famoxadone (Ref: JE 874) ** DPX JE874 ** IN JE874 ** Translations

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GENERAL INFORMATION

Description: A fungicide used to control a broad spectrum of plant pathogenic fungi including downy mildew and blights

Introduction: 1996 first reported; 1998, first introduced

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	France
Date inclusion expires	31/12/2015

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: USA

General status:

Pesticide type	Fungicide
Substance group	Oxazole
Substance origin	Synthetic
Mode of action	Protectant with residual activity, interferes with plant respiratory system
CAS RN	131807-57-3
EC number	-
CIPAC number	594
US EPA chemical code	113202
Chemical formula	C22H18N2O4
SMILES	O=C2OC(C(=O)N2Nc1ccccc1)(c4ccc(Oc3ccccc3)cc4)C
International Chemical Identifier (InChI)	InChI=1/C22H18N2O4/c1-22(16-12-14-19(15-13-16)27-18-10-6-3-7-11-18)20(25)24(21(26)28-22)23-17-8-4-2-5-9-17/h2-15,23H,1H3
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	374.39
IUPAC Name	(RS)-3-anilino-5-methyl-5-(4-phenoxyphenyl)-1,3-oxazolidine-2,4-dione
CAS Name	5-methyl-5-(4-phenoxyphenyl)-3-(phenylamino)-2,4-oxazolidinedione
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	11
Physical state	Pale cream powder
Related substances & organisms	cymoxanil flusilazole mancozeb

Formulations:

Property	Value
Example manufacturers of products using this active	DuPont Syngenta
Example products using this active	Medley Tanos Famoxate
UK LERAP status	LERAP Category B
Formulation and application details	-

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		0.11	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		274000	A5 - Acetone	-
		13300	A5 - Toluene	-
		48	A5 - Hexane	-
		125000	A5 - Ethyl acetate	-
Melting Point (oC)		141.8	A5	-
Boiling Point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	6.31 X 1004	Calculated	-
	Log P	4.8	A5	High
Bulk density (g ml-1)/Specific gravity		1.31	A5	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 25oC (mPa)		0.00064	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		4.60 X 10-03	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		8.86 X 10-07	Q2	Moderately volatile
GUS leaching potential index		0.33	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	5.12 X 10-03	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		231nm = 553, shoulder at 275-280nm, no absorption after 290nm	A5	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	6	A5	Non-persistent
	DT50 (lab at 20oC)	5.7	A5	Non-persistent
	DT50 (field)	20	F4	Non-persistent
	DT90 (lab at 20oC)	152	A5	-
	DT90 (field)	-	-	-
	Note	EU dossier Lab studies DT50 range 2-20 days, DT90 range 56-248 days
Aqueous photolysis DT50 (days) at pH 7	Value	1.9	A5	Moderately fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	2	A5	Non-persistent
	Note	pH sensitive: DT50 41 days at pH 5, 1.5 hours at pH 9 all at 25 deg C
Water-Sediment DT50 (days)		0.7	A5	Fast
Water phase only DT50 (days)		0.1	A5	Fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	1.23	A5	Slightly mobile
	Kfoc	3740
	1/n	0.77
	Notes and range	EU dossier Kd range 4.5-25.0 mL/g, Kfoc range 3300-4030 mL/g, Soils=3
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
alpha-hydroxy-alpha-methyl-4-phenoxybenzene acetic acid (Ref: IN-JS940)		Soil	0.111	Major fraction, Relevancy unknown
5-[4-(4-hydroxyphenoxy)phenyl-5-methyl-3-(phenylamino)-2,4-oxazolidine dione (Ref: IN-KZ007)		Soil	0.162	Major fraction, Relevancy unknown

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
(Ref: IN-H3310)	-	Water (Hydrolysis)	0.120 @ pH7	-
(Ref: IN-H3310)	-	Water (Hydrolysis)	0.390	-
(Ref: IN-JL856)	-	Water (Hydrolysis)	0.140 @ pH7	-
(Ref: IN-MN968)	-	Water (Hydrolysis)	0.380 @ pH9	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	3000	A5	Threshold for concern
	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)	3.3	F4 Rat	High
	(ppm diet)	-		-
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)		0.011	A5 Salmonidae	High
Fish - Chronic 21 day NOEC (mg l-1)		0.0014	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.012	A5 Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.0037	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)		0.01	A5 Chironomus riparius	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		0.081	F3 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		0.022	A5 Raphidocelis subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		-	-	-
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 25	A5 Contact	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		470	A5	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	100	Mortality Dose: 0.3 kg ha-1 A5 Aphidius rhopalosiphi, adult	Harmful
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	99	Mortality Dose: 0.099 kg ha-1 A5 Typhlodromus pyri, protonymph	Harmful
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 1.44 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)		5.3	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.012	A5	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.2	A5 Mice, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.0048	A4 Dog, 1 year, SF=100	-
Dermal penetration studies (%)		0.3-15.8	A5 concentration dependant	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[Minimal risk from dietary exposure], [Risk assessment indicates ARfD would not normally be execeeded]
	Occupational	[Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment]
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		[Liver 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]
EC Risk Classification		[Xn - Harmful: R48/22], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S2, S46, S60, S61
WHO Classification		U	-	Unlikely to present an acute hazard
US EPA Classification (formulation)		III	-	Caution - Slightly toxic
UN Number		Usually 1648
Waste disposal & packaging		[Usually Packaging Group II (medium danger)]

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