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Alloxydim
View on Wikipediafrom Wikipedia
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| Names | |
|---|---|
| Preferred IUPAC name
Methyl 2-hydroxy-6,6-dimethyl-4-oxo-3-[(E)-N-prop-2-enoxy-C-propylcarbonimidoyl]cyclohex-2-ene-1-carboxylate | |
Other names
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.054.284 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C17H25NO5 | |
| Molar mass | 323.389 g·mol−1 |
| Hazards | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose)
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Alloxydim is a chemical compound. Its formula is C17H25NO5. A member of the cyclohexenones, a methyl ester, and an ether, alloxydim is a post-emergence herbicide.[2] Its sodium salt is a hygroscopic, water-soluble colorless solid.[3]
Alloxydim's HRAC classification is Group A (Australia and global), or Group 1 (numeric). Group A herbicides inhibit acetyl CoA carboxylase, (ACCase).[4]
Synthesis
[edit]Alloxydim may be produced by a multi-step reaction from mesityl oxide with dimethyl malonate, butyryl chloride, and ethoxyamine.[5]
Uses
[edit]Alloxydim is a grass herbicide that acts by inhibiting acetyl-CoA carboxylase.[2] It was developed by Nippon Soda in 1976[6][7] and used from 1978 to 1992 in Germany.[8]
See also
[edit]References
[edit]- ^ a b c Worthing CR, Hance RJ (1991). The Pesticide Manual. Vol. 9. British Crop Protection Council. p. 21. ISBN 978-0-948404-42-9.
- ^ a b Alloxydim in the Pesticide Properties DataBase (PPDB), accessed on 2024-11-30.
- ^ Metabolic Pathways of Agrochemicals: Part 1: Herbicides and Plant Growth Regulators. Royal Society of Chemistry. 2007. p. 848. ISBN 978-1-84755-138-2.
- ^ "Classification of Herbicides According to Site of Action". WeedScience. Retrieved August 21, 2025.
- ^ Unger TA (1996). Pesticide Synthesis Handbook. William Andrew. p. 145. ISBN 978-0-8155-1853-2.
- ^ Li J, Li X, Liu X, Ma J (2009). "Synthesis of O-benzyl oximes by combination of phase transfer catalysis and ultrasound irradiation". Frontiers of Chemistry in China. 4 (1): 58–62. doi:10.1007/s11458-009-0002-2.
- ^ Schirmer PU (2012). Modern Crop Protection Compounds: Herbicides. John Wiley & Sons. p. 455. ISBN 978-3-527-32965-6.
- ^ Berichte zu Pflanzenschutzmitteln 2009: Wirkstoffe in Pflanzenschutzmitteln; Zulassungshistorie und Regelungen der Pflanzenschutz-Anwendungsverordnung (in German). Springer-Verlag. 2010. p. 8. ISBN 978-3-0348-0029-7.