| fluroxypyr-meptyl |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for fluroxypyr-meptyl
Description: A post-emergence herbicide used to control economically important broad-leaved weeds
Example pests controlled: Annual and perennial broad-leaved weeds including kochia, lespedeza and dogfennel; Woody brush
Example applications: Rangeland; Permanent pasture; Non-crop areas; Cereals including wheat, corn
Efficacy & activity: -
Availability status: Current
Introduction & key dates: -
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | Sweden/Slovenia |
| Date inclusion expires | 31/12/2021 |
| EU Candidate for substitution (CfS) | No |
| Listed in EU database | Yes |
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 |
HR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
|
Also used in: Australia
Chemical structure:
| Isomerism | Fluroxypyr is not itself isomeric but the meptyl ester has a pair of enantiomers. |
| Chemical formula | C15H21Cl2FN2O3 |
| Canonical SMILES | CCCCCCC(C)OC(=O)COC1=NC(=C(C(=C1Cl)N)Cl)F |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | OLZQTUCTGLHFTQ-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C15H21Cl2FN2O3/c1-3-4-5-6-7-9(2)23-10(21)8-22-15-12(17)13(19)11(16)14(18)20-15/h9H,3-8H2,1-2H3,(H2,19,20) |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Herbicide | |||
| Substance group | Pyridine compound | |||
| Minimum active substance purity | 950 g/kg | |||
| Known relevant impurities | EU dossier - None declared | |||
| Substance origin | Synthetic | |||
| Mode of action | Selective, foliar uptake causing auxin-type response | |||
| CAS RN | 81406-37-3 | |||
| EC number | 279-752-9 | |||
| CIPAC number | - | |||
| US EPA chemical code | 128968 | |||
| PubChem CID | 54745 | |||
| Molecular mass (g mol-1) | 367.24 | |||
| PIN (Preferred Identification Name) | rac-(2R)-octan-2-yl [(4-amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]acetate | |||
| IUPAC name | (RS)-1-methylheptyl 4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyacetate | |||
| CAS name | 1-methylheptyl ((4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy)acetate | |||
| Other status information | - | |||
| Relevant Environmental Water Quality Standards | - | |||
| Herbicide Resistance Classification (HRAC) | O | |||
| Herbicide Resistance Classification (WSSA) | 4 | |||
| Insecticide Resistance Classification (IRAC) | Not applicable | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Examples of recorded resistance | Cabbage family; other dicotyldons such as bugloss, comon poppy, corn marigold | |||
| Physical state | White crystalline solid | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
|
|||
| Example products using this active |
|
|||
| UK LERAP status | None (may vary with mixtures) | |||
| Formulation and application details | Often supplied as an emulsifiable concentrate that is mixed with water and applied as a spray. | |||
ENVIRONMENTAL FATE
for fluroxypyr-meptyl
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.136 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 62300 | A5 - n-Heptane | - | |
| 3770000 | A5 - Methanol | - | ||
| 3300000 | A5 - Acetone | - | ||
| 2500000 | A5 - Ethyl acetate | - | ||
| Melting point (oC) | 57.5 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 312 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.10 X 1005 | Calculated | - |
| Log P | 5.04 | A5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.322 | A5 | - | |
| Dissociation constant (pKa) at 25oC | Not applicable | A5 | - | |
| Note: No dissociation | ||||
| Vapour pressure at 20oC (mPa) | 0.01 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 2.7 X 10-02 | A5 | Non-volatile | |
GUS leaching potential index  |
0.00 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 5.35 X 10-03 | Calculated | - |
| Note | Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW | |||
| Potential for particle bound transport index |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | 290nm=10.01, no maxama 290-900nm | A5 | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 1.0 | A5 | Non-persistent |
| DT50 (lab at 20oC) | 1.0 | A5 | Non-persistent | |
| DT50 (field) | 3 | A5 | Non-persistent | |
| DT90 (lab at 20oC) | 2.8 | A5 | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 0.5-1.8 days; DT90 range 1.0-6.0 days; Other studies: DT50 3-55 days (lab), 34-70 (field) | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 2.69 | R3 | - |
| Note | Rice, whole plant, n=1 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 63 | A5 | Stable |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 | - |
