Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

metalaxyl (Ref: CGA 48988)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for metalaxyl

Description: A fungicide used to control diseases caused by air- and soil-borne Peronosporales in many different crops

Example pests controlled: Downy mildew; Foliar and tuber blight; Damping-off

Example applications: Many agricultural crops including tobacco, potaoes, soybean, onions, citrus, cucubits, tomatoes, cotton; Ornamentals; Turf

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1977, first reported; 1979, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Portugal
Date inclusion expires 30/06/2023
EU Candidate for substitution (CfS) Yes - non-active isomers
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule that exists in the R- and S-forms
Chemical formula C15H21NO4
Canonical SMILES CC1=C(C(=CC=C1)C)N(C(C)C(=O)OC)C(=O)COC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) ZQEIXNIJLIKNTD-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/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
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Phenylamide
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier: 2,6-dimenthylaniline < 1 g/kg
Substance origin Synthetic
Mode of action Systemic with curative and protective action, acts by suppressing sporangial formation, mycelial growth and the establishment of new infectons. Disrupts fungal nucleic acid synthesis - RNA ploymerase 1.
CAS RN 57837-19-1
EC number 260-979-7
CIPAC number 365
US EPA chemical code 113501
PubChem CID 42586
Molecular mass (g mol-1) 279.33
PIN (Preferred Identification Name) -
IUPAC name methyl N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate
CAS name methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-DL-alaninate
Other status information Potential groundwater contaminant
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 4
Examples of recorded resistance -
Physical state Colourless to white fine crystals
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Clayton
  • ISK Biosciences Europe SA
  • Syngenta
  • Ciba-Giegy
Example products using this active
  • Apron
  • Ridomil
  • Subdue
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Foliar application. Available in a variety of different formulations including granules, wettable powders and emulsifiable concentrates.


ENVIRONMENTAL FATE

for metalaxyl

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 8400 A4 - @ 22 DegC, pH 5.2 High
Solubility - In organic solvents at 20oC (mg l-1) 550000 C4 - Benzene -
9100 C4 - Hexane -
650000 C4 - Methanol -
Miscible A5 - Toluene -
Melting point (oC) 72.0 A5 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.62 X 1001 Calculated -
Log P 1.75 A4 - @ 25 DegC Low
Bulk density (g ml-1)/Specific gravity 1.2 A5 -
Dissociation constant (pKa) at 25oC 0 L3 -
Note: Very strong acid
Vapour pressure at 20oC (mPa) 0.75 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.60 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.79 Calculated Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 2.12 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Max at 206nm
No absorption > 290nm
A5 -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 36 A5 Moderately persistent
DT50 (lab at 20oC) 36 A5 Moderately persistent
DT50 (field) 38.7 A5 Moderately persistent
DT90 (lab at 20oC) 86 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 33-42 days, DT90 range 45-126 days; Field studties DT50 range 19.5-113 days; Other sources: DT50 70 days (DW4)
Dissipation rate RL50 on plant matrix Value 9.2 R4 -
Note Published literature RL50 range 2.5-16.0 days, 3 field & undercover grown crops, various matrices, n=3
Dissipation rate RL50 on and in plant matrix Value 5.7 R4 -
Note Published literature RL50 range 0.8-22.5 days, 16 field & undercover crops, various matrices, n=31; Lab study with bentgrass, RL50=100 days
Aqueous photolysis DT50 (days) at pH 7 Value Stable R3 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 106 K4 Persistent
Note pH sensitive: DT50 200 days at pH 1, 115 days at pH 9, 12 days at pH 10, all at 20 degC
Water-sediment DT50 (days) 56 K4 Moderately fast
Water phase only DT50 (days) 56 K4 Stable

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - A5 Moderately mobile
Koc 162
Notes and range -
Freundlich Kf 2.49 A5 Moderately mobile
Kfoc 162.3
1/n 0.98
Notes and range EU dossier Kf range 0.4-1.4 mL/g, Kfoc range 29.6-283.8 mL/g, 1/n range 0.766-1.257, Soils=4; Literature data: Kf range 0.01-8.01 mL/g, Kfoc range 28-284 mL/g, 1.n range 0.57-1.32, Soils = 27
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alanine (Ref: CGA 62826 (racemate)) This metabolite may cause environmental pollution, click here for further information Soil   0.536   -

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,6-dimethylacetanilide - Soil (Aerobic) - -
N-(3-hydroxy-2,6-dimethylphenyl)-N-(methoxyacetyl)-L-alanine - Water (Anaerobic) - -


ECOTOXICOLOGY

for metalaxyl

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 7 F4 Whole fish Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 669 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 2.5 Z2 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 1466 A5 Anas platyrhynchos Moderate
Birds - Short term dietary (LC50/LD50) > 10000 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.96 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 3.47 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.64 F3 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 85 F3 Lemna gibba Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.42 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 10 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) 269 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 40 A3 Eisenia foetida, as metalaxyl-M Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 630 as g product ha-1 (Armetil Cobre: Conc 8% metalaxyl)
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 380 as g product ha-1 (Armetil Cobre: Conc 8% metalaxyl)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effe
A5
Dose: 5.0 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metalaxyl

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 669 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.6 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.08 A5, Dog SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.5 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.08 A5 Rat, SF=100 -
Dermal penetration studies (%) 30 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Moderately toxic
Liver toxicant
Not listed as a skin sensitiser in the EU but some evidence available suggesting it may be exists elsewhere
A weak inducer of cytochrome P450

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive
CLP classification 2013 Health: H302; H317
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R52, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S13, S24, S37, S46, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for metalaxyl

Language Name
English metalaxyl
French metalaxyl
German Metalaxyl
Danish metalaxyl
Italian metalaxil
Spanish metalaxil
Greek metalaxyl
Slovenian metalaksil
Polish metalaksyl
Swedish metalaxyl
Hungarian metalaxyl
Dutch metalaxyl

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk