Icafolin-methyl

Icafolin-methyl
	Skeletal formulae of icafolin-methyl stereoisomers
Names
	Preferred IUPAC name methyl (2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-ethenyl-4H-1,2-oxazole-5-carbonyl]amino]oxolane-2-carboxylate
Identifiers
CAS Number	2254752-21-9;
3D model (JSmol)	Interactive image;
ChemSpider	133326948;
PubChem CID	146479070;
	InChI InChI=1S/C18H18F2N2O5/c1-3-18(17(24)21-13-7-15(26-9-13)16(23)25-2)8-14(22-27-18)10-4-11(19)6-12(20)5-10/h3-6,13,15H,1,7-9H2,2H3,(H,21,24)/t13?,15?,18-/m1/s1 Key: TVMYHMXZYVGODK-LEHRNKBSSA-N;
	SMILES FC=1C=C(C=C(C1)F)C1=NO[C@@](C1)(C=C)C(=O)N[C@@H]1C[C@@H](OC1)C(=O)OC;
Properties
Chemical formula	C18H18F2N2O5
Molar mass	380.348 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Icafolin-methyl is a post-emergent chemical herbicide developed by Bayer. It is a methyl ester derivative of icafolin and has the formula C₁₈H₁₈F₂N₂O₅. The herbicide was patented in 2022, registered in 2025, and is anticipated to be introduced in 2028 for use in Brazil. It is a tubulin inhibitor that may be applied to cereals, oilseeds and soybeans, and is described as being effective against monocotyledonous and dicotyledonous weeds, with examples being sourgrass and barnyardgrass. The herbicide is synthesized as a mixture of (2R,4R) and (2S,4S) stereoisomers through a multi-step process. Icafolin-methyl is hydrolyzed to icafolin in plants.

References

↑ Young, Cyndi. "Bayer Unveils Icafolin and Conventro: New Herbicide Technologies Target Resistant Weeds and Support Sustainable Farming". Brownfield Ag News. Retrieved January 6, 2026.
1 2 "Icafolin-methyl". PubChem. National Center for Biotechnology Information. Retrieved January 6, 2026.
↑ "Icafolin-methyl". Pesticide Properties DataBase. University of Hertfordshire. November 9, 2025. Retrieved January 6, 2026.
↑ Marston, Jennifer (September 30, 2025). "Icafolin-methyl 'a completion of glyphosate,' not a replacement: in conversation with Bayer". AgFunderNews. Retrieved January 6, 2026.
↑ "Bayer should launch two herbicides in the coming years: icafolin and Convintro Duo". Revista Cultivar. January 2, 2024. Archived from the original on June 14, 2025. Retrieved January 6, 2026.
↑ 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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[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.

[:0-2] 1 2 "Icafolin-methyl". PubChem. National Center for Biotechnology Information. Retrieved January 6, 2026.

[3] "Icafolin-methyl". Pesticide Properties DataBase. University of Hertfordshire. November 9, 2025. Retrieved January 6, 2026.

[4] Marston, Jennifer (September 30, 2025). "Icafolin-methyl 'a completion of glyphosate,' not a replacement: in conversation with Bayer". AgFunderNews. Retrieved January 6, 2026.

[5] "Bayer should launch two herbicides in the coming years: icafolin and Convintro Duo". Revista Cultivar. January 2, 2024. Archived from the original on June 14, 2025. 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.