prothioconazole (Ref: JAU 6476 ) ** AMS 21619 ** Translations

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GENERAL INFORMATION

Description: A fungicide for use both as a seed treatment and foliar spray to treat a variety of diseases in cereals

Introduction: circa 2002

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	UK
Date inclusion expires	31/07/2018

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	Triazolinthione
Substance origin	Synthetic
Mode of action	Systemic with protective, curative and eradicative action. Long lasting activity.
CAS RN	178928-70-6
EC number	-
CIPAC number	745
US EPA chemical code	1133961
Chemical formula	C14H15Cl2N3OS
SMILES	S=C1/N=C\NN1CC(O)(Cc2ccccc2Cl)C3(Cl)CC3
International Chemical Identifier (InChI)	InChI=1/C14H15Cl2N3OS/c15-11-4-2-1-3-10(11)7-14(20,13(16)5-6-13)8-19-12(21)17-9-18-19/h1-4,9,20H,5-8H2,(H,17,18,21)
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	344.26
IUPAC Name	(RS)-2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-1,2,4-triazole-3-thione
CAS Name	2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	3
Physical state	White to beige crystalline powder
Related substances & organisms	clothianidin tebuconazole triazoxide fluoxastrobin spiroxamine tebuconazole

Formulations:

Property	Value
Example manufacturers of products using this active	AgriGuard Bayer CropScience Clayton Makhteshim Standon
Example products using this active	Cello Fandango Helix Jaunt Kestrel Proline Rivet
UK LERAP status	LERAP Category B (may vary with mixtures)
Formulation and application details	Often supplied as an emuslifiable 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)		300	A5	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		250000	A5 - Ethyl acetate	-
		250000	A5 - Acetone	-
		100	A5 - n-Heptane	-
		8000	A5 - Xylene	-
Melting Point (oC)		141.8	A5	-
Boiling Point (oC)		487	A4	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	6.61 X 1003	Calculated	-
	Log P	3.82	A5	High
Bulk density (g ml-1)/Specific gravity		1.36	A5	-
Dissociation constant (pKa) at 25oC		6.9	A5	-
		Note: Weak acid
Vapour pressure at 25oC (mPa)		0.0004	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		3.00 X 10-05	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		1.88 X 10-10	Calculated	Non-volatile
GUS leaching potential index		-0.18	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	2.92 X 10-05	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		Acidic solution: maxima at 196nm & 244nm; [Basic solution: maxima at 252nm	A5	-
Surface tension (mN m-1)		67.0	A5 at 20oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	0.5	A5	Non-persistent
	DT50 (lab at 20oC)	0.5	A5	Non-persistent
	DT50 (field)	1.6	A5	Non-persistent
	DT90 (lab at 20oC)	4.76	A5	-
	DT90 (field)	5.8	A5	-
	Note	EU dossier lab studies DT50 range 0.07-1.27 days, DT90 range 0.99-78.2 days; field studies range 1.3-2.8 days, DT90 range 4.4-9.3 days
Aqueous photolysis DT50 (days) at pH 7	Value	1.1	A5	Moderately fast
	Note	Data for sterile solution pH7 simulated sunlight equivalent to DT50 ~9 days solar summer conditions
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	Very persistent
	Note	Stable pH 4 to pH 9 at 25 and 50 degC
Water-Sediment DT50 (days)		2.2	A5	Fast
Water phase only DT50 (days)		1	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	A3	Slightly mobile
	Kfoc	2556
	1/n	0.88
	Notes and range	EU dossier data for S-methyl variant Kf range 15.6-64.1 mL/g, Kfoc range 1974-2995 mL/g, 1/n range 0.85-0.91, Soils=4
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
alpha-(1,1-dimethylethyl)-beta-(2-phenoxyethyl)-1H-1,2,4-triazole-1-ethanol		Soil	0.146	Major fraction, Relevant
alpha-(1-chlorocyclopropyl)-alpha-o(2-chlorophenyl)methyl-1H-1,2,4-triazole-1-ethanol		Soil	0.494	Major fraction, Relevant

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	18.8	A5	Low potential
	CT50 (days)	Not available		-
Bioaccumulation potential		-	Calculated	Low
Mammals - Acute oral LD50 (mg kg-1)		> 6200	A5 Rat	Low
Mammals - Short term dietary NOEL	(mg kg-1)	> 25	A5 Dog	High
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		> 2000	A5 Colinus virginianus	Moderate
Birds - Short term dietary (LC50/LD50)		> 5000 mg kg feed-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		1.83	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.308	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		1.3	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.56	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)		9.14	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)		0.074	C4 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		1.1	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		2.92	A5 Pseudokirchneriella subcapitata	Low
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 71	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		> 1000	A5 Eisenia foetida	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		1.33	A5 Eisenia foetida	Moderate
Other soil macro-organisms - e.g. Collembola	LR50product ha EC50product ha NOECproduct ha % Effect	64	A4 Folsomia candida, NOEC mg kg-1	-
Other arthropod (1)	LR50 g ha-1	139.9	48 hour A5 Aphidius rhopalosiphi, adult	Moderately harmful at 1 kg ha-1
	% Effect	-	-	-
Other arthropod (2)	LR50 g ha-1	18.7	7 day A5 Typhlodromus pyri, adult/larvae	Moderately harmful at 1 kg ha-1
	% Effect	-	-	-
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 2 kg/ha, 28 days	-
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)		> 6200	A5 Rat	Low
Mammals - Dermal LD50 (mg kg-1 body weight)		> 2000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 4.99	A5 Rat	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.05	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.2	A5 Rat, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.2	A5 Rat, SF=100	-
Dermal penetration studies (%)		100	A3 default	-
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 for intended uses]
Examples of European MRLs (mg kg-1)	Value	Wheat, triticale and rye: 0.01; Barley, oats and oilseeds: 0.05
	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; 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], [Possible skin sensitiser]

: 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 usually 9]
EC Risk Classification		[Reproduction risk category 3: R63], [Xn - Harmful: R43], [N - Dangerous for the environment: R51, R53]
EC Safety Classification		-
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