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Chemical Identification
Common Name
Metalaxyl-M
中文通用名
精甲霜灵
IUPAC
methyl N-(methoxyacetyl)-N-(2,6-xylyl)-D-alaninate
CAS
methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate
CAS No.
70630-17-0
Molecular Formula
C15H21NO4
Molecular Structure
Category
Activity
Fungicide.Metalaxyl-M is a systemic apoplastically transported fungicide, which is highly active against fungi of the order Peronosporales. Issues of developing resistance of Phytophthora erythrosceptica in potatoes in the US have been reported (BCPC, 2000). Areas include the NE and Idaho. The frequency of resistance in populations sampled increased from 79% in 1998 to 100% in 1999. Ridomil Gold performed well as an in-furrow treatment to control seedling diseases in cotton in the US.
CropUse
CropUses:
alfalfa, beans, beets, carrots, citrus, cotton, grapes, grass, lucerne, maize, ornamentals, peas, peppers, potatoes, sorghum, soybeans, strawberries, sunflower, sweetcorn, tobacco, tomatoes, turf, vegetables

Grapes: 10 g ai/hl

foliar use

Potatoes: 100 g ai/ha

foliar use

Tobacco: 12 g ai/hl

foliar use

Citrus: 1 g ai/m2 around the tree

soil use

Peppers: 1 kg ai/treated ha

soil use

Cotton: 15 g ai/100 kg seed

seed treatment

Maize: 70 g ai/100 kg seed

seed treatment

Sunflower: 105 g/ 100 kg seed

seed treatment

Premix
Thiamethoxam+azoxystrobin+fludioxonil+metalaxyl-M
Thiamethoxam+difenoconazole+fludioxonil+metalaxyl-M
Thiamethoxam+fludioxonil+metalaxyl-M
Thiamethoxam+metalaxyl-M
Thiamethoxam+abamectin+azoxystrobin+fludioxonil+metalaxyl-M
Thiamethoxam+difenoconazole+metalaxyl-M
Chlorothalonil+metalaxyl-M
Azoxystrobin+fludioxonil+metalaxyl-M
Azoxystrobin+fludioxonil+metalaxyl-M+thiabendazole
Azoxystrobin+metalaxyl-M
Azoxystrobin+fludioxonil+metalaxyl-M+thiabendazole+thiamethoxam
Metalaxyl-M+mancozeb
Metalaxyl-M+azoxystrobin
Thiamethoxam+fludioxonil+metalaxyl-M
thiamethoxam+difenoconazole+metalaxyl-M+sedaxane+fludioxonil
sedaxane+fludioxonil+metalaxyl-M
difenoconazole+metalaxyl-M+sedaxane+fludioxonil
Metalaxyl-M+Fludioxonil
Metalaxyl-M+Prochloraz+Clothianidin
Metalaxyl-M+Cuprous oxide
Metalaxyl-M+Fludioxonil
Metalaxyl-M+Propineb
Pyraclostrobin+Metalaxyl-M
Propamocarb hydrochloride+Metalaxyl-M
Flumorph+Metalaxyl-M
Thiabendazole+Fludioxonil+Metalaxyl-M
Metalaxyl-M+Tebuconazole+Azoxystrobin
Metalaxyl-M+Fludioxonil+Triticonazole
Emulsifiable concentrate, granule, liquid solution, wettable powder. Premix Parters: clomazone; quinmerac;

Type

AI concn

GR

1-2.5 % for soil use

EC

48 % w/v for soil use

ES, LS (straight & mixture products)

1-35% w/v for seed treatments

WP, WG, SC (mixture products)

3-4 % ai for foliar use

Physical Properties
Molecular weight:279.3; Physical form:Pale yellow to light brown, viscous liquid. Density:1.125 (20 °C); Composition:(R)- enantiomer of metalaxyl. Melting point:-38.7 °C (glass transition temperature); Flash point:179 °C (EEC A10); Vapour pressure:3.3 mPa (25 °C); Henry constant:3.5×10-5 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 1.71 (25 °C); Solubility:In water 26 g/l (25 °C). In n-hexane 59 g/l; miscible with acetone, ethyl acetate, methanol, dichloromethane, toluene, n-octanol.; Stability:Hydrolytically stable under acidic and neutral conditions ( DT50 >200 d). Under alkaline conditions, DT50 116 d ( pH 9, 25 °C).;
Toxicology
Oral:Acute oral LD50 for rats 667 mg/ kg. Percutaneous:Acute percutaneous LD50 for rats >2000 mg/kg. Not a skin irritant (rabbits); risk of serious damage to eyes (rabbits). Not a skin sensitiser (guinea pigs). Inhalation: LC50 (4 h) for rats >2290 mg/m3. ADI:( JMPR) 0.03 mg/ kg b.w. [1982]; (Novartis) 0.025 mg/ kg b.w.
Environmental Profile
Ecotoxicology:?
Algae: ErC50 (72 h) for Scenedesmus subspicatus 103 mg/l.Bees: LD50 (48 h, contact) 25 mg/bee.Birds: LD50 (14 d) for bobwhite quail 981-1419 mg/kg. LC50 (8 d) for bobwhite quail >5620 mg/ kg.Daphnia: LC50 (48 h) >100 mg/l.Fish: LC50 (96 h) for rainbow trout >100 mg/l.Worms: LC50 (14 d) for Eisenia foetida 830 mg/ kg soil.Other aquatic spp.: EC50 (96 h) for Eastern oyster (Crassostrea virginica) 9.7 mg/l.Other beneficial spp.:EC formulation (480 g/l ) harmless to Poecilus cupreus and Orius insidiosus ( IOBC).?

Environmental fate:?
Animals:In mammals, following oral administration, rapidly absorbed and also rapidly and almost completely eliminated in urine and faeces. Metabolism proceeds via hydrolysis of the ester bond, oxidation of the 2-(6)-methyl group and of the phenyl ring and N-dealkSoil: DT50 in soil 21 d (realistic range 5-30 d). Koc 70 ml/g (realistic range 30-300 ml/g). Stable to photolysis.Plant:Metabolised by more than 4 types of phase I reaction (oxidation of the phenyl ring, oxidation of the methyl group, cleavage of the methyl ester and N-dealkylation) to form eight metabolites; at phase II, most of the metabolites are sugar conjugated.
Transport Information
Hazard Class:II(Moderately hazardous)

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