fenbuconazole (Ref: RH 7592) ** fenethanil ** RH 57592 ** Translations

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GENERAL INFORMATION

Description: A fungicide used to control a range of diseases including powdery mildew, black rot and scab

Introduction: 1992, Europe

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	UK
Date inclusion expires	30/04/2021

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, USA, Latin America, Asia, Africa

General status:

Pesticide type	Fungicide
Substance group	Triazole
Substance origin	Synthetic
Mode of action	Systemic protectant and curative, acts by inhibiting sterol biosynthesis in fungi.
CAS RN	114369-43-6
EC number	406-140-2
CIPAC number	694
US EPA chemical code	-
Chemical formula	C19H17ClN4
SMILES	Clc1ccc(cc1)CCC(C#N)(c2ccccc2)Cn3ncnc3
International Chemical Identifier (InChI)	InChI=1/C19H17ClN4/c20-18-8-6-16(7-9-18)10-11-19(12-21,13-24-15-22-14-23-24)17-4-2-1-3-5-17/h1-9,14-15H,10-11,13H2
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	336.82
IUPAC Name	4-(4-chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butyronitrile
CAS Name	α-[2-(4-chlorophenyl)ethyl]-a-phenyl-1H-1,2,4-triazole-1-propanenitrile
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	3
Physical state	Colourless to off-white crystalline powder
Related substances & organisms	dinocap

Formulations:

Property	Value
Example manufacturers of products using this active	Dow AgroSciences Landseer Agrovista
Example products using this active	Indar 5EW Enable Impala Agrovista Radni
UK LERAP status	None
Formulation and application details	Often supplied as a oil emulsion which 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)		2.47	A5	Low
Solubility - In organic solvents at 20oC (mg l-1)		132000	A5 - Ethyl acetate	-
		250000	A5 - Acetone	-
		680	A5 - n-Heptane	-
		26000	A5 - Xylene	-
Melting Point (oC)		126.5	A5	-
Boiling Point (oC)		-	-	-
Degradation point (oC)		360	A3 - exothermic decomposition above this temperature	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	6.17 X 1003	Calculated	-
	Log P	3.79	A5	High
Bulk density (g ml-1)/Specific gravity		1.28	A5	-
Dissociation constant (pKa) at 25oC		Not applicable	A5	-
		Note: No dissociation
Vapour pressure at 25oC (mPa)		3.4 X 10-04	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.01 X 10-05	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		1.75 X 10-08	Q2	Non-volatile
GUS leaching potential index		0.63	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	1.22 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	High
Maximum UV-vis absorption L mol-1 cm-1		Neutral solution 195nm = 35600; [Acidic solution 200nm = 20600; [Basic solution 217nm = 12100	A5	-
Surface tension (mN m-1)		69.5	A5 at 22oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	60	B4	Moderately persistent
	DT50 (lab at 20oC)	152	A5	Persistent
	DT50 (field)	61	A5	Moderately persistent
	DT90 (lab at 20oC)	659	A5	-
	DT90 (field)	-	-	-
	Note	EU dossier lab studies DT50 range 33-590 days, DT90 range 109-1219 days, field studies DT50 range 6-98 days ; Other studies DT50 (1) lab data - no degradation after 363 days, field study range 28-84 days (B3), (2) 247 days (DW4)
Aqueous photolysis DT50 (days) at pH 7	Value	Stable	A5	Stable
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	Very persistent
	Note	Stable pH 5 to pH 9
Water-Sediment DT50 (days)		3.4	B2	Fast
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	45	A5	Non-mobile
	Kfoc	4425
	1/n	1.00
	Notes and range	EU dossier: Kf range 5.1-115.4 mL/g, Kfoc range 2185-9043 mL/g, 1/n range 0.845-1.222, Soils=5
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
1,2,4-triazole (Ref: CGA 71019)		Soil	0.124	Major fraction, Relevant
cis-5-(4-chlorophenyl)-dihydro-3-phenyl-3-(1H-1,2,4-triazole-1-ylmethyl)-2-3H-furanone (Ref: RH-9129)		Soil	0.097	Minor fraction, Relevant
4-(4-chlorophenyl)-2-(methyl-1H-1,2,4-triazole)-4-oxo-2-phenylbutanenitrile (Ref: RH-6467)		Soil	0.056	Minor fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
(2RS)-4-(4-chlorophenyl)-2-(4-hydroxyphenyl)-2-(1H-1,2,4-triazol-1-hydroxyphenyl)-2-(1H-1,2,4-triazol-1- (Ref: RH 1311)	4-phenol fenbuconazole	Animal	-	-
3-(1H-1,2,4-triazol-1-yl)-DL-alanine (Ref: RH 3968) Note: Toxicologically relevant	triazole alanine	Plant	-	-
1H-1,2,4-triazol-1-ylacetic acid (Ref: RH 4098) Note: Toxicologically relevant	TAA; Triazole acetic acid	Rat	-	-
(2RS)-4-(4-chloro-3-hydroxyphenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butanenitrile (Ref: RH 4911) Note: Toxicologically relevant	hydroxy phenol fenbuconazole	Plant	-	-
(2RS)-4-(4-chlorophenyl)-2-(hydroxymethyl)-2-phenylbutanenitrile (Ref: RH 7968)	-	Animal	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	160	A5 Whole fish	Threshold for concern
	CT50 (days)	1.4		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		> 2000	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	> 1.4	B5 Rat	High
	(ppm diet)	> 20		-
Birds - Acute LD50 (mg kg-1)		> 2150	A5 Colinus virginianus	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		1.5	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.32	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		2.3	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.078	A5 Daphnia magna	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		0.75	A5 Americamysis bahia	Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1)		1.73	A5 Chironomus riparius	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		8.0	A5 Chironomus riparius	Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		0.33	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.18	Q2 Unknown species	Moderate
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 5.2	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 100	A5 Eisenia foetida, corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		39	A4 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	-	-	-
	% Effect	0.0	Mortality Dose: 0.136 kg ha-1 A5 Aphidius rhopalosiphi	Harmless
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	0.0	Mortality Dose: 0.063 kg ha-1 A5 Typhlodromus pyri	Harmless
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 1.49 mg/kg, 28days	-
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)		> 2000	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 2.1	A5 Rat, 4hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.006	A4 Dog, SF=100, Proposed	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.3	A2 Rat, SF=100, Proposed	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.02	A5 Rat, SF=300, Proposed	-
Dermal penetration studies (%)		4-30	A5 concentration dependant	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	[Vapour drift unlikley to be a concern to bystanders]
	Occupational	[Acceptable risk for registered applications - PPE/PPC advised]
Examples of European MRLs (mg kg-1)	Value	Grapes: 1.0; Apple: 0.1; Wheat grains: 0.02
	Note	[A5 EU dossier proposals] For the EU pesticides database click here
Drinking Water MAC (µg l-1)		0.1	EU Dir 89/778/EC limit; Calc MAC=18.0 µg/l; A5	-

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 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		[Xn - Harmful: R63], [N - Dangerous for the environment: R50, R53]
EC Safety Classification		S60, S61
WHO Classification		III	-	Slightly hazardous
US EPA Classification (formulation)		II	-	Warning - Moderately toxic
UN Number		Usually 1993 or 3077
Waste disposal & packaging		[Usually Packaging Group III (minor danger)]

TRANSLATIONS