propiconazole (Ref: CGA 64250) ** Translations

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GENERAL INFORMATION
for propiconazole

Description: A systemic fungicide with a broad range of activity and a wide range of agricultural cropping applications

Example pests controlled: Diseases caused by Erysiphe graminis; Leptosphaeria nodorum; Pseudocerosporella herpotrichoides; Puccinia spp.; Pyrenophora teres; Rhynchosporium secalis; Septoria spp.

Example applications: Mushrooms; Corn; Wild rice; Peanuts; Amonds; Sorghum; Oats; Pecan; Fruit including apricots, plums, prunes, peaches & nectarines

Efficacy & activity: Wheat/Eyespot=Low; Wheat/Mildew=Low; Wheat/Septoria=Low; Wheat/Rust=Low; Barley/Rust=Low; Corn/Northern Leaf blight=Moderate; Corn/Rust=Moderate; Corn/Eyespot=High; Soybean/Blight=Low; Soybean/Anthracnose=High; Soybean/Brown spot=Moderate; Soybean/Rust=High

Availability status: Current

Introduction & key dates: 1980

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

Status	Approved
Dossier rapporteur/co-rapporteur	Finland/UK
Date inclusion expires	31/01/2019
EU Candidate for substitution (CfS)	Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
Listed in EU database	Yes

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

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA

Chemical structure:

Isomerism	A molecule with 2 chiral features leading to four stereoisomers.
Chemical formula	C15H17Cl2N3O2
Canonical SMILES	CCCC1COC(O1)(CN2C=NC=N2)C3=C(C=C(C=C3)Cl)Cl
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	STJLVHWMYQXCPB-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/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
2D structure diagram/image available?	Yes

Cambridge Crystallographic Data Centre diagrams:

Common Name	Relationship	Link
Propiconazole	Unstated isomer

General status:

Pesticide type	Fungicide
Substance group	Triazole
Minimum active substance purity	930 g/kg
Known relevant impurities	EU dossier - None declared
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
PubChem CID	43234
Molecular mass (g mol-1)	342.22
PIN (Preferred Identification Name)	-
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	-
Relevant Environmental Water Quality Standards	-
Herbicide Resistance Classification (HRAC)	Not applicable
Herbicide Resistance Classification (WSSA)	Not applicable
Insecticide Resistance Classification (IRAC)	Not applicable
Fungicide Resistance Classification (FRAC)	3
Examples of recorded resistance	-
Physical state	Clear to pale yellow viscous liquid depending on the ratio of isomers
Related substances & organisms	cyproconazole prochloraz chlorothalonil cis-propiconazole trans-propiconazole

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Greencrop Makhteshim-Agan Syngenta Ciba Geigy
Example products using this active	Bumper 250EC Cherokee Menara Tilt Mantis Banner Maxx
UK LERAP status	None
Formulation and application details	Often supplied as emulsifiable concentrates or wettable powder.

