| triflumuron (Ref: OMS 2015) |
 |
Environmental Fate - Ecotoxicology - Human Health
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Further data may be found in the VSDB
GENERAL INFORMATION 
for triflumuron
Description: An insecticide used to protect against a range of insect pests. It is also used as an ecoparasitic treatment in veterinary medicine.
Example pests controlled: Flea larvae; Immature cockroaches; Sliverfish; Lice; Miosquitoes; beetles
Example applications: Fruit including apples, pears, nectarines, peaches; Non-cropped situations including households, commercial and industrial sites
Efficacy & activity: -
Availability status: Current
Introduction & key dates: circa 1980
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | Italy/Hungary |
| Date inclusion expires | 31/03/2021 |
| 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 |
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Also used in: Australia
Chemical structure:
| Isomerism | None |
| Chemical formula | C15H10ClF3N2O3 |
| Canonical SMILES | C1=CC=C(C(=C1)C(=O)NC(=O)NC2=CC=C(C=C2)OC(F)(F)F)Cl |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | XAIPTRIXGHTTNT-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C15H10ClF3N2O3/c16-12-4-2-1-3-11(12)13(22)21-14(23)20-9-5-7-10(8-6-9)24-15(17,18)19/h1-8H,(H2,20,21,22,23) |
| Structure diagram/image available? | Yes |
General status:
| Pesticide type | Insecticide, Larvicide, Veterinary substance | |
| Substance group | Benzoylurea | |
| Minimum active substance purity | 980 g/kg | |
| Known relevant impurities | EU dossier - N,N'-bis-(4-(trifluoromethoxy)pheny) urea 1g/kg, 4-trifluoro-methoxyaniline 5g/kg, toluene | |
| Substance origin | Synthetic | |
| Mode of action | Chitin synthesis inhibitor, Insect growth regulator | |
| CAS RN | 64628-44-0 | |
| EC number | 264-980-3 | |
| CIPAC number | 548 | |
| US EPA chemical code | 118201 | |
| PubChem CID | 47445 | |
| Molecular mass (g mol-1) | 358.70 | |
| PIN (Preferred Identification Name) | 2-chloro-N-{[4-(trifluoromethoxy)phenyl]carbamoyl}benzamide | |
| IUPAC name | 1-(2-chlorobenzoyl)-3-(4-trifluoromethoxyphenyl)urea | |
| CAS name | 2-chloro-N-(((4-(trifluoromethoxy)phenyl)amino)carbonyl)benzamide | |
| Other status information | Evidence of use in third world countries | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | 15 | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | Cydia pomonella Plutella xylostella |
|
| Physical state | Colourless crystalline powder | |
| 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 | Often supplied as a suspension concentrate that is mixed with water and used as a spray but available in many other formulations such as pour-ons. | |||
ENVIRONMENTAL FATE
for triflumuron
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 0.04 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 11700 | A5 - Dichloromethane | - | |
| 26600 | A5 - Acetone | - | ||
| 23300 | A5 - Ethyl acetate | - | ||
| 100 | A5 - n-Heptane | - | ||
| Melting point (oC) | 194 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 360 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 7.94 X 1004 | Calculated | - |
| Log P | 4.9 | A5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.55 | A5 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 0.0002 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.79 X 10-03 | A5 | Non-volatile | |
GUS leaching potential index  |
-0.05 | 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 | 249nm =14940000 | A5 | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 22 | C4 | Non-persistent |
| DT50 (lab at 20oC) | 4.3 | A5 | Non-persistent | |
| DT50 (field) | 22 | C4 | Non-persistent | |
| DT90 (lab at 20oC) | 25.2 | A5 | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 1.2-14.6 days, DT90 range 5.7-62.5 days | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 15.5 | R4 | - |
| Note | Published literature RL50 range 3.0-39.0 days, fruit of 3 field & undercover crops, n=3; RL50=77 days for pears in cold storage | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 32.8 | A5 | Stable |
