Chlorfenapyr Crystal Polymorphism and Insecticidal Activity

Reese Aronin, Petr Brázda, Leilani N. Smith, Carolyn Jin Zhang, Jason B. Benedict, Zoe Y. Marr, Boris Rybtchinski, Haim Weissman, Alexander G. Shtukenberg, Bart Kahr

Research output: Contribution to journalArticlepeer-review


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.

Original languageEnglish (US)
Pages (from-to)1284-1292
Number of pages9
JournalCrystal Growth and Design
Issue number3
StatePublished - Feb 7 2024

ASJC Scopus subject areas

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics


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