Research Institute of Plant Protection, Agricultural Research Center, 12619, Giza, Egypt.
Plant Protection Dept., Faculty of Agricultural, New valley University, 72511, New valley, Egypt.
Chem Biodivers. 2024 Jun;21(6):e202400451. doi: 10.1002/cbdv.202400451. Epub 2024 May 3.
Five types of heterocyclic compounds containing trifloromethylpyridine scaffold namely; 3-cyano-2-(N-phenyl)carbamoylmethylthio-6-(thiophen-2-yl)-4-trifluoromethyl-pyridine (6a), thieno[2,3-b]pyridines 3-5 and 7a-c, pyrido[3',2':4,5]thieno[3,2-d] pyrimidines 8-13 and 15a-c, pyrido[3',2':4,5]thieno[3,2-d][1,2,3]triazines 16a,b, and 9-(thiophen-2-yl)-7-(trifluoromethyl) pyrido [3',2':4,5]thieno[2,3-e][1,2,4]triazolo[1,5-c]pyrimidine (14) were synthesized in excellent yields and very pure state. The structures of these compounds were confirmed by elemental and spectral analyses. Most of the synthesized compounds were evaluated as insecticidal agents toward Aphis gossypii insects and promising results obtained. Among all tested compounds, only 6, 7a, 7c and 15c being the most potent compounds against nymphs and adults of Aphis gossypii and their activities are nearly to that of acetamiprid as a reference. The effect of 6a compounds 7a, 7c and 15c on the Aphis digestive system from histological point of view was also included.
五种含三氟甲基吡啶骨架的杂环化合物,即 3-氰基-2-(N-苯基)氨甲酰基硫甲基-6-(噻吩-2-基)-4-三氟甲基吡啶(6a)、噻吩并[2,3-b]吡啶 3-5 和 7a-c、吡啶并[3',2':4,5]噻吩并[3,2-d]嘧啶 8-13 和 15a-c、吡啶并[3',2':4,5]噻吩并[3,2-d][1,2,3]三嗪 16a,b 和 9-(噻吩-2-基)-7-(三氟甲基)吡啶并[3',2':4,5]噻吩并[2,3-e][1,2,4]三唑并[1,5-c]嘧啶(14),以优异的产率和非常纯的状态合成。这些化合物的结构通过元素分析和光谱分析得到确认。合成的大多数化合物被评估为棉蚜的杀虫剂,并获得了有希望的结果。在所测试的化合物中,只有 6、7a、7c 和 15c 对棉蚜的若虫和成虫最有效,其活性几乎与作为参比的乙酰甲胺磷相当。还包括化合物 6a、7a、7c 和 15c 对棉蚜消化系统的影响从组织学角度。