propiconazole (Ref: CGA 64250) ** Translations

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GENERAL INFORMATION

Description: A fungicide with a broad range of activity including diseases caused by Cochliobolus sativus, Erysiphe graminis and Leptosphaeria nodorum

Introduction: 1980

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

Status	Annex 1
Dossier rapporteur/co-rapporteur	Finland
Date inclusion expires	31/05/2014

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, USA

General status:

Pesticide type	Fungicide
Substance group	Triazole
Substance origin	Synthetic
Mode of action	Systemic with curative and protective action, works via the demethylation of C-14 during ergosterol biosynthesis
CAS RN	60207-90-1
EC number	262-104-4
CIPAC number	408
US EPA chemical code	122101
Chiral molecule	Yes
Chemical formula	C15H17Cl2N3O2
SMILES	Clc1ccc(c(Cl)c1)C2(OCC(O2)CCC)Cn3ncnc3
International Chemical Identifier (InChI)	InChI=1/C15H17Cl2N3O2/c1-2-3-12-7-21-15(22-12,8-20-10-18-9-19-20)13-5-4-11(16)6-14(13)17/h4-6,9-10,12H,2-3,7-8H2,1H3
Structure diagram/image available?	Yes
Molecular mass (g mol-1)	342.22
IUPAC Name	(2RS,4RS;2RS,4SR)-1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole
CAS Name	1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole
Other status information	-
Herbicide Resistance Classification (HRAC)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	3
Physical state	Yellow viscous liquid
Related substances & organisms	cyproconazole prochloraz chlorothalonil

Formulations:

Property	Value
Example manufacturers of products using this active	Greencrop Makhteshim-Agan Syngenta
Example products using this active	Bumper 250EC Cherokee Menara
UK LERAP status	None
Formulation and application details	Often supplied as emulsifiable concentrates that are 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)		150	A5	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		1585	A5 - n-Heptane	-
		Miscible	A5 - Acetone	-
		Miscible	A5 - Methanol	-
		Miscible	A5 - Xylene	-
Melting Point (oC)		-23	A3	-
Boiling Point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		355	A5	-
Flashpoint (oC)		Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	5.25 X 1003	Calculated	-
	Log P	3.72	A5	High
Bulk density (g ml-1)/Specific gravity		1.32	A5	-
Dissociation constant (pKa) at 25oC		1.09	A5	-
		Note: Very weak base
Vapour pressure at 25oC (mPa)		0.056	A5	Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1)		9.20 X 10-05	A5	Non-volatile
Henry's law constant at 20oC (dimensionless)		1.70 X 10-07	K3	Non-volatile
GUS leaching potential index		1.51	Calculated	Low leachability
SCI-GROW groundwater index (µg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	2.95 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	High
Maximum UV-vis absorption L mol-1 cm-1		220 nm = 11666	A5	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
Soil degradation (days) (aerobic)	DT50 (typical)	214	A5	Persistent
	DT50 (lab at 20oC)	90	A5	Moderately persistent
	DT50 (field)	214	A5	Persistent
	DT90 (lab at 20oC)	216.5	A5	-
	DT90 (field)	1150	A3	-
	Note	EU dossier lab studies DT50 range 29-92 days, DT90 range 97-336 days, field studies DT50 range 17-411 days (various countries), DT90 range 192–2099 days
Aqueous photolysis DT50 (days) at pH 7	Value	Stable	A5	Stable
	Note	Not a significant degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	53.5	A5	Moderately persistent
	Note	-
Water-Sediment DT50 (days)		636	A5	Stable
Water phase only DT50 (days)		6	A5	Moderately fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	33.7	A5	Slightly mobile
	Koc	1086
	Notes and range	EU dossier Koc range 382-1789, soils=9
Freundlich	Kf	447	R4	Slightly mobile
	Kfoc	2252
	1/n	0.81
	Notes and range	Literature data: Kf range 27-1277 mL/g, Kfoc range 1440-3387 mL/g, 1/n range 0.75-0.88, soils=3
pH sensitivity		No

Key metabolites:

Metabolite		Formation Medium	Estimated Maximum Occurrence Fraction	91/414 Relevancy
1,2,4-triazole (Ref: CGA 71019)		Soil	0.430	Major fraction, Relevant
3-(2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)propan-1-ol (Ref: CGA 118245)		Soil	0.230	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation Medium / Rate	Estimated Maximum Occurrence Fraction	Metabolising Enzymes
-	triazolyl acetic acid	Plant	-	-
2-amino-3-(1H-1,2,4-triazol-1-yl)propanoic acid (Ref: CGA 131013) Note: Cas no; 86362-20-1	triazole alanine	Plant	-	-

ECOTOXICOLOGY

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF	116	A5 Whole fish	Threshold for concern
	CT50 (days)	8		-
Bioaccumulation potential		-	Calculated	Moderate
Mammals - Acute oral LD50 (mg kg-1)		958	P4 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	2.7	A4 Mice	High
	(ppm diet)	20		-
Birds - Acute LD50 (mg kg-1)		> 2510	A5 Anas platyrhynchos	Low
Birds - Short term dietary (LC50/LD50)		> 5620 mg kg feed-1	A5 Anas platyrhynchos	-
Fish - Acute 96 hour LC50 (mg l-1)		2.6	A5 Leiostomus xanthurus	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		0.068	A5 Oncorhynchus mykiss	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		10.2	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.31	A5 Daphnia magna	-
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1)		0.37	F3 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)		8.0	A5 Chironomus riparius	Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		25.0	A5 Chironomus riparius	Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		4.9	F3 Lemna gibba	Moderate
Algae - Acute 72 hour EC50, growth (mg l-1)		0.093	A4 Navicula seminulum, 11 day	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.32	Q2 Unknown species	Moderate
Honeybees - Acute 48 hour LD50 (µg bee-1)		> 100	A5 Oral	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		686	A5	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		0.833	P4	Moderate
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: 0.25 kg ha-1 A5 Aphidius rhopalosiphi	Harmful
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	100	Beneficial capacity Dose: 0.125 kg ha-1 A5 Typhlodromus pyri	Harmful
Soil micro-organisms		Nitrogen mineralisation: No significant effect Carbon mineralisation: No significant effect	A5 Dose: 6.7 mg/kg soil, 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)		958	P4 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 4000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		5.8	A5 Rat (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.04	A5 Rat, SF=100	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.3	A5 Rat, SF=100	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.1	A5 Rat, SF=100	-
Dermal penetration studies (%)		0.9-2.4	A5 concentration dependant	-
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	Apricots, nectarines, peaches, barley grains and oat grain: 0.2; Vegetables, other fruit and other cereal grains: 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 or oxidising IMDG Transport Code is usually 9
CLP classification 2013		-
EC Risk Classification		Xn - Harmful: R22 Xi - Irritant: R43 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S36/37, S46, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		II	-	Warning - Moderately toxic
UN Number		Usually 3082
Waste disposal & packaging		Usually Packaging Group III (minor danger)

TRANSLATIONS