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Oxathiapiprolin

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Oxathiapiprolin
Names
Preferred IUPAC name 1,1-Difluoro-7-methyl-7-(trifluoromethyl)-2,2-dihydro-4(4,1)-piperidina-2(5,3)-oxazola-3(4,2)-thiazola-7(1)-pyrazola-1(1)-benzenaheptaphan-5-one
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.227.885 Edit this at Wikidata
PubChem CID
UNII
InChI
  • InChI=1S/C24H22F5N5O2S/c1-13-9-20(24(27,28)29)31-34(13)11-21(35)33-7-5-14(6-8-33)23-30-18(12-37-23)17-10-19(36-32-17)22-15(25)3-2-4-16(22)26/h2-4,9,12,14,19H,5-8,10-11H2,1H3Key: IAQLCKZJGNTRDO-UHFFFAOYSA-N
SMILES
  • CC1=CC(=NN1CC(=O)N2CCC(CC2)C3=NC(=CS3)C4=NOC(C4)C5=C(C=CC=C5F)F)C(F)(F)F
Properties
Chemical formula C24H22F5N5O2S
Molar mass 539.53 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Oxathiapiprolin (trade names Orondis, Zorvec, and Segovis) is a fungicide. In the United States, the Environmental Protection Agency has approved it for use against several fungal diseases including downy mildew and various Phytophthora species including late blight on crops including vegetables, ornamentals, and turf.

Its mechanism of action involves binding to the oxysterol-binding protein in Oomycetes.

References

  1. ^ "Orondis - Fungicide Product & Label Information". Syngenta US. Retrieved 2021-03-24.
  2. "Oxathiapiprolin" (PDF). New Active Ingredient Review. Minnesota Department of Agriculture. October 2015. Archived from the original (PDF) on 2017-11-07. Retrieved 2017-11-03.
  3. Cohen, Yigal (2015). "The Novel Oomycide Oxathiapiprolin Inhibits All Stages in the Asexual Life Cycle of Pseudoperonospora cubensis - Causal Agent of Cucurbit Downy Mildew". PLOS ONE. 10 (10): e0140015. Bibcode:2015PLoSO..1040015C. doi:10.1371/journal.pone.0140015. PMC 4599937. PMID 26452052.
  4. Pasteris, Robert J; Hanagan, Mary Ann; Bisaha, John J; Finkelstein, Bruce L; Hoffman, Lisa E; Gregory, Vann; Shepherd, Christopher P; Andreassi, John L; Sweigard, James A; Klyashchitsky, Boris A; Henry, Yewande T; Berger, Richard A (2015). "The Discovery of Oxathiapiprolin: A New, Highly-Active Oomycete Fungicide with a Novel Site of Action". Discovery and Synthesis of Crop Protection Products. ACS Symposium Series. Vol. 1204. p. 149. doi:10.1021/bk-2015-1204.ch011. ISBN 978-0-8412-3102-3.
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