triflumuron (Ref: OMS 2015) ** SIR 8514 ** Translations

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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

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)
2D structure diagram/image available?	Yes

Cambridge Crystallographic Data Centre diagrams:

Common Name	Relationship	Link
Triflumuron	-

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	triadimenol

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Bayer CropScience AgroCare
Example products using this active	Alsystin Joice Altin Baycidal
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

ECOTOXICOLOGY
for triflumuron

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
	-
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
		-		-
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		-

TRANSLATIONS
for triflumuron

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

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Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk