Fenpicoxamid

Fenpicoxamid
Names
	IUPAC name [2-[[(3S,7R,8R,9S)-7-Benzyl-9-methyl-8-(2-methylpropanoyloxy)-2,6-dioxo-1,5-dioxonan-3-yl]carbamoyl]-4-methoxypyridin-3-yl]oxymethyl 2-methylpropanoate
Identifiers
CAS Number	517875-34-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:136340;
ChemSpider	57630848;
ECHA InfoCard	100.248.997
EC Number	815-084-1;
PubChem CID	51039126;
UNII	8W7MC999JJ;
CompTox Dashboard (EPA)	DTXSID80895118 ;
	InChI InChI=1S/C31H38N2O11/c1-17(2)28(35)42-16-41-26-23(39-6)12-13-32-24(26)27(34)33-22-15-40-30(37)21(14-20-10-8-7-9-11-20)25(19(5)43-31(22)38)44-29(36)18(3)4/h7-13,17-19,21-22,25H,14-16H2,1-6H3,(H,33,34)/t19-,21+,22-,25-/m0/s1 Key: QGTOTYJSCYHYFK-RBODFLQRSA-N;
	SMILES C[C@H]1[C@@H]([C@H](C(=O)OC[C@@H](C(=O)O1)NC(=O)C2=NC=CC(=C2OCOC(=O)C(C)C)OC)CC3=CC=CC=C3)OC(=O)C(C)C;
Properties
Chemical formula	C31H38N2O11
Molar mass	614.648 g·mol−1
Hazards
	GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H373, H410
Precautionary statements	P260, P273, P319, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Fenpicoxamid is a picolinamide fungicide used to control fungal pathogens in cereal crops, particularly Zymoseptoria tritici in wheat.^[1]^[2] It is derived from a naturally occurring substance called UK-2A produced by a Streptomyces bacteria and is structurally related to the piscicide antimycin A. When absorbed by fungi or plants it is converted to UK-2A.^[3] It was authorised for use in the United Kingdom in 2021 and by 2022 was used on 670,000 hectares.^[4]^[5]

References

^ Owen, W John; Yao, Chenglin; Myung, Kyung; Kemmitt, Greg; Leader, Andrew; Meyer, Kevin G; Bowling, Andrew J; Slanec, Thomas; Kramer, Vincent J (October 2017). "Biological characterization of fenpicoxamid, a new fungicide with utility in cereals and other crops". Pest Management Science. 73 (10): 2005–2016. Bibcode:2017PMSci..73.2005O. doi:10.1002/ps.4588. PMC 5599960. PMID 28471527.
^ Leader, A. "Fenpicoxamid, a new natural product derived fungicide for control of Zymoseptoria tritici (Septoria tritici blotch) and other diseases in cereals". Proceedings Crop Production in Northern Britain 2018. Retrieved 23 February 2025.
^ Young, David H; Wang, Nick X; Meyer, Stacy T; Avila-Adame, Cruz (February 2018). "Characterization of the mechanism of action of the fungicide fenpicoxamid and its metabolite UK-2A". Pest Management Science. 74 (2): 489–498. Bibcode:2018PMSci..74..489Y. doi:10.1002/ps.4743. PMC 5813142. PMID 28960782.
^ Curtis, Marianne (31 March 2021). "Fungicide with Inatreq active gains UK approval | Farm News | Farmers Guardian". www.farmersguardian.com. Retrieved 23 February 2025.
^ "PESTICIDE USAGE SURVEY REPORT 309". Pusstats. FERA. Retrieved 23 February 2025.

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[1] Owen, W John; Yao, Chenglin; Myung, Kyung; Kemmitt, Greg; Leader, Andrew; Meyer, Kevin G; Bowling, Andrew J; Slanec, Thomas; Kramer, Vincent J (October 2017). "Biological characterization of fenpicoxamid, a new fungicide with utility in cereals and other crops". Pest Management Science. 73 (10): 2005–2016. Bibcode:2017PMSci..73.2005O. doi:10.1002/ps.4588. PMC 5599960. PMID 28471527.

[2] Leader, A. "Fenpicoxamid, a new natural product derived fungicide for control of Zymoseptoria tritici (Septoria tritici blotch) and other diseases in cereals". Proceedings Crop Production in Northern Britain 2018. Retrieved 23 February 2025.

[3] Young, David H; Wang, Nick X; Meyer, Stacy T; Avila-Adame, Cruz (February 2018). "Characterization of the mechanism of action of the fungicide fenpicoxamid and its metabolite UK-2A". Pest Management Science. 74 (2): 489–498. Bibcode:2018PMSci..74..489Y. doi:10.1002/ps.4743. PMC 5813142. PMID 28960782.

[4] Curtis, Marianne (31 March 2021). "Fungicide with Inatreq active gains UK approval | Farm News | Farmers Guardian". www.farmersguardian.com. Retrieved 23 February 2025.

[5] "PESTICIDE USAGE SURVEY REPORT 309". Pusstats. FERA. Retrieved 23 February 2025.

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