Affiliation:
1. Department of Chemistry, Faculty of Science Al-Azhar University at Assiut 71524 Assiut Egypt
2. Chemistry Department, Faculty of Science Sohag University 282524 Sohag Egypt
3. Research Institute of Plant Protection, Agricultural Research Center 12619 Giza, Doki Egypt
Abstract
Abstract5‐(Cyanomethyl)‐3‐((5,5‐dimethyl‐3‐oxocyclohex‐1‐en‐1‐yl)amino)‐1H‐pyrazole‐4‐carbonitrile (3) is used as a key for the synthesis of arylidenes 5 a–fvia its reaction with some aldehydes 4 a–f. 5‐[(5,5‐Dimethyl‐3‐oxocyclohex‐1‐en‐1‐yl)amino]‐3‐(2‐imino‐2H‐chromen‐3‐yl)‐1H‐pyrazole‐4‐carbonitrile (7) was synthesized via the reaction of compound (3) with 2‐Hydroxybenzaldehyde in EtOH/piperidine. The target compounds were tested against cotton leafworm larvae in their second and fourth instar. The available data demonstrated that the LC50 values for commercial phenylpyrazole were 3.37 mg/L and 4.55 mg/L for the most affected synthesized compound, 5 b. The chemical structure of compound 5 bhas two cyano moieties, a pyrazole ring and a chlorophenyl, which may be increasing it efficiency. Evaluation of the latent effects of the examined synthesized compounds on various biological parameters, including adult longevity, pupal weight, proportion of normal, deformed pupae, adult emergency, fecundity, and egg hatchability, was done in an additional effort to slightly improve insecticidal compounds. Seven target synthesized compounds were subjected to a molecular docking analysis against glutamate‐activated chloride channels. Twelve artificial compounds with the PDB ID of 4COF were subjected to a molecular docking study against the gamma‐aminobutyric acid receptor (GABA).