quinoxyfen (Ref: DE 795) ** quinoline ** Translations

Environmental Fate - Ecotoxicology - Human Health

GENERAL INFORMATION

Description: A fungicide used mainly to control Erysiphe graminis - powdery mildew in cereals

Introduction: 1996, Europe

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	UK
Date inclusion expires	31/08/2014

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

Also registered in: Australia, Chile, USA

General status:

Pesticide type	Fungicide
Substance group	Quinoline
Substance origin	Synthetic
Mode of action	Systemic with protective properties, translocates and inhibits appressoria development stopping infections.
CAS RN	124495-18-7
EC number	-
CIPAC number	566
US EPA chemical code	055459
Chemical formula	C15H8Cl2FNO
SMILES	Fc3ccc(Oc1c2c(Cl)cc(Cl)cc2ncc1)cc3
International Chemical Identifier (InChI)	InChI=1/C15H8Cl2FNO/c16-9-7-12(17)15-13(8-9)19-6-5-14(15)20-11-3-1-10(18)2-4-11/h1-8H
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	308.13
IUPAC Name	5,7-dichloro-4-quinolyl 4-fluorophenyl ether
CAS Name	5,7-dichloro-4-(4-fluorophenoxy)quinoline
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	13
Physical state	Off-white solid
Related substances & organisms	propylene glycol cyproconazole fenpropimorph

Formulations:

Property	Value
Example manufacturers of products using this active	Dow AgroSciences
Example products using this active	Apres Excelsior Fortress Orka
UK LERAP status	LERAP Category B (may vary with mixtures)
Formulation and application details	Often supplied as a soluble concentrate that is mixed with water and used as a spray.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		0.047	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		9640	A5 - Hexane	-
		21500	A5 - Methanol	-
		272000	A5 - Toluene	-
		116000	A5 - Acetone	-
Melting Point (oC)		103	A5	-
Boiling Point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	4.57 X 1004	Calculated	-
	Log P	4.66	A5	High
Bulk density (g ml-1)/Specific gravity		1.56	A5	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 25oC (mPa)		0.012	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.19 X 10-02	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		3.23 X 10-05	Calculated	Volatile
GUS leaching potential index		-0.72	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	High
Maximum UV-vis absorption L mol-1 cm-1		Maxima at 298nm	A5	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	97	A5	Moderately persistent
	DT50 (lab at 20oC)	374	A5	Very persistent
	DT50 (field)	97	A4	Moderately persistent
	DT90 (lab at 20oC)	-	-	-
	DT90 (field)	560	A4	-
	Note	Lab studies DT50 range 224-508 days, field study DT50 range 13-190 days (EU), DT90 range 380-750 days
Aqueous photolysis DT50 (days) at pH 7	Value	0.8	A5	Fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	Very persistent
	Note	pH and temperature sensitive: DT50 75 days at pH 5 and 25 degC, 7 days at pH 5 and 50 degC, stable pH 7 and pH 9
Water-Sediment DT50 (days)		127	A5	Slow
Water phase only DT50 (days)		5	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	-	A4	Non-mobile
	Kfoc	22929
	1/n	-
	Notes and range	EU Dossier Kfoc range 18339 – 28897 mL/g
pH sensitivity		-

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
3-hydroxy-quinoxyfen (Ref: 3-OH DE-795)		Soil	0.270	Major fraction; Not significant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
5,7-dichloro-4-(4-fluorophenoxy)quinoline-N-oxide	DE-795 n-oxide; quinoxyfen n-oxide	-	-	-
4-fluorophenol	-	Animal; Plamt	-	-
5,7-dichloro-4-hydroxyquinoline Note: Minor metabolite	DCHQ	Soils (acidic)	0.064	-
2-chloro-10-fluoro[1]benzopyrano[2,3,4-de-quinoline	CFBPQ	Water (Photolysis)	-	-
5,7-dichloro-4-(4-fluorophenoxy)-2-oxo-quinoline	2-oxo DE-795; 2-oxoquinoxyfen	Plant; Soil (Aerobic)	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	5040	A5	High potential
	CT50 (days)	Not available		-
Bioaccumulation potential		-	Calculated	High
Mammals - Acute oral LD50 (mg kg-1)		> 5000	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	-	L3 Rat	-
	(ppm diet)	> 10		-
Birds - Acute LD50 (mg kg-1)		> 2250	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		> 5620 mg kg feed-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		0.27	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.014	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.08	A5 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.028	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)		0.128	A5 Chironomus riparius, emergence	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		0.548	A5 Chironomus riparius	Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		1.85	F4 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		0.027	A4 Raphidocelis subcapitata, 120 hour	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.026	Q2 Unknown species	Moderate
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 100	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 923	A5 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		2.67	A5 Eisenia foetida	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	63 -85	Mortality Parasitism Dose: Not stated A4 Aphidius rhopalosiphi, adult	Harmful
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	-93.3	Beneficial capacity Dose: Not stated A4 Typhlodromus pyri, adult	Harmless
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 5.3 mg/kg soil	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	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	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		2.38	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.2	A5 Dog, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		None allocated	A5	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.14	A4 Dog, 1 year, SF=100	-
Dermal penetration studies (%)		10.0	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[No unacceptable risks to bystanders identified]
	Occupational	[No unacceptable risks to operators or other workers identified]
Examples of European MRLs (mg kg-1)	Value	Bush fruit and grapes: 1.0; Cherries and strawberries: 0.3; Barley grains and oat grains: 0.2; Cucumbers and summer squash: 0.05; Other vegetables, other fruit, corn grains, rye grains and wheat grains: 0.02
	Note	[Current May 2007.] 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		[Possible liver, kidney and blood 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]
EC Risk Classification		[Xi - Irritant: R43], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S2, S24, S37, S46, S60, S61
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		Usually 3082
Waste disposal & packaging		[Usually Packaging Group III (minor danger)]

TRANSLATIONS