acrinathrin (Ref: RU38702) ** acrinathrine ** AE F076003 ** HOE 76003 ** NU 702 ** Translations

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GENERAL INFORMATION

Description: A pyrethroid ester insecticide and acaricide effective against a range of phytophagous mites

Introduction: 1990, France

EC Directive 1107/2009 (repealing 91/414):

Status	Annex 1
Dossier rapporteur/co-rapporteur	France
Date inclusion expires	12/2010

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

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

General status:

Pesticide type	Insecticide, Acaricide
Substance group	Pyrethroid
Substance origin	Synthetic
Mode of action	Contact and stomach action
CAS RN	101007-06-1
EC number	-
CIPAC number	678
US EPA chemical code	-
Chiral molecule	Yes
Chemical formula	C26H21F6NO5
SMILES	O=C(OC(C(F)(F)F)C(F)(F)F)\C=C\C3C(C(=O)OC(C#N)c2cccc(Oc1ccccc1)c2)C3(C)C
International Chemical Identifier (InChI)	InChI=1/C26H21F6NO5/c1-24(2)18(11-12-20(34)38-23(25(27,28)29)26(30,31)32)21(24)22(35)37-19(14-33)15-7-6-10-17(13-15)36-16-8-4-3-5-9-16/h3-13,18-19,21,23H,1-2H3/t18-,19+,21-/m0/s1
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	541.44
IUPAC Name	(S)-α-cyano-3-phenoxybenzyl (Z)-(1R)-cis-2,2-dimethyl-3-[2-(2,2,2-trifluoro-1-trifluoromethylethoxycarbonyl)vinyl]cyclopropanecarboxylate
CAS Name	(S)-cyano(3-phenoxyphenyl)methyl (1R,3S)-2,2-dimethyl-3-[(1Z)-3-oxo-3-[2,2,2-trifluoro-1-(trifluoromethyl)ethoxy]-1-propenyl]cyclopropanecarboxylate
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	3
Fungicide Resistance Classification (FRAC)	Not applicable
Physical state	White to beige coloured powder
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers of products using this active	Cheminova
Example products using this active	Rufast
UK LERAP status	No UK approval for use or outside scope
Formulation and application details	An oil-water emulsion concentrate usually diluted with water and applied as a foliar spray.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		0.002	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		400000	A5 - Xylene	-
		17500	A5 - n-Hexane	-
		61400	A4 - Ethanol	-
		700000	A5 - Acetone	-
Melting Point (oC)		81	A5	-
Boiling Point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		230	A5	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.00 X 1006	Calculated	-
	Log P	6.3	A5	High
Bulk density (g ml-1)/Specific gravity		-	-	-
Dissociation constant (pKa) at 25oC		Does not dissociate	A5	-
		Note:
Vapour pressure at 25oC (mPa)		4.40 X 10-05	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		1.80 X 10-02	A4	Non-volatile
Henry's law constant at 20oC (dimensionless)		8.50 X 10-07	K3	Moderately volatile
GUS leaching potential index		-1.09	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 291nm = 466; [Acidic solution 291nm = 642; [Basic solution 308nm = 1760	A5	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	39.2	A4	Moderately persistent
	DT50 (lab at 20oC)	42.8	A5	Moderately persistent
	DT50 (field)	22	R3	Non-persistent
	DT90 (lab at 20oC)	208.5	A5	-
	DT90 (field)	-	-	-
	Note	EU dossier lab studies DT50 range: 8.5-111.4 days, DT90 range 28.2-887.1 days; General literature gives DT50 range 9-37 days
Aqueous photolysis DT50 (days) at pH 7	Value	2.3	A5	Moderately fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	W4	Very persistent
	Note	Stable in acid media. Hydrolysis becomes more important as pH and temp increases: DT50 30 days at pH 7, 30 degC, 15 days at pH 9, 20 degC, <2 days pH9, 37 degC
Water-Sediment DT50 (days)		18.6	A5	Fast
Water phase only DT50 (days)		6.5	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	744	A5	Non-mobile
	Koc	48231
	Notes and range	EU dossier Kd range 302-1350 mL/g, Koc range 24108-90061 mL/g, Soils=5
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
cis-des-hexafluoroisopropyl acrinathrin (Ref: DP-A)		Soil	0.097	Major fraction, Relevant
(2Z)-3-(3-{[2-amino-2-oxo-1-(3-phenoxyphenyl)ethoxy]carbonyl}-2,2-dimethylcyclopropyl)prop-2-enoic acid		Soil	0.105	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
unknown Note: Minor metabolite	3-PBAc	Soil; Surface water	Soil: 0.076	-
A-A Note: DT50 7.4 days; Koc 88880	-	Soil	0.057	-
alphaR A-A	-	Soil	0.029	-
3-PBAld	-	Groundwater	-	-
1,3-dicyclohexylurea (Ref: AEB007816)	-	Impurity	-	-
cyclopropyl-di-acid (Ref: RU 50158) Note: Minor metabolite	DP-DPB-A	Animal (Urinary); Plant	Soil: 0.076	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	538	A5	Threshold for concern
	CT50 (days)	3		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A4 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	2.4	L3 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Anas platyrhynchos	Moderate
Birds - Short term dietary (LC50/LD50)		1000 mg kg feed-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		0.0061	A5 Oncorhynchus mykiss	High
Fish - Chronic 21 day NOEC (mg l-1)		0.00083	A5 Oncorhynchus mykiss, 28 day	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.000022	A5 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.0000032	A5 Daphnia magna	-
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)		0.000031	A5 Chironomus riparius, whole system	High
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.0035	A5 Selenastrum capricornutum	High
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees - Acute 48 hour LD50 (µg bee-1)		0.077	A5 Oral	High
Earthworms - Acute 14 day LC50 (mg kg-1)		> 100	A5 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		1.6	A5 Eisenia foetida	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	1.0	-	-
Other arthropod (1)	LR50 g ha-1	0.046	Mortality A5 Alphidius rhopalosiphi	Harmful at 1 kg ha-1
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	0.006	Mortality A5 Typhlodromus pyri	Harmful at 1 kg ha-1
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 1 mg/kg soil, 28 days	-
Mesocosm study data	NOEAEC mg l-1	0.000026	A5 Micro-invertebrates NOEC	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A4 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		1.21	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.01	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.01	A5 Rat, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.007	A5 Dog, SF=100	-
Dermal penetration studies (%)		2.0-8.3	A5 concentration dependant	-
Dangerous Substances Directive 76/464		List II	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	No unacceptable risks to bystanders identified as long as access to spray area prohibited during spraying
	Occupational	Risks identified - protective clothing and equipment advised
Examples of European MRLs (mg kg-1)	Value	-
	Note	For the EU pesticides database click here
Drinking Water MAC (µg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Acetyl cholinesterase inhibitor	Neurotoxicant	Respiratory tract irritant	Skin irritant	Eye irritant
	-
General human health issues		May cause diarrhoea and vomiting if ingested Kidney toxicant

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising IMDG Transport Code is usually 9
CLP classification 2013		Warning : H351, H312, H332 Environment: H400, H410
EC Risk Classification		Carcinogen category 3: R40 Xn - Harmful: R21, R20 N - Dangerous for the environment: R50/53
EC Safety Classification		S1/2, S24, S36/37, S45, S46, S60, S61
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		IV	-	Caution - Not acutely toxic
UN Number		Usually 3077
Waste disposal & packaging		Usually Packaging Group III (minor danger)

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