Fluopicolide
| Names | |
|---|---|
| Preferred IUPAC name
2,6-Dichloro-N-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl}benzamide | |
| Identifiers | |
| |
3D model (JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.110.208 Edit this at Wikidata |
PubChem CID
|
|
| UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C14H8Cl3F3N2O | |
| Molar mass | 383.58 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Fluopicolide is a fungicide used in agriculture to control diseases caused by oomycetes such as late blight of potato. It is classed as an acylpicolide and its chemical name is 2,6-dichloro-N-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]methyl}benzamide.[1] The precise mode of action is not known, but it is thought to act by affecting spectrin-like proteins in the cytoskeleton of oomycetes.[1] [2] This mode of action differs from other available fungicides used to control oomycetes and it can inhibit the growth of strains that are resistant to phenylamides, strobilurin, dimethomorph and iprovalicarb.[1] It has some systemic activity as it moves through the xylem towards the tips of stems, but does not get transported to the roots.[2] It affects the motility of zoospores, the germination of cysts, the growth of the mycelium and sporulation.[3] Bayer CropScience developed the compound and it was first released as a commercial product in 2006.[4]
Uses
[edit ]Fluopicolide has been shown to be effective at controlling Phytophthora infestans , Phytophthora capsicii , Phytophthora porri , Plasmopara viticola , Perenospora parasitica , Peronospora tabacina , Peronospora sparsa , Pseudoperonospora cubensis and Bremia lactucae . As of 2007, it was only available commercially as a co-formulation with Fosetyl-Al for use in vines (as Profiler) and as a co-formulation with propamocarb for use on potatoes and vegetables (as Infinito). Other products were in development.[5]
Toxicity
[edit ]The median lethal dose in rats is >5000 mg/kg meaning that fluopicolide has low acute toxicity.[2] [5] Tests in other mammals indicate that it does not cause skin sensitisation, cancer or developmental problems.[5]
References
[edit ]- ^ a b c Valérie Toquin; Marie-Pascal Latorse; Roland Beffa (2012). Modern Crop Protection Compounds. John Wiley & Sons. pp. 831–838. ISBN 978-3-527-32965-6.
- ^ a b c "Fluopicolide Toxicology" (PDF). Food and Agriculture Organization.
- ^ U. Gisi; Ilan Chet; Maria Lodovica Gullino (18 September 2009). Recent Developments in Management of Plant Diseases. Springer Science & Business Media. p. 19. ISBN 978-1-4020-8804-9.
- ^ "Bayer CropScience's Infinito receives best combined rating". Biotech Week. 2007年06月20日.
- ^ a b c Valérie Toquin; Francois Barja; Catherine Sirven; Roland Beffa (2007). "Fluopicolide, a new Anti-oomycetes Fungicide with a New Mode of Action inducing Perturbation of a Spectrin-like Protein". Modern Crop Protection Compounds. pp. 675–682. doi:10.1002/9783527619580.ch19. ISBN 9783527619580.