Vinclozolin (Ref: BAS 352F)	Last updated: 04/03/2020
(Also known as: vinclozoline; vorlan)

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GENERAL INFORMATION

Description	A fungicide used mainly to control Botrytis, Monolinia and Sclerotinia spp.
Example pests controlled	Downy mildew; Powdery mildew; Crown & stem rot
Example applications	Oilseed rape; Grape vines; Fruit including strawberries, raspberries; Vegetables; Turf
Efficacy & activity	-
Availability status	Unknown
Introduction & key dates	1976, Germany

UK regulatory status

UK COPR regulatory status	Not approved
Date COPR inclusion expires	Expired
UK LERAP status	No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status	Not approved
Dossier rapporteur/co-rapporteur	Not applicable
Date EC 1107/2009 inclusion expires	Expired
EU Candidate for substitution (CfS)	Not applicable
Listed in EU database	Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States	ATAustria BEBelgium BGBulgaria CYCyprus CZCzech Republic DEGermany DKDenmark EEEstonia ELGreece                   ESSpain FIFinland FRFrance HRCroatia HUHungary IEIreland ITItaly LTLithuania LULuxembourg                   LVLatvia MTMalta NLNetherlands PLPoland PTPortugal RORomania SESweden SISlovenia SKSlovakia

Also used in

Also used in	-

Chemical structure

Isomerism	Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula	C₁₂H₉Cl₂NO₃
Canonical SMILES	CC1(C(=O)N(C(=O)O1)C2=CC(=CC(=C2)Cl)Cl)C=C
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	FSCWZHGZWWDELK-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C12H9Cl2NO3/c1-3-12(2)10(16)15(11(17)18-12)9-5-7(13)4-8(14)6-9/h3-6H,1H2,2H3
2D structure diagram/image available?	Yes

Cambridge Crystallographic Data Centre diagrams

Common Name	Relationship	Link
vinclozolin	Unstated isomer

General status

Pesticide type	Fungicide
Substance group	Oxazole
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Non-systemic with protective action, prevents spore germination and mycelial growth. Osmotic signal transduction.
CAS RN	50471-44-8
EC number	256-599-6
CIPAC number	280
US EPA chemical code	113201
PubChem CID	39676
CLP index number	607-307-00-4
Molecular mass	286.11
PIN (Preferred Identification Name)	rac-(5R)-3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-1,3-oxazolidine-2,4-dione
IUPAC name	(RS)-3-(3,5-dichlorophenyl)-5-methyl-5-vinyl-1,3-oxazolidine-2,4-dione
CAS name	3-(3,5-dichlorophenyl)-5-ethenyl-5-methyl-2,4-oxazolidinedione
Other status information	OSPAR soc; Chemical subject to PIC regulations
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)	2
Examples of recorded resistance	-
Physical state	Colourless crystals

Formulations

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Ornalin Ronalin Vorlan
Example products using this active	BASF Mallinckrodt
Formulation and application details	Usually formulated as a wettable powder

ENVIRONMENTAL FATE

Property		Value	Source; quality score; and other information	Interpretation
Solubility - In water at 20 °C (mg l⁻¹)		3.4	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data	Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)		281000	C4 C = AGRITOX (click here ) 4 = Verified data Ethyl acetate	-
		551000	C4 C = AGRITOX (click here ) 4 = Verified data Acetone	-
		164000	C4 C = AGRITOX (click here ) 4 = Verified data Benzene	-
		128000	C4 C = AGRITOX (click here ) 4 = Verified data Xylene	-
Melting point (°C)		108	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source	-
Boiling point (°C)		-	-	-
Degradation point (°C)		-	-	-
Flashpoint (°C)		-	-	-
Octanol-water partition coefficient at pH 7, 20 °C	P	1.05 X 1003	Calculated	-
	Log P	3.02	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	High
Bulk density (g ml⁻¹)		1.51	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source	-
Dissociation constant pKa) at 25 °C		-	-	-
		-
Vapour pressure at 20 °C (mPa)		0.016	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data	Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)		1.35 X 10-03	H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data	Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹		-	-	-
Surface tension (mN m⁻¹)		-	-	-

Degradation

Property		Value	Source; quality score; and other information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT₅₀ (typical)	12	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data	Non-persistent
	DT₅₀ (lab at 20 °C)	40.5	Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source	Moderately persistent
	DT₅₀ (field)	20	H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data	Non-persistent
	DT₉₀ (lab at 20 °C)	-	-	-
	DT₉₀ (field)	-	-	-
	DT₅₀ modelling endpoint	-	-	-
	Note	Other sources: lab studies DT₅₀ range 28-43 days, field studies DT₅₀ range 34-94 days (R3)
Dissipation rate RL₅₀ on plant matrix	Value	4.1	R4 R = Peer reviewed scientific publications 4 = Verified data	-
	Note	Published literature RL₅₀ range 1.5-9.2 days, 3 crops, field & undercover, various matrices, n=6
Dissipation rate RL₅₀ on and in plant matrix	Value	10.6	R4 R = Peer reviewed scientific publications 4 = Verified data	-
	Note	Published literature RL₅₀ range 6.6-10.8 days, 3 crops, field & undercover, various matrices, n=4
Aqueous photolysis DT₅₀ (days) at pH 7	Value	27	R4 R = Peer reviewed scientific publications 4 = Verified data	Slow
	Note	-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7	Value	1.3	K3 K = Research datasets, e.g. Pandora, Demetra 3 = Unverified data of known source	Non-persistent
	Note	-
Water-sediment DT₅₀ (days)		15	Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source	Fast
Water phase only DT₅₀ (days)		46	Q2 Q = Miscellaneous internet resources 2 = Unverified data of unknown source	Stable