ENVIRONMENTAL FATE
for propiconazole

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	A4	-
Boiling point (oC)		Decomposes before boiling	A5	-
Degradation point (oC)		355	A5	-
Flashpoint (oC)		Not expected to self ignite; 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		1.09	A5	-
Dissociation constant (pKa) at 25oC		1.09	A5	-
		Note: Very weak base
Vapour pressure at 20oC (mPa)		0.056	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		9.20 X 10-05	A5	Non-volatile
GUS leaching potential index		1.89	Calculated	Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	6.96 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		220 nm = 11666	A5	-
Surface tension (mN m-1)		55.0	A5 at 20 degC, 90%	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	71.8	A5	Moderately persistent
	DT50 (lab at 20oC)	71.8	A5	Moderately persistent
	DT50 (field)	35.2	A5	Moderately persistent
	DT90 (lab at 20oC)	344.8	A5	-
	DT90 (field)	478	A3	-
	DT50 modelling endpoint	-	-	-
	Note	EU 2016 dossier lab studies DT50 range 26.6-115 days, DT90 range 107-1000 days, Soils=12; field studies DT50 range 15.3-96.3 days, DT90 range 108-525 days, Soils=6
Dissipation rate RL50 on plant matrix	Value	6.4	R4	-
	Note	Published literature RL50 range 4.6-8.5 days, 2 field crops, various matrices, n=2
Dissipation rate RL50 on and in plant matrix	Value	7.4	R4	-
	Note	Published literature RL50 range 1.0-16.9 days, 7 field crops, various matrices, n=8
Aqueous photolysis DT50 (days) at pH 7	Value	Stable	A5	-
	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)		561	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 2003 dossier Koc range 382-1789, Soils=9
Freundlich	Kf	15.0	A5	Slightly mobile
	Kfoc	955
	1/n	0.86
	Notes and range	EU 2016 dossier: Kf range 1.20-59.0 mL/g, Kfoc range 387-1817 mL/g, 1/n range 0.81-0.89, Soils=9; Literature data: Kf range 27-1277 mL/g, Kfoc range 1440-3387 mL/g, 1/n range 0.75-0.88, Soils=3 (R4)
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
1,2,4-triazole (Ref: CGA 71019)		Soil	0.430	Major fraction, Relevant
(2S,4S-2R,4R)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-carboxylic acid (Ref: SYN 547889)		Soil	0.154	Major fraction, Relevant
1H-1,2,4-triazole-1-ethanol, alpha-(2,4-dichlorophenyl)- 2-(1,2,4) triazol-1-yl-ethanol (Ref: CGA 91305)		Soil	0.08	Minor fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
-	NOA 436613	Soil	0.123	-
2-(2,4-dichlorophenyl)-á-ethyl-2-(1H-1,2,4-riazol-1-yl-methyl)-1,3-dioxolane-4-methanol Note: CAS Number:119725-85-8	CGA136735	Plant	-	-
3-chloro-4-(4-propyl-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-yl)-phenol	GB-XLIII-42-1	Plant	-	-
1,3-dioxolane-4-ethanol, 2-(2,4-dichlorophenyl)-á-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)- Note: CAS Number 104390-57-0	CGA118244; CSAA107724	Plant; Rat; Livestock	-	-
3-[2-(2,4-dichlorophenyl)-2-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-4-yl]-2-hydroxy-propionic acid	SYN542636	Lactating goat	-	-
3-[2-(2,4-dichlorophenyl)-2-[1,2,4]triazol-1-yl-methyl-[1,3]dioxolan-4-yl]-propan-1-ol	CGA118245	Wheat; Lactating goat	-	-

ECOTOXICOLOGY
for propiconazole

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	116	A5 Whole fish	Threshold for concern
	CT50 (days)	8		-
Mammals - Acute oral LD50 (mg kg-1)		550	A5 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	Moderate
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	Moderate
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
Non-target plants		-	-	-
		-	-	-
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	Contact acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Oral acute 48 hour LD50 (μg bee-1)	> 100	A5	Low
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
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	LR50 / EC50 / NOEC / % Effect	-	-	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	100	Mortality Dose: 0.25 kg ha-1 A5 Aphidius rhopalosiphi	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	100	Beneficial capacity Dose: 0.125 kg ha-1 A5 Typhlodromus pyri	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 6.7 mg kg-1 soil, 28 days	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for propiconazole

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		550	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 4000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 5.8	A5 Rat, 4 hr (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	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		9-14	A5 Rat, SF=100	-
Dermal penetration studies (%)		0.9-2.4	A5 concentration dependent	-
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
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l-1)		-	-	-

Health issues:

Carcinogen	Mutagen	Endocrine disrupter	Reproduction / development effects	Cholinesterase inhibitor	Neurotoxicant
				-	-
Respiratory tract irritant	Skin irritant	Skin sensitiser	Eye irritant	Phototoxicant
				-
General human health issues		USEPA - possible human carcinogen, EU - unlikely to pose a hazard to humans Possible liver toxicant Endocrine issues - Weak estrogen and aromatase activity inhibition

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive or oxidising IMDG Transport Code is usually 9
CLP classification 2013		Health: H302, H317 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22, 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		Packaging Group III (minor danger)

TRANSLATIONS
for propiconazole

Language	Name
English	propiconazole
French	propiconazol
German	Propiconazol
Danish	propiconazol
Italian	propiconazolo
Spanish	propiconazol
Greek	-
Slovenian	propiokonazol
Polish	propikonazol
Swedish	propikonazol
Hungarian	propikonazol
Dutch	propiconazool

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Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk