fenpropimorph (Ref: CGA 101031) ** fenpropimorphe ** BAS 421F ** Translations

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GENERAL INFORMATION

Description: A fungicide used to control powdery mildew, scald, rusts and other fungal pathogens

Introduction: 1983

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	Germany
Date inclusion expires	30/04/2019

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	Fungicide
Substance group	Morpholine
Substance origin	Synthetic
Mode of action	Systemic with protective and curative action. Disrupts membrane function.
CAS RN	67564-91-4
EC number	266-719-9
CIPAC number	427
US EPA chemical code	121402
Chemical formula	C20H33NO
SMILES	O2[C@H](CN(CC(C)Cc1ccc(cc1)C(C)(C)C)C[C@H]2C)C
International Chemical Identifier (InChI)	InChI=1/C20H33NO/c1-15(12-21-13-16(2)22-17(3)14-21)11-18-7-9-19(10-8-18)20(4,5)6/h7-10,15-17H,11-14H2,1-6H3/t15?,16-,17+
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	303.48
IUPAC Name	cis-4-[(RS)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine
CAS Name	(2R,6S)-rel-4-[3-[4-(1,1-dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	5
Physical state	Colourless oily liquid
Related substances & organisms	azoxystrobin epoxiconazole kresoxim-methyl metrafenone pyraclostrobin cyclohexanone

Formulations:

Property	Value
Example manufacturers of products using this active	BASF Dow AgroSciences DuPont Greencrop Syngenta
Example products using this active	Amistar Pro Corbel Colstar Jackdraw Mantra Orka Pluton Tango super
UK LERAP status	None
Formulation and application details	Often supplied as an emulsifiable concentrate that is mixed with water and applied as a spray.

