| fenpropathrin (Ref: OMS 1999) |
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GENERAL INFORMATION 
for fenpropathrin
Description: An acaricide and insecticide used to control many species of mite and other insects
Example pests controlled: Mites; Whiteflies; Leaf miners; Armyworms; Loopers; Aphids; Tortrix moths; Cutworms; Stem borers
Example applications: Fruit including apples, citrus, currants, grapes and peaches; Vegetables including beans, cabbage, cucumber, aubergine; Cotton; Hops; Maize
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1981, first reported
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | - |
| Date inclusion expires | Expired |
| EU Candidate for substitution (CfS) | - |
| 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
Chemical structure:
| Isomerism | A chiral molecule existing in the S- and R-forms. The commercial product is mixture of stereoisomers, the (S)-isomer primarily responsible for the bioactivity. |
| Chemical formula | C22H23NO3 |
| Canonical SMILES | CC1(C(C1(C)C)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | XQUXKZZNEFRCAW-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C22H23NO3/c1-21(2)19(22(21,3)4)20(24)26-18(14-23)15-9-8-12-17(13-15)25-16-10-6-5-7-11-16/h5-13,18-19H,1-4H3 |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide, Acaricide | |
| Substance group | Pyrethroid | |
| Minimum active substance purity | >90% | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Non-systemic with contact and stomach action. Sodium channel modulator. | |
| CAS RN | 39515-41-8 | |
| Alternative/old CAS RN | 64257-84-7 | |
| EC number | 254-485-0 | |
| CIPAC number | 426 | |
| US EPA chemical code | 127901 | |
| PubChem CID | 47326 | |
| Molecular mass (g mol-1) | 349.42 | |
| PIN (Preferred Identification Name) | rac-(R)-cyano(3-phenoxyphenyl)methyl 2,2,3,3-tetramethylcyclopropane-1-carboxylate | |
| IUPAC name | (RS)-α-cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate | |
| CAS name | cyano(3-phenoxyphenyl)methyl 2,2,3,3-tetramethylcyclopropanecarboxylate | |
| Other status information | OSPAR soc; Severe Marine Pollutant; Chemical subject to PIC regulations | |
| 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 | Aphis gossypii Bemisia tabaci Bemisia argentifolii Scirtothrips citri Tetranychus cinnabarinus Tetranychus urticae Trialeurodes vaporariorum |
|
| Physical state | Yellow-brown solid with characteristic odour | |
| 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 | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Usually supplied as an emulsifiable concentrate or suspension concentrate. | |||
ENVIRONMENTAL FATE
for fenpropathrin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.33 | B5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 25200 | B4 - Methanol | - | |
| 23000 | B4 - n-Hexane | - | ||
| 50000 | B4 - Xylene | - | ||
| 50000 | B4 - Ethyl acetate | - | ||
| Melting point (oC) | 47.5 | L3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | 205 | F4 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.10 X 1006 | Calculated | - |
| Log P | 6.04 | B5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.15 | B5 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 0.76 | B5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.82 X 1001 | H4 | Moderately volatile | |
GUS leaching potential index  |
-0.82 | 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 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 34 | K4 | Moderately persistent |
| DT50 (lab at 20oC) | 31 | Q3 | Moderately persistent | |
| DT50 (field) | 28 | H4 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note: | - | |||
| Dissipation rate RL50 on plant matrix | Value | 5.0 | R3 | - |
| Note | Mandarin leaves, n=1 | |||
| Dissipation rate RL50 on and in plant matrix | Value | 1.8 | R4 | - |
| Note | Published literature RL50 range 0.9-4.1 days, 4 field & undercover grown crops, various matrices, n=4 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 14 | B3 | Slow |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 1130 | B4 | Very persistent |
| Note | - | |||
| Water-sediment DT50 (days) | 28 | K4 | Fast | |
| Water phase only DT50 (days) | 1 | K4 | Moderately fast | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | H3 | Non-mobile |
| Koc | 5000 | |||
| Notes and range | - | |||
| Freundlich | Kf | 283.5 | R3 | Non-mobile |
| Kfoc | 35660 | |||
| 1/n | - | |||
| Notes and range | Kf range 184-486 mL/g, Kfoc range 22105-51158 mL/g, 1/n - no data, Soils=4 | |||
| pH sensitivity | - | |||
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 2,2,3,3-tetramethylcyclopropanecarboxylic acid | TMCA | Plants | - | - |
| 3-(4-hydroxyphenoxy)benzoic acid | 4'HO3PBA | Animal | - | - |
| dephenyl-fenpropathrin | - | Soil | - | - |
| 4'-hydroxy-fenpropathrin | - | Soil | - | - |
| 3-phenoxybenzoic acid (Ref: ) Note: K4 |
- | Soil; Animal | - | - |
ECOTOXICOLOGY
for fenpropathrin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 1100 | F4 Whole fish | Threshold for concern |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 870 | B5 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 1.5 | B5 Rat | High |
| (ppm diet) | 100 | - | ||
| Birds - Acute LD50 (mg kg-1) | 1089 | B5 Anas platyrhynchos | Moderate | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.0023 | B5 Oncorhynchus mykiss | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.00053 | B5 Daphnia magna | High | |
| 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) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 2 | K3 Unknown species | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 0.05 | B5 | High |
| Oral acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | 184 | B5 Eisenia foetida | 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 | Harmful | Dose: 300 g ha-1 AA3 Typhlodromus pyri |
- | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | Moderately harmful | Dose: 300 g ha-1 AA3 Chrysoperla carnea |
- | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for fenpropathrin
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) | 870 | B5 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | 870 | L3 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | 0.096 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.03 | JMPR 1993 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw 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 | - | |||
| 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 | |||
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- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Highly toxic | |||||||
: 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 |
No information available | |||
| CLP classification 2013 | Health: H301, H312, H330 Environment: H400, H410 |
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| EC Risk Classification |
T+ - Very toxic: R26 T - Toxic: R25 Xn - Harmful: R21 N - Dangerous for the environment: R50, R53 |
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| EC Safety Classification |
S1/2, S28, S36/37, S38, S45, S60, S61 | |||
| WHO Classification | II | - | Moderately hazardous | |
| US EPA Classification (formulation) | II | - | Warning - Moderately toxic | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
TRANSLATIONS
for fenpropathrin
| Language | Name |
| English | fenpropathrin |
| French | fenpropathrine |
| German | Fenpropathrin |
| Danish | fenpropathrin |
| Italian | fenpropatrin |
| Spanish | fenpropatrin |
| Greek | - |
| Slovenian | fenpropatrin |
| Polish | fenpropatryna |
| Swedish | fenpropatrin |
| Hungarian | - |
| Dutch | - |
Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk