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Vinclozolin (Ref: BAS 352F)
(Also known as: vinclozoline; vorlan)
SUMMARY
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
GUS: Transition state; Drainflow: Moderately mobile
Ecotoxicity
Moderate alert:
Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate
Human health
High alert:
Endocrine distrupter; Reproduction/development effects
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
-
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
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
                 
Additional information
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 groups
Oxazole fungicide; Dicarboximide fungicide; Dichlorophenyl dicarboximide fungicide
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
  • BASF
  • Mallinckrodt
Example products using this active
  • Ornalin
  • Ronalin
  • Vorlan
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. Available online but no longer updated. (click here )
4 = Verified data
 Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
281000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Ethyl acetate		 -
551000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Acetone		 -
164000
C4 C = AGRITOX dataset. Dataset is no longer available.
4 = Verified data
Benzene		 -
128000
C4 C = AGRITOX dataset. Dataset is no longer available.
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; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
 High
Fat solubility of residues
Solubility
Likely to be soluble
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 -
Data type
Based on chemical group
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 -
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. Available online but no longer updated. (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. Dataset is no longer available.
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. Available online but no longer updated. (click here )
4 = Verified data
 Non-persistent
DT₅₀ (lab at 20 °C)
40.5
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 Moderately persistent
DT₅₀ (field)
20
H4 H = The US ARS pesticide properties database. Dataset is no longer available.
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; these datasets no longer available). Norman Ecotoxicology database. (click here )
3 = Unverified data of known source
 Non-persistent
Note
-
Water-sediment DT₅₀ (days)
15
Q2 Q = Miscellaneous data from online sources
2 = Unverified data of unknown source
 Fast
Water phase only DT₅₀ (days)
46
Q2 Q = Miscellaneous data from online sources
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 -
Bio-concentration factor
BCF (l kg⁻¹)
6.5
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
 Low potential
CT₅₀ (days)
Not available -
Known metabolites

None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
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 data from online sources
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 / FAO data, IPCS INCHEM data (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)
- - -
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)
- - -
Soil micro-organisms
- - -
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
- - -
- - -
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; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data
Apis mellifera		 Low
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Chronic
- - -
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Beneficial insects (Ladybirds)
- - -
Beneficial insects (Lacewings)
Moderately harmful
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Chrysoperla carnea		 -
Beneficial insects (Parasitic wasps)
- - -
Beneficial insects (Predatory mites)
Harmless
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Typhlodromus pyri		 -
Beneficial insects (Ground beetles)
- - -
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
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 / FAO data, IPCS INCHEM data (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 non-EU, UK or US 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 non-EU, UK or US 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 / FAO data, IPCS INCHEM data (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 / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
2 = Unverified data of unknown source
Lemna gibba 5 day		 Moderate
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 / FAO data, IPCS INCHEM data (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)
- - -
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)
- - -
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
-
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
?Possibly, status not identified
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
✓Yes, known to cause a problem
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
WHO Classification
U (Unlikely to present an acute hazard)
UN Number
-
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
Language
Name
English
vinclozolin
French
vinclozoline
German
Vinclozolin
Danish
vinclozolin
Italian
vinclozolin
Spanish
vinclozolina
Greek
vinklozolin
Polish
winklozolina
Swedish
-
Hungarian
vinklozolin
Dutch
vinklozolin
Norwegian
-
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