ENVIRONMENTAL FATE

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		4.32	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		7604000	A5 - Acetone	-
		7646000	A5 - Toluene	-
		7780000	A5 - Ethyl acetate	-
		7892000	A5 - Methanol	-
Melting Point (oC)		-44	A5	-
Boiling Point (oC)		-	-	-
Degradation point (oC)		310	A5	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	3.16 X 1004	Calculated	-
	Log P	4.5	A5	High
Bulk density (g ml-1)/Specific gravity		0.93	A5	-
Dissociation constant (pKa) at 25oC		6.98	A5	-
		Note: Weak acid
Vapour pressure at 25oC (mPa)		3.9	A5	Volatile
Henry's law constant at 25oC (Pa m3 mol-1)		2.74 X 10-04	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		5.50 X 10-05	K3	Volatile
GUS leaching potential index		0.55	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	1.08 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		203nm = 11000, 219nm = 11000, 242nm = 210, 464nm = 420, 270nm = 320, 272nm = 420, no absorption above 290nm	A5	-
Surface tension (mN m-1)		49.0	A5	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	35	Y4	Moderately persistent
	DT50 (lab at 20oC)	19.6	A5	Non-persistent
	DT50 (field)	25.5	A5	Non-persistent
	DT90 (lab at 20oC)	72.4	A5	-
	DT90 (field)	-	-	-
	Note	EU dossier lab studies DT50 range 9.5-124 days, DT90 range 49.5-411.2 days, field studies DT50 8.8-50.6 days
Aqueous photolysis DT50 (days) at pH 7	Value	Stable	L3	Stable
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	Very persistent
	Note	Stable pH 3 to pH 9 at 25 degC
Water-Sediment DT50 (days)		38	A5	Moderately fast
Water phase only DT50 (days)		2.65	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	44.2	A5	Non-mobile
	Kfoc	4382
	1/n	1.050
	Notes and range	EU dossier Kf range 22.2-74.8 mL/g, Kfoc range 2772-5943 mL/g, 1/n range 0.867-1.340, Soils=3
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
fenpropimorph carboxylic acid (Ref: CGA 294975)		Soil	0.080	Minor fraction, Not relevant
cis-2,6-dimethylmorpholine		Soil	0.090	Minor fraction, Not relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
-	BF-421-1-sulfate	Animal	-	-
-	BF-421-1-glucoside	Plant	-	-
-	BF-421-1-diglucoside	Plant	-	-
2-{4-[3-(2,6-dimethylmorpholin-4-yl)-2-methylpropyl]phenyl}-2-methylpropan-1-ol (Ref: BF-421-1) Note: CAS no: 246719	Ro14-8156	Plant; Animal	-	-
2-methyl-2-(4-carboxyphenyl)propionic acid (Ref: BF-421-12)	-	Animal	-	-
4-[3-(4-tert-butylphenyl)-2-methyl-1-oxopropyl]-cis-2,6-dimethylmorpholine (Ref: BF-421-13) Note: CAS no: 131051	-	Plant; Soil	-	-
4-[3-(4-tert-butylphenyl)-2-methylpropyl]-cis-2,6-dimethylmorpholine-3-one (Ref: BF-421-15) Note: CAS no: 264957	-	Plant; Soil	-	-
4-(2-hydroxy-1,1-dimethylethyl)benzoic acid (Ref: BF-421-16)	-	Rat (Urinary, Faceces); Animal	-	-
3-[4-(1-carboxy-1-methylethyl)phenyl]-2-methylpropionic acid (Ref: BF-421-17)	-	Rat (Urinary, Faceces)	-	-
(Ref: BF-421-18)	-	Animal	-	-
(Ref: BF-421-19)	-	Animal	-	-
(Ref: BF-421-20)	-	Plant	-	-
(Ref: BF-421-21)	-	Animal	-	-
(Ref: BF-421-24)	-	Animal	-	-
2-{4-[3-(2-hydroxymethyl-6-methylmorpholin-4-yl)-2-methylpropyl]phenyl}-2-methylpropionic acid (Ref: BF-421-3)	Ro15-6374	Rat (Urinary, Faceces); Animal	-	-
2-{4-[3-(2-hydroxypropylamino)-2-methylpropyl]phenyl}-2-methylpropionic acid (Ref: BF-421-4)	Ro15-1289	Animal	-	-
[3-(4-tert-butylphenyl)-2-methylpropyl](2-hydroxypropyl)amine (Ref: BF-421-7)	Ro15-4422	Plant	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	428	A5, Mean of several studies	Threshold for concern
	CT50 (days)	3.8		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		1670	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	0.3	L1 Rat	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Colinus virginianus	Moderate
Birds - Short term dietary (LC50/LD50)		> 881 mg kg bw-1 day-1	A5 Colinus virginianus	-
Fish - Acute 96 hour LC50 (mg l-1)		2.3	A5 Lepomis macrochirus	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.1	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		2.24	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		-	-	-
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)		0.13	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)		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.327	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.058	A5 Pseudokirchneriella subcapitata, growth rate	Moderate
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 95.6	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 500	A5 Eisenia foetida, corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		> 4.7	A5 Eisenia foetida, corr	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	468	468A5 Typhlodromus pyri	Moderately harmful at 1 kg ha-1
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	25.7	A5 Aphidius rhopalosiphi	Moderately harmful at 1 kg ha-1
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 7.5kg/ha	-
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)		1670	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 4000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		2.9	A5 Rat, 4hr	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.003	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.03	A5 Rat, SF=500	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.007	A5 Rat, SF=100	-
Dermal penetration studies (%)		10.0	A5	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[Acceptable for registered uses]
	Occupational	[PPE required]
Examples of European MRLs (mg kg-1)	Value	Barley grains and oat grains: 0.5; Wheat, Rye and Triticale: 0.1; Sugarbeet: 0.05
	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		[No further information available]

: 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], [IMDG Transport Code is variable depending upon product, often either 3 or 9]
EC Risk Classification		[Reproduction risk category 3: R63], [Xn - Harmful: R22], [Xi - Irritant: R38], [N - Dangerous for the environment: R51, R53]
EC Safety Classification		S2, S36/37, S46, S61
WHO Classification		III	-	Slightly hazardous
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		Variable with product, usually 1993 or 3082
Waste disposal & packaging		[Usually Packaging Group III (minor danger)]

TRANSLATIONS