Title: Metalaxyl
CAS Registry Number: 57837-19-1
CAS Name: N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-DL-alanine methyl ester
Additional Names: methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate; metaxanin
Manufacturers' Codes: CGA-48988
Trademarks: Ridomil (Syngenta)
Molecular Formula: C15H21NO4
Molecular Weight: 279.33
Percent Composition: C 64.50%, H 7.58%, N 5.01%, O 22.91%
Literature References: Phenylamide fungicide for use in food crops, shrubs and turf. Prepn: A. Hubele, DE 2515091; idem, US 4151299 (1975, 1979 to Ciba-Geigy). Comprehensive description: P. A. Urech, F. J. Schwinn, Phytiatr.-Phytopharm. 27, 239-247 (1978). Antifungal spectrum: A. Kerkenaar, A. K. Sijpesteijn, Pestic. Biochem. Physiol. 15, 71 (1981). Enzyme-linked immunosorbent assay of residues in foods: W. H. Newsome, J. Agric. Food Chem. 33, 528 (1985).
Properties: Whitish crystals, mp 71-72°. Vapor pressure (20°): 2.2 ´ 10-6 mm Hg. Soly in water (20°): 7.1 g/l. Readily sol in most organic solvents. LD50 in rats (mg/kg): 669 orally (Urech).
Melting point: mp 71-72°
Toxicity data: LD50 in rats (mg/kg): 669 orally (Urech)
Derivative Type: R-form
CAS Registry Number: 70630-17-0
CAS Name: N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-D-alanine methyl ester
Additional Names: (R)-[(2,6-dimethylphenyl)methoxyacetylamino]propionic acid methyl ester; metalaxyl-M; mefenoxam
Manufacturers' Codes: CGA-329351
Trademarks: Apron (Syngenta); Ridomil Gold (Syngenta); Subdue (Syngenta)
Literature References: Enantioselective prepn: H.-U. Blaser, F. Spindler, Top. Catal. 4, 275 (1997). Comprehensive description: C. Nuninger et al., Brighton Crop Prot. Conf. - Pests Dis. 1996, 41-46.
Properties: Pale yellow to light brown viscous liquid. dec ~270°. Log P (n-octanol/water): 1.71. Soly in water (25°): 26 g/l.
Log P: Log P (n-octanol/water): 1.71
Use: Agricultural fungicide.

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