| Note | At pH 5 stable; At pH 9 DT50 = 3.2 days | |||
| Water-sediment DT50 (days) | 34.7 | A5 | Moderately fast | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 188.75 | A5 | Non-mobile |
| Koc | 19550 | |||
| Notes and range | EU dossier (2011) Kd range 95-260 mL/g, Koc range 6200-43000 ml/g, soils =4 | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| 4-amino-3,5-dichloro-6-fluoro-2-pyridinol |
Soil | 0.115 | - | |
| 4-amino-3,5-dichloro-6-fluoro-2-pirydynil-2-methoxypyridine |
Soil | 0.178 | - | |
| fluroxypyr (Ref: DOW 43304-H) | - | - | ||
ECOTOXICOLOGY
for fluroxypyr-meptyl
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | - | - | - |
| CT50 (days) | - | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 2000 | A5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2000 | A5 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | > 5000 mg kg feed-1 | A5 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 0.225 | A5 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.2 | A5 Oncorhynchus mykiss | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | > 0.183 | A5 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.06 | A5 Daphnia magna | Moderate | |
| 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) | 0.13 | A5 Chironomus riparius | Moderate | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | > 2.31 | A5 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | > 0.5 | A5 Scenedemus subspicatus | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees (Apis spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | > 100 | A5 | Low |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | > 100 | A5 | Low | |
| Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Bumblebees (Bombus spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| - | ||||
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| - | ||||
| Mason bees (Osmia spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Other pollinators (1) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Other pollinators (2) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 1000 | A5 | Low | |
| 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 | 1301 | A5 Aphidius rhopalosiphi | - |
| % Effect | 100 | Mortality Dose: 578 g ha-1 A5 Aphidius rhopalosiphi |
- | |
| Other arthropod (2) | LR50 g ha-1 | 2200 | > A5 Typhlodromus pyri |
- |
| % Effect | 33.3 | Mortality Dose: 578 g ha-1 A5 Typhlodromus pyri |
- | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 2 kg ha-1 |
- | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for fluroxypyr-meptyl
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 2000 | A5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 1.0 | A5 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.8 | A5 Rat, SF=100 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | None allocated | A5 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.8 | A5 Rat, SF=100 | - | |
| Dermal penetration studies (%) | 4-22 | A5 concentration dependent | - | |
| Dangerous Substances Directive 76/464 | List II | - | - | |
| 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 | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
|
A3; B3; C3; D0; E3 |
|
|
|
|
|||
| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
|
|
- |
|
- |
|
|||
| General human health issues | Possible kidney toxicant | |||||||
| Key: Genotoxicity A: Chromosome aberration (EFSA database) B: DNA damage/repair (EFSA database) C: Gene mutation (EFSA database) D: Genome mutation (EFSA database) E: Unspecified genotoxicity type (miscellaneous data source) 0: No data 1: Positive 2: Mixed/ambiguous results 3: Negative |
Key: Other : Yes, known to cause a problem  : No, known not to cause a problem  : Possibly, status not identified - : No data found |
|||||||
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Prevent generation of mists Not explosive or oxidising |
|||
| CLP classification 2013 | Environment: H412 | |||
| EC Risk Classification |
N - Dangerous for the environment: R50, R53 | |||
| EC Safety Classification |
S60, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| UN Number | Usually 3077 | |||
| Waste disposal & packaging |
- | |||
TRANSLATIONS
for fluroxypyr-meptyl
| Language | Name |
| English | fluroxypyr-meptyl |
| French | fluoroxypyr-meptyl |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | fluroxipir meptil |
| Greek | - |
| Slovenian | - |
| Polish | fluroksypyr meptylu |
| Swedish | fluroxipyr-1-metylheptylester |
| Hungarian | - |
| Dutch | - |
Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk