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

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 approval status
Not approved
EC Regulation 1107/2009 (repealing 91/414)
EC Directive 91/414 Status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date inclusion expires
Expired
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
Yes
Approved for use (✓) or known to be used (#) in the following EU-27 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
UK LERAP status
No UK approval for use as a pesticide under EC Regulation 1107/2009
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
0.016
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Low volatility
Henry's law constant at 25 °C
1.35 X 10-03
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Non-volatile
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 -
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
-
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 -
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)
- - -
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

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