Compound: METALAXYL
SMILES: O=C(OC)C(N(c1c(cccc1C)C)C(=O)COC)C
InChIKey: ZQEIXNIJLIKNTD-UHFFFAOYSA-N
Synonyms: METALAXYL, 57837-19-1, Ridomil, Metaxanin, Jiashuangling, CG 117, DTXSID6024175, DL-Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-, methyl ester, CGA 48988, 16K4M187IF, CGA-48988, methyl 2-(N-(2-methoxyacetyl)-2,6-dimethylanilino)propanoate, DTXCID704175, Methyl N-(2-methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate, Alanine, N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-, methyl ester, RefChem:925556, CHEBI:6790, methyl-DL-N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-alaninate, Methyl 2-((methoxyacetyl)-2,6-dimethylanilino)propanoate, Allegiance, Metanaxin, Metasyl, Apron, Metalaxil, Subdue, Ridomil Vino, Apron FL, Ridomil 72WP, Methyl 2-(N-(2,6-dimethylphenyl)-2-methoxyacetamido)propanoate, (+/-)-Metalaxyl, Apron SD 35, IPO-FS, MFCD00055447, Methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-DL-alaninate, N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-dl-alanine methyl ester, NCGC00163754-02, NCGC00163754-04, Alanine, N-(methoxyacetyl)-N-(2,6-xylyl)-, methyl ester, DL-, methyl (2S)-2-(N-(2-deuterio-2-methoxyacetyl)-2,6-dimethylanilino)propanoate, Ridomil 2E, Subdue 2E, Subdue 5SP, Apron 2E, (+-)-Metalaxyl, L-Metalaxyl, methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate, Caswell No. 375AA, methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetamido]propanoate, Metalaxyl [ISO], Metalaxyl [ANSI:BSI:ISO], CAS-57837-19-1, HSDB 7061, EINECS 260-979-7, EPA Pesticide Chemical Code 113501, BRN 2947777, UNII-16K4M187IF, CCRIS 9320, methyl 2-[N-(2,6-dimethylphenyl)-2-methoxyacetylamino]propanoate, Metalaxyl (Standard), METALAXYL [MI], N-(2,6-Dimethylphenyl)-N-(methoxyacetyl)-alanine methyl ester, (.+/-.)-Metalaxyl, D,L-N-(2,6-Dimethylphenyl)-N-(2'-methoxyacetyl)alaninate de methyle [French], SCHEMBL20990, Metalaxyl, analytical standard, CHEMBL105809, orb1705840, orb3025354, METALAXYL, (+/-)-, CHEBI:82790, HY-B0843R, ZQEIXNIJLIKNTD-UHFFFAOYSA-, methyl N-(2,6-dimethylphenyl)-N-(2-methoxyacetyl)alaninate, HY-B0843, methyl 2-(N-(2-methoxyacetyl)-2,6-dimethyl-anilino)propanoate, MSK21218, N-(2,6-Dimethylphenyl)-N-(2-methoxyacetyl)alanine Methyl Ester, Tox21_112070, Tox21_202061, Tox21_300790, D,L-N-(2,6-Dimethylphenyl)-N-(2'-methoxyacetyl)alaninate de methyle, Metalaxyl 100 microg/mL in Toluene, SBB057023, AKOS005203481, Metalaxyl 1000 microg/mL in Toluene, Tox21_112070_1, FM25124, Metalaxyl 10 microg/mL in Cyclohexane, Metalaxyl 10 microg/mL in Acetonitrile, NCGC00163754-01, NCGC00163754-03, NCGC00163754-05, NCGC00163754-06, NCGC00254694-01, NCGC00259610-01, AC-12681, AS-15286, SY102996, DB-053114, CS-0012857, M3382, NS00098478, ST50994006, Metalaxyl, PESTANAL(R), analytical standard, C75714, Q4778002, Metalaxyl, certified reference material, TraceCERT(R), methyl N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate, methyl 2-[(2,6-dimethylphenyl)-(2-methoxyacetyl)amino]propanoate, ALANINE, N-(2,6-DIMETHYLPHENYL)-N-(2-METHOXYACETYL)-, METHYL ESTER, N-?(2,6-?Dimethylphenyl)?-N-(methoxyacetyl)-DL-alanine methyl ester, InChI=1/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3
Theoretical properties:
molecular_formula: C15H21NO4
molecular_weight: 279.33 g/mol
exact_mass: 279.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 6
heavy_atom_count: 20
topological_polar_surface_area: 55.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Fine, white powder
color: Fine, white powder
boiling_point: 295.9 °C @ 760 mm Hg
melting_point: 71-72 °C
density: 1.20 @ 20 °C
solubility: In ethanol 400, acetone 450, toluene 340, n-hexane 11, n-octanol 68 (all g/l at 25 °C)
vapor_pressure: 0.0000022 [mmHg]
Descriptions:
{"pubchem": "Methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate is an alanine derivative that is methyl alaninate in which one of the hydrogens attached to the nitrogen is substituted by a methoxyacetyl group, while the other is substituted by a 2,6-dimethylphenyl group. It is an alanine derivative, a methyl ester, an ether, a carboxamide and an aromatic amide.", "chebi": "An alanine derivative that is methyl alaninate in which one of the hydrogens attached to the nitrogen is substituted by a methoxyacetyl group, while the other is substituted by a 2,6-dimethylphenyl group.", "chembl": "METALAXYL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "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.\nIt is the active ingredient in the seed treatment agent Apron XL LS.\nThe 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. Irish farmers later successfully sued the company for their losses.\nMaximum pesticide residue limits for the EU/UK are set at 0.5 mg/kg for oranges and 1.0 mg/kg for apples. As early as 1998 Pythium was known to be widely developing resistance to metalaxyl which was the most effective control at the time. Various Pythium populations have been known to have resistance to mefenoxam since the 1980s and metalaxyl since 1984. There is wide variability in resistance/sensitivity between Pythium species, with some populations showing complete ineffectiveness."}