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Metalaxyl

Metalaxyl

IUPAC name	2-[(2,6-dimethylphenyl)-(2-methoxy-1-oxoethyl)amino]propanoic acid methyl ester
Identifiers
CAS number
PubChem	42586
SMILES	CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
Properties
Molecular formula	C₁₅H₂₁NO₄
Molar mass	279.33154
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Metalaxyl is a phenylamide 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.

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It is the active ingredient in the seed treatment agent Apron XL LS.^[1]

The fungicide has suffered severe resistance problems. The fungicide was marketed for use against Phytophthora infestans. However in the summer of 1980, in the Republic of Ireland, the crop was devastated by a potato blight epidemic after a resistant race of the oomycete appeared.^[2] Irish farmers later successfully sued the company for their losses.^{[citation needed]}