Chlorfenapyr crystal polymorphism and insecticidal activity

0585699 - FZÚ 2025 RIV US eng J - Journal Article
Aronin, R. - Brázda, Petr - Smith, L. N. - Zhang, C. J. - Benedict, J. B. - Marr, Z. Y. - Rybtchinski, B. - Weissman, H. - Shtukenberg, A. G. - Kahr, B.
Chlorfenapyr crystal polymorphism and insecticidal activity.
Crystal Growth & Design. Roč. 24, č. 3 (2024), s. 1284-1292. ISSN 1528-7483. E-ISSN 1528-7505
R&D Projects: GA ČR(CZ) GX21-05926X; GA MŠMT LM2018110; GA MŠMT(CZ) EF16_019/0000760
Institutional support: RVO:68378271
Keywords : crystal structure * crystallization * crystals * diffraction * ketones
OECD category: Condensed matter physics (including formerly solid state physics, supercond.)
Impact factor: 3.8, year: 2022
Method of publishing: Open access

Four crystalline polymorphs of the proinsecticide chlorfenapyr [4-bromo-2-(4-chlorophenyl)-1-ethoxymethyl-5-trifluoromethyl-1H-pyrrole-3-carbonitrile] have been identified and characterized by polarized light optical microscopy, differential scanning calorimetry, Raman spectroscopy, X-ray diffraction, and electron diffraction. Three of the four structures were considered polytypic. Chlorfenapyr polymorphs show similar lethality against fruit flies (Drosophila melanogaster) and mosquitoes (Anopheles quadrimaculatus) with the least stable polymorph showing slightly higher lethality. Similar activities may be expected to be consistent with structural similarities. Knockdown kinetics, however, depend on an internal metabolic activating step, which further complicates polymorph-dependent bioavailability
Permanent Link: https://hdl.handle.net/11104/0353401