| vinclozolin (Ref: BAS 352F) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for vinclozolin
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
EC Regulation 1107/2009 (repealing 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 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 |
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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 |
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 (g mol-1) | 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 | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| 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
for vinclozolin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 3.4 | G4 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 281000 | C4 - Ethyl acetate | - | |
| 551000 | C4 - Acetone | - | ||
| 164000 | C4 - Benzene | - | ||
| 128000 | C4 - Xylene | - | ||
| Melting point (oC) | 108 | L3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.05 X 1003 | Calculated | - |
| Log P | 3.02 | K4 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.51 | L3 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 0.016 | G4 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.35 X 10-03 | H4 | 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 |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 12 | G4 | Non-persistent |
| DT50 (lab at 20oC) | 40.5 | Q3 | Moderately persistent | |
| DT50 (field) | 20 | H4 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| 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 | - |
| 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 | - |
| 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 | Slow |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 1.3 | K3 | Non-persistent |
| Note | - | |||
| Water-sediment DT50 (days