Soil adsorption and mobility

Property		Value	Source; quality score; and other information	Interpretation
Linear	Kd	-	R3 R = Peer reviewed scientific publications 3 = Unverified data of known source	Moderately mobile
	Koc	300
	Notes and range	Koc range 260-535 mL g⁻¹; Other studies: Koc - 100 (M4)
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

Fate indices

Property		Value	Source; quality score; and other information	Interpretation
GUS leaching potential index		1.98	Calculated	Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate	Value	6.26 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		Low	Calculated	-
Potential for loss via drain flow		Moderately mobile	Calculated	-

ECOTOXICOLOGY

Property		Value	Source; quality score; and other information	Interpretation
Bio-concentration factor	BCF (l kg⁻¹)	6.5	P4 P = Other governments and regulators 4 = Verified data	Low potential
	CT₅₀ (days)	Not available		-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		> 15000	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat	Low
Mammals - Short term dietary NOEL	(mg kg⁻¹)	2.8	Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source Rat	High
	(ppm diet)	50.0		-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)		-	-	-
Birds - Acute LD₅₀ (mg kg⁻¹)		> 5629	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data Anas platyrhynchos	Low
Birds - Short term dietary (LC₅₀/LD₅₀)		-	-	-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)		-	-	-
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		2.84	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)		0.7	P3 P = Other governments and regulators 3 = Unverified data of known source Pimephales promelas	Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		3.65	J4 J = Pesticide Action Network database (click here ) 4 = Verified data Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)		0.79	P3 P = Other governments and regulators 3 = Unverified data of known source Daphnia magna growth	Moderate
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)		1.5	F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source 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)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg⁻¹)		-	-	-
Aquatic plants - Acute 7 day EC₅₀, biomass (mg l⁻¹)		0.9	F2 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 2 = Unverified data of unknown source Lemna gibba 5 day	Moderate
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)		1.02	F2 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 2 = Unverified data of unknown source Pseudokirchneriella subcapitata 5 day	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)		-	-	-
Honeybees (Apis spp.)	Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
	Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	> 100	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	Low
	Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
Bumblebees (Bombus spp.)	Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
		-
	Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
		-
Mason bees (Osmia spp.)	Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
	Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)	-	-	-
Other pollinators (1)	Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)	-	-	-
	Mode of exposure	-
Other pollinators (2)	Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)	-	-	-
	Mode of exposure	-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)		> 1000	L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source	Low
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)		-	-	-
Other soil macro-organisms	Acute LC₅₀ (mg kg⁻¹)	-	-	-
	Chronic NOEC (mg kg⁻¹)	-	-	-
Other arthropod (1)	LR₅₀ g ha⁻¹	Harmless	AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005 2 = Unverified data of unknown source Typhlodromus pyri	-
	% Effect	-	-	-
Other arthropod (2)	LR₅₀ g ha⁻¹	Moderately harmful	AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005 2 = Unverified data of unknown source Chrysoperla carnea	-
	% Effect	-	-	-
Soil micro-organisms		-	-	-
Mesocosm study data	NOEAEC mg l⁻¹	-	-	-
	NOEAEC mg l⁻¹	-	-	-

HUMAN HEALTH AND PROTECTION

General

Property		Value	Source; quality score; and other information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		> 15000	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat	Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)		5000	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat	-
Mammals - Inhalation LC₅₀ (mg l⁻¹)		29.1	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat 4 hr	-
Other Mammal toxicity endpoints		-	-	-
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)		0.01	F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 4 = Verified data JMPR 1995	-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Routes	Public	-
	Occupational	-
European MRLs		EU MRL pesticide database
Drinking Water Standards		-	-	-
Drinking Water MAC (μg l⁻¹)		-	-	-

Health issues

Specific human health issues		Carcinogen Genotoxic Endocrine disruptor ✓Yes, known to cause a problem A3 A = Chromosome aberration (EFSA database) 3 = Negative ; B0 B = DNA damage/repair (EFSA database) 0 = No data ; C0 C = Gene mutation (EFSA database) 0 = No data ; D0 D = Genome mutation (EFSA database) 0 = No data ; E3 E = Unspecified genotoxicity type (miscellaneous data source) 3 = Negative ?Possibly, status not identified Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant ✓Yes, known to cause a problem XNo, known not to cause a problem No data found Respiratory tract irritant Skin irritant Skin sensitiser No data found ✓Yes, known to cause a problem ✓Yes, known to cause a problem Eye irritant Phototoxicant   No data found No data found
General human health issues		Renal and prostate gland toxicant- androgen USEPA - possible human carcinogen Endocrine issues - Competitive binding to androgen receptor

Handling issues

Property	Value and interpretation
General	No information available
CLP classification 2013	Health: H317, H351, H360FD Environment: H411
EC Risk Classification	Carcinogen category 3: R40 Reproduction risk category 2: R60, R61 Xn - Harmful: R43 N - Dangerous for the environment: R51, R53
EC Safety Classification	S45, S53, S61
WHO Classification	U (Unlikely to present an acute hazard)
UN Number	-
Waste disposal & packaging	-

TRANSLATIONS

Language	Name
English	vinclozolin
French	vinclozoline
German	Vinclozolin
Danish	vinclozolin
Italian	vinclozolin
Spanish	vinclozolina
Greek	vinklozolin
Polish	winklozolina
Swedish	-
Hungarian	vinklozolin
Dutch	vinklozolin

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Record last updated:	04/03/2020
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242