| Note | Data for test conditions of continuous irradiation equivalent to 119 days solar summer conditions in Arizona USA (33 deg N) and 185 days Athens, Greece (37 deg N) | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 | - |
| Note | Stable at pH 5 and pH 7, DT50 57 days at pH 9, all at 25 degC | |||
| Water-sediment DT50 (days) | 6.4 | A5 | Fast | |
| Water phase only DT50 (days) | 2.6 | A5 | Moderately fast | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 44.1 | A3 | Slightly mobile |
| Koc | 2967 | |||
| Notes and range | EU dossier Kd range 27.9-71.1 mL/g, Koc range 2450-3510 mL/g, Soils=3 for humous sandy soils only | |||
| Freundlich | Kf | 61.6 | A5 | Non-mobile |
| Kfoc | 11981 | |||
| 1/n | 1.07 | |||
| Notes and range | EU dossier Kf range 9.8-162 mL/g, kfoc range 1629-30006 mL/g, 1/n range 0.85-1.24, Soils=5 | |||
| pH sensitivity | No | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| (4-trifluoromethoxy)phenyl urea (Ref: IN-MK638) |
Soil | 0.231 | Major fraction, Relevant | |
| 2-chlorobenzoic acid (Ref: AE-C500233) |
- | 0.235 | Major fraction, Relevant | |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 612 | A5 | Threshold for concern |
| CT50 (days) | 1.36 | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L2 Rat, 2 year | - |
| (ppm diet) | 20 | - | ||
| Birds - Acute LD50 (mg kg-1) | 561 | A5 Colinus virginianus | Moderate | |
| Birds - Short term dietary (LC50/LD50) | > 805 mg kg bw-1 day-1 | A5 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 0.021 | A5 Lepomis macrochirus | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.023 | A5 Pimephales promelas | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.0016 | A5 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.000032 | A5 Daphnia magna | High | |
| 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) | 0.00032 | A3 Chironomus riparius, EC15 | High | |
| 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) | > 0.025 | A5 Scenedemus subspicatus | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 200 | A5 | Low |
| Oral acute 48 hour LD50 (μg bee-1) | > 226 | A5 | Low | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | > 500 | A5 Eisenia foetida, corr | 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 | 13 16 |
Mortality Reproduction Dose: 0.3 kg ha-1 A5 Aphidius rhopalosiphi |
- | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | 14 7.3 |
Mortality Reproduction Dose: 0.384 kg ha-1 A5 Typhlodromus pyri |
- | |
| Soil micro-organisms | Nitrogen mineralisation: -25% efect Carbon mineralisation: No significant adverse effect |
A5 Dose: 3.3 mg kg-1 soil, 28 days |
- | |
| Mesocosm study data | NOEAEC mg l-1 | 0.0001 | A5 Aquatic community | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for triflumuron
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) | > 5000 | A5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.03 | A5 Rat, 4 hr (nose only, aerosol) | - | |
| Other Mammal toxicity endpoints | Intraperitoneal LD50 > 5000 mg kg-1 | V3 Rat | - | |
| Subcutaneous LD50 > 5000 mg kg-1 | V3 Mouse | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.014 | A5 Dog, 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) | 0.036 | A2 Rat, SF=100 | - | |
| Dermal penetration studies (%) | 1.0-5.0 | A5 concentrate dependent | - | |
| Dangerous Substances Directive 76/464 | List II | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | No unacceptable risks 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) | - | - | - | |
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 | No further information available | |||||||
: 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 or oxidising | |||
| CLP classification 2013 | None allocated at this time | |||
| EC Risk Classification |
N - Dangerous for the environment: R50/53 | |||
| EC Safety Classification |
None | |||
| 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 | triflumuron |
| French | triflumuron |
| German | Triflumuron |
| Danish | triflumuron |
| Italian | triflumuron |
| Spanish | triflumuron |
| Greek | - |
| Slovenian | triflumuron |
| Polish | triflumuron |
| Swedish | triflumuron |
| Hungarian | triflumuron |
| Dutch | - |
Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk