Structure via PubChem · Public domain (PubChem)
metalaxyl
Sign in to saveMetalaxyl is an acylalanine fungicide with systemic function. Its chemical name is methyl N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate. It can be used to control Pythium in a number of vegetable crops, and Phytophthora in peas. Metalaxyl-M is the ISO common name and Ridomil Gold is the trade name for the optically pure (-) / D / R active stereoisomer, which is also known as mefenoxam.
Chemical data
- Formula
- C15H21NO4
- Molecular weight
- 279.33 g/mol
- IUPAC name
- methyl 2-(N-(2-methoxyacetyl)-2,6-dimethylanilino)propanoate
- SMILES
- CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
- InChIKey
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 55.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
828 papers- Metalaxyl: persistence, degradation, metabolism, and analytical methods.Reviews of environmental contamination and toxicology · 2000
- Characterization of metalaxyl-induced notochord toxicity based on biochemical and transcriptomics in zebrafish (Danio rerio) model.Journal of hazardous materials · 2025
- The different toxic effects of metalaxyl and metalaxyl-M on Tubifex tubifex.Ecotoxicology and environmental safety · 2021
- Peer review of the pesticide risk assessment of the active substance metalaxyl-M (amendment of approval conditions).EFSA journal. European Food Safety Authority · 2023
- Setting of import tolerances for metalaxyl-M in oil palms fruits and peppercorn.EFSA journal. European Food Safety Authority · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 279.147
Show 4 more facts
- Commons category
- Metalaxyl
- chemical formula
- C₁₅H₂₁NO₄
- canonical SMILES
- CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
- found in taxon
- Ganoderma lucidum
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- References
- External links
Metalaxyl is an acylalanine fungicide with systemic function. Its chemical name is methyl N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate. It can be used to control Pythium in a number of vegetable crops, and Phytophthora in peas. Metalaxyl-M is the ISO common name and Ridomil Gold is the trade name for the optically pure (-) / D / R active stereoisomer, which is also known as mefenoxam.
It is the active ingredient in the seed treatment agent Apron XL LS.
Excerpted from Wikipedia’s “metalaxyl” article, available under the CC BY-SA 4.0 licence.