metamifop (Ref: DBH-129)
** K-12974 ** Translations

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GENERAL INFORMATION
for metamifop

Description: A post-emergent herbicide used for the control of a wide range of annual grass weeds in cereal crops and rice

Introduction: 2002

EC Regulation 1107/2009 (repealing 91/414):
Status Not listed
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Not applicable

Approved for use () or known to be used () in the following European countries:

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:
Pesticide type Herbicide
Substance group Aryloxyphenoxy propionate
Substance origin Synthetic
Mode of action ACCase inhibitor, causes chlorosis leading to growth retardation
CAS RN 256412-89-2
EC number -
CIPAC number -
US EPA chemical code -
Chiral molecule Chiral or specific isomer of chiral molecule
Chemical formula C23H18ClFN2O4
SMILES c1c(N(C)C(=O)[C@H](Oc2ccc(cc2)Oc2nc3ccc(cc3o2)Cl)C)c(ccc1)F
International Chemical Identifier (InChI) InChI=1/C23H18ClFN2O4/c1-14(22(28)27(2)20-6-4-3-5-18(20)25)29-16-8-10-17(11-9-16)30-23-26-19-12-7-15(24)13-21(19)31-23/h3-14H,1-2H3/t14-/m1/s1
Structure diagram/image available? Yes
Molecular mass (g mol-1) 440.86
IUPAC name (R)-2-[4-(6-chloro-1,3-benzoxazol-2-yloxy)phenoxy]-2'-fluoro-N-methylpropionanilide
CAS name (2R)-2-[4-[(6-chloro-2-benzoxazolyl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide
Other status information -
Herbicide Resistance Classification (HRAC) Not known
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Physical state Beige coloured powder
Related substances & organisms

Formulations:
Property Value
Example manufacturers of products using this active
  • Dongbu Hannong Chemical Co Ltd
Example products using this active -
UK LERAP status No UK approval for use or outside scope
Formulation and application details Available in a variety of formulations including granules and emulsifiable concentrates.


ENVIRONMENTAL FATE

for metamifop

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 0.687 L3 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 L3 - Acetone -
250000 L3 - Methanol -
250000 L3 - Xylene -
250000 L3 - Ethyl acetate -
Melting point (oC) 77.5 L3 -
Boiling point (oC) Decomposes before boiling L3 -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 2.95 X 1005 Calculated -
Log P 5.47 L3 High
Bulk density (g ml-1)/Specific gravity 1.39 L3 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 25oC (mPa) 0.151 L3 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 0.0635 L3 Non-volatile
Henry's law constant at 20oC (dimensionless) 3.98 X 10-05 Calculated Volatile
GUS leaching potential index - - -
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value - - -
Note -
Potential for particle bound transport index - - -
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 70 L3 Moderately persistent
DT50 (lab at 20oC) 18 L3 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note General literature states DT50 18-120 days
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value - - -
Note -
Water-Sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -


ECOTOXICOLOGY

for metamifop

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF - - -
CT50 (days) - -
Bioaccumulation potential - - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 L3 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) - - -
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.307 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.288 L3 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
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) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) 2.03 L2 Unknown species Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees - Acute 48 hour LD50 (μg bee-1) 100 L3 Oral Moderate
Earthworms - Acute 14 day LC50 (mg kg-1) 1000 L3 Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for metamifop

General:
Property Value Source/Quality Score/Other Information Interpretation
Mammals - Acute oral LD50 (mg kg-1) > 2000 L3 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) 2.61 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public -
Occupational -
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant

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General human health issues May cause skin sensitisation

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

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General No information available
CLP classification 2013 -
EC Risk Classification -
EC Safety Classification -
WHO Classification NL - Not listed
US EPA Classification (formulation) - - -
UN Number -
Waste disposal & packaging -


TRANSLATIONS

for metamifop

Language Name
English metamifop
French -
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Sunday 06 May 2012
Contact: aeru@herts.ac.uk
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