluated. Compounds I-1 and III-1 showed nearly the same level of insecticidal activity against Oriental armyworm as commercial insecticide Flucycloxuron and surprisingly exhibited much higher larvicidal activities against diamondback moth than Flucycloxuron.