Famoxadone
Chemical compound
From Wikipedia, the free encyclopedia
Famoxadone is a fungicide to protect agricultural products against various fungal diseases on fruiting vegetables, tomatoes, potatoes, curcurbits, lettuce and grapes.[1] It is used in combination with cymoxanil.[1][2] Famoxadone is a QoI, albeit with a chemistry different from most QoIs. (It is an oxazolidine-dione while most are strobilurins.)[3][4][5] It is commonly used against Plasmopara viticola,[3] Alternaria solani,[3][4] Phytophthora infestans,[3][4] and Septoria nodorum.[3][4]
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| Names | |
|---|---|
| IUPAC name
(RS)-5-Methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-1,3-oxazolidine-2,4-dione | |
| Other names
Famoxate; FMX | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.114.714 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C22H18N2O4 | |
| Molar mass | 374.396 g·mol−1 |
| Melting point | 140.3-141.8 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Molecular interaction
Famoxadone is of lesser interaction strength at the Qp pocket than some other QoIs, for example, azoxystrobin. This is because azoxystrobin and such interact more centrally in the Qp pocket than does famoxadone.[6]
Resistance management
Although it has a different chemistry, famoxadone shows full cross-resistance with the rest of the main FRAC group 11[4] that it belongs to, which is almost entirely strobs. It has not shown cross-resistance with the 11A subgroup however. As with all QoIs there is a high risk of resistance development and so pesticide stewardship is important.[5][4]
Populations of P. infestans and A. solani in northern and western Europe are not known to be resistant to famoxadone.[4]
Great Britain approval withdrawn
On June 30 2024, approval for famoxadone's use in Great Britain was withdrawn by the Health and Safety Executive due to the risk it presents to birds.[7] Its use was already banned in the European Union, and there was in 2024 concern about the levels of allowed residue particularly on table grapes being too high.[8]