New Isoxazoline Cyclopropyl-Picolinamide Derivatives as Potential Insecticides

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 7, 2025

Isoxazoline insecticides exhibit broad-spectrum insecticidal activity against insect pests. However, the high toxicity to honeybees limits their application in pest management. To explore reducing of isoxazoline derivatives bees, a series new cyclopropyl-picolinamide were designed and synthesized. Bioassays revealed that FSA37 showed excellent Plutella xylostella, Spodoptera litura, exigua, with LC50 values 0.077, 0.104, 0.198 mg/L, respectively. These results surpass those fluxametamide, which displayed 0.605, 0.853, 1.254 mg/L. Furthermore, exhibited notable Solenopsis invicta. Importantly, bee studies indicated possesses significantly lower acute oral compared fluralaner fluxametamide. Quantum chemical calculations molecular docking suggest fragment may be crucial for both biological safety nontarget organisms. In conclusion, represents promising candidate highly effective environmentally friendly insecticide.

Language: Английский

Unveiling Hydrogen Bonding and Solvent Effects on Directed Nitrile Oxide [3 + 2] Cycloaddition Reactions: Selectivity of 2,2-Dimethylpropane Nitrile Oxide with Cyclopentenylbenzamide: An MEDT Study

ACS Omega, Journal Year: 2025, Volume and Issue: unknown

Published: April 3, 2025

The role of hydrogen bond and solvent effects on the regio- diastereoselectivity [3 + 2] cycloaddition reaction (32CA) between 2,2-dimethylpropanenitrile oxide (NO) N-(cyclopent-2-en-1-yl)benzamide has been theoretically studied at B3LYP/6-311++G(d,p) level using molecular electron density theory (MEDT). Solvent dichloromethane (DCM) benzene were taken into account. localization function (ELF) classifies NO as a three-atom component with zwitterionic electronic structure, which participates in zwitterionic-type 32CA reactions. reactions occur through one-step mechanism present high activation Gibbs free energies DCM benzene, slight difference favoring benzene. Along intrinsic coordinate pathway, topological analysis ELF shows asynchronous formation C-C prior to C-O by coupling two-carbon pseudoradical centers. low global transfer indicates that these have nonpolar character, accounts for their energies. Analysis noncovalent interactions associated TSs reveals favored TS, confirms its participation experimental selectivities.

Language: Английский

Design, synthesis and Aphicidal activity of novel Pentafluorophenyl derivatives against Brevicoryne brassicae

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155605 - 155605

Published: April 1, 2025

Language: Английский