Icafolin

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Icafolin
Skeletal formula of cis-icafolin Icafolin.svg
Skeletal formula of cis-icafolin
Names
Preferred IUPAC name
4-[[3-(3,5-difluorophenyl)-5-ethenyl-4H-1,2-oxazole-5-carbonyl]amino]oxolane-2-carboxylic acid
Identifiers
3D model (JSmol)
ChEMBL
PubChem CID
  • InChI=1S/2C17H16F2N2O5/c2*1-2-17(16(24)20-12-6-14(15(22)23)25-8-12)7-13(21-26-17)9-3-10(18)5-11(19)4-9/h2*2-5,12,14H,1,6-8H2,(H,20,24)(H,22,23)/t12-,14-,17+;12-,14-,17-/m01/s1
    Key: XTBKUVKZQNKKJP-NHDUPRCSSA-N
  • C=CC1(CC(=NO1)C2=CC(=CC(=C2)F)F)C(=O)NC3CC(OC3)C(=O)O
Properties
C17H16F2N2O5
Molar mass 366.321 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Icafolin is a post-emergent chemical herbicide developed by Bayer. [1] Its formula is C17H16F2N2O5. [2] The herbicide was introduced in 2022, [3] registered in 2025, and is anticipated to be introduced in 2028 for use in Brazil. [4] It is a tubulin inhibitor that may be applied to soybeans, corn, and cotton among other crops. The chemical is synthesized as a mixture of (2R,4R) and (2S,4S) stereoisomers through a multi-step process. [2]

Icafolin-methyl, a derivative methyl ester of icafolin, [5] is also a tubulin inhibitor and is hydrolyzed to icafolin in plants. [6]

References

  1. ↑ Young, Cyndi. "Bayer Unveils Icafolin and Conventro: New Herbicide Technologies Target Resistant Weeds and Support Sustainable Farming". Brownfield Ag News. Retrieved January 6, 2026.
  2. 1 2 "Icafolin". PubChem . National Center for Biotechnology Information . Retrieved January 6, 2026.
  3. ↑ "Icafolin". Pesticide Properties DataBase. University of Hertfordshire. November 9, 2025. Retrieved January 6, 2026.
  4. ↑ "Bayer submits registration applications for novel herbicide in four major markets". Bayer. July 30, 2025. Retrieved January 6, 2026.
  5. ↑ "Icafolin". Compendium of Pesticide Common Names. British Crop Production Council. Retrieved January 6, 2026.
  6. ↑ Haaf, Klaus-Bernhard; Peters, Olaf; Laber, Bernd; Lange, Gudrun; Gatzweiler, Elmar; Geibel, Sven; Passon, Daniel; Endler, Anne; Lange, Sylvia; Kahlau, Sabine; Eroschenko, Tatjana; Waldraff, Petra; Lümmen, Peter (2025). "The novel herbicide icafolin-methyl is a plant-specific inhibitor of tubulin polymerization". Pest Management Science. 81 (5): 2652–2661. doi:10.1002/ps.8415. ISSN   1526-4998. PMID   39297346.


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