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3,5–Bis(2–Hydroxyphenyl)–1 H– 1,2,4–Triazole Derivatives: Synthesis, Crystal Structure and Insecticidal Activity
Author(s) -
Fan ChangChun,
Jiao ShuLin,
Qin Min,
Zou ZhiHong
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201901706
Subject(s) - chemistry , triazole , molecule , bioassay , 1,2,4 triazole , stereochemistry , crystal structure , intermolecular force , aphid , medicinal chemistry , crystallography , organic chemistry , biology , genetics , botany
In an effort to discover new molecules with good insecticidal activities, a series of 3,5‐bis (2‐hydroxyphenyl)‐1H‐1,2,4‐triazole derivatives were synthesized. The X–ray crystallographic and Hirshfeld surface calculation study of compound 4 c reveal the structural characteristics and strong intermolecular interactions and also evaluated for it's insecticidal activity. The bioassays data demonstrate that all the target compounds possess remarkable activities against broad bean aphid with the mortalities ranging from 98.12% to 100% at the concentration of 100 mg/L. In particular, methyl 4‐[3,5‐bis(2–hydroxyphenyl)‐1 H ‐1,2,4‐triazol‐1‐yl] benzoate (85.53%) shows higher activity than dinotefuran (85.25%) at the concentration of 10 mg/L whereas other compounds display low activity at the same concentration. The docking model of compound 4a shows possible mechanism of insecticidal action of target compounds. These results indicate that 3,5−bis (2−hydroxyphenyl) ‐1 H ‐1,2,4–triazole derivatives could be developed as novel and promising insecticides.