| etofenprox (Ref: MTI 500) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for etofenprox
Description: An insecticide used to control a range of pests including aphids on fruit, vegetables and in paddy fields.
Example pests controlled: Aphids, Moths, Leaf miners
Example applications: Fruit; Vegetables; Paddy fields
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1987, introduced Japan
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | Slovakia/Italy |
| Date inclusion expires | 31/12/2021 |
| EU Candidate for substitution (CfS) | Yes - two 'Persistent-Bioaccumulative-Toxic' criteria |
| 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 |
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Also used in: USA, Japan
Chemical structure:
| Isomerism | - |
| Chemical formula | C25H28O3 |
| Canonical SMILES | CCOC1=CC=C(C=C1)C(C)(C)COCC2=CC(=CC=C2)OC3=CC=CC=C3 |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | YREQHYQNNWYQCJ-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C25H28O3/c1-4-27-22-15-13-21(14-16-22)25(2,3)19-26-18-20-9-8-12-24(17-20)28-23-10-6-5-7-11-23/h5-17H,4,18-19H2,1-3H3 |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide | |
| Substance group | Pyrethroid | |
| Minimum active substance purity | 970 g/kg | |
| Known relevant impurities | EU dossier - None declared | |
| Substance origin | Synthetic | |
| Mode of action | Broad spectrum with contact and stomach action. Sodium channel modulator. | |
| CAS RN | 80844-07-1 | |
| EC number | 407-980-2 | |
| CIPAC number | 471 | |
| US EPA chemical code | 128965 | |
| PubChem CID | 71245 | |
| Molecular mass (g mol-1) | 376.49 | |
| PIN (Preferred Identification Name) | 1-{[2-(4-ethoxyphenyl)-2-methylpropoxy]methyl}-3-phenoxybenzene | |
| IUPAC name | 2-(4-ethoxyphenyl)-2-methylpropyl 3-phenoxybenzyl ether | |
| CAS name | 1-((2-(4-ethoxyphenyl)-2-methylpropoxy)methyl)-3-phenoxybenzene | |
| Other status information | - | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | 3 | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | Anopheles sacharovi Bemisia tabaci Culex pipiens molestus Helicoverpa armigera Anopheles stephensi Blattella germanica |
|
| Physical state | White crystals | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | None | |||
| Formulation and application details | Often supplied an an emulsifiable concentrate that is mixed with water and used as a spray. | |||
ENVIRONMENTAL FATE
for etofenprox
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.0225 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 837000 | A5 - Ethyl acetate | - | |
| 877000 | A5 - Acetone | - | ||
| 49000 | A5 - Methanol | - | ||
| 856000 | A5 - Xylene | - | ||
| Melting point (oC) | 37.4 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 200 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 7.94 X 1006 | Calculated | - |
| Log P | 6.9 | A5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.17 | A5 | - | |
| Dissociation constant (pKa) at 25oC | Not applicable | A5 | - | |
| Note: No dissociation | ||||
| Vapour pressure at 20oC (mPa) | 8.13 X 10-04 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 0.0136 | A5 | Non-volatile | |
GUS leaching potential index  |
-0.30 | 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 | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | Neutral solution: Maxima at 273.6nm; [Acidic & Basic solution: Maxima at 273.5nm | A5 | - | |
| Surface tension (mN m-1) | 68.12 | A5 20.1oC | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 11 | K4 | Non-persistent |
| DT50 (lab at 20oC) | 16 | A5 | Non-persistent | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | 53 | A5 | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 7-25 days, DT90 range 22-84 days | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 2.1 | R4 | - |
| Note | Published literature RL50 range 2.0-2.2 days, 2 field crops, various matrices, n=3 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 6.3 | A5 | Moderately fast |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 | - |
| Note | Stable pH 4 to pH 9 up to 50 degC | |||
| Water-sediment DT50 (days) | 13.3 | A5 | Fast | |
| Water phase only DT50 (days) | 5.7 | A5 | Moderately fast | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 427 | A5 | Non-mobile |
| Koc | 17757 | |||
| Notes and range | EU dossier Kd range 315-590 mL/g, Koc range 13758-23995 mL/g, n=3 | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | No | |||
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 3-(4-hydroxyphenoxy)benzoic acid | 4-OH-PB acid | Rat (Urinary); Animal | - | - |
| 2-(4-hydroxyphenyl-2-methylpropyl 3-phenoxybenzyl ether | DE | Animal; Soil; Groundwater | - | - |
| 2-(ethoxyphenyl)-2-methylpropanoic acid-(4-hydroxyphenoxy)benzyl ester | gamma-CO | unknown | - | - |
| 2-(ethoxyphenyl)-2-methylpropyl-3-(4-hydroxyphenoxy)benzoate | alpha-CO-4-OH | unknown | - | - |
| 2-(4-ethoxyphenyl)-2-methylpropyl 3-phenoxybenzoate | alpha-CO | Soil; Rat; Plant | - | - |
| 2-(4-ethoxyphenyl)-2-methylpropyl 3-(4-hydroxy) phenoxybenzyl ether | 4-hydroxyetofenprox; 4-OH | Animal; Rat (Faeces; Bile); Water/sediment; Soil; Groundwater | - | - |
| 2-(4-ethoxyphenyl)-2-methylpropyl alcohol | PENA | Animal; Water | - | - |
| 3-phenoxybenzyl-2-(4-hydroxyphenyl)-2-methylpropyl ether | desethyletofenprox | unknown | - | - |
| 2-(4-ethoxyphenyl)-2-methylpropionic acid | EPMP | Animal | - | - |
| 2-(4-hydroxyphenyl-2-(4-ethoxyphenyl)-2-methylpropylether | DP | Soil; groundwater | - | - |
| 3-phenoxybenzoic acid | m-PB acid; PB acid | Rat (Urinary); Animal; Water | - | - |
| 3-phenoxybenzyl alcohol | m-PB-alcohol | Rat; Animal | - | - |
| 2-(4-acetoxyphenyl)-2-methylpropyl-3-phenoxybenzyl ether | 4-AcO | unknown | - | - |
| 2-(2-hydroxyphenyl)-2-methylpropyl alcohol | OH-PAlcohol | unknown | - | - |
| 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) | - | L2 Rat, 1 year | - |
| (ppm diet) | 3.7 | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2000 | A5 Anas platyrhynchos | Low | |
| Birds - Short term dietary (LC50/LD50) | > 5000 mg kg feed-1 | A5 Anas platyrhynchos | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.0027 | A5 Oncorhynchus mykiss | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.0032 | A5 Oncorhynchus mykiss | High | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.0012 | A5 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.000054 | A5 Daphnia magna | High | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) | > 0.021 | A4 Chironomus riparius | High | |
| Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | 0.0038 | A4 Chironomus riparius, 10 day | High | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | > 0.15 | A5 Pseudokirchneriella subcapitata | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | 0.15 | A5 Pseudokirchneriella subcapitata | Moderate | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 0.038 | A5 | High |
| Oral acute 48 hour LD50 (μg bee-1) | 0.366 | A5 | High | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 24.6 | 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 | 0.42 | 48 hour A5 Aphidius rhopalosiphi, adult |
- |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | 0.70 | 7 day A5 Typhlodromus pyri, protonymph |
- |
| % Effect | - | - | - | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 0.67 kg ha-1 |
- | |
| Mesocosm study data | NOEAEC mg l-1 | 0.002 | A5 Aquatic community | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for etofenprox
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) | > 5.88 | A5 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.03 | A5 Mouse, SF=100 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 1.0 | A5 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.06 | A5 | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | No unacceptable risk to bystanders identified | ||
| Occupational | No unacceptable risks to operators or other workers identified | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | 90 | A5 | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
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| General human health issues | Thyroid toxicant | |||||||
: 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 |
Not explosive | |||
| CLP classification 2013 | Health: H362 Environment: H400, H410 |
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| EC Risk Classification |
N - Dangerous for the environment: R50, R53 | |||
| EC Safety Classification |
S2, S13, S27/28, S36/37/39 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| US EPA Classification (formulation) | IV | - | Caution - Not acutely toxic | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | etofenprox |
| French | etofenprox |
| German | Etofenprox |
| Danish | etofenprox |
| Italian | etofenprox |
| Spanish | etofenprox |
| Greek | - |
| Slovenian | etofenproks |
| Polish | etofenproks |
| Swedish | - |
| Hungarian | etofenprox |
| Dutch | - |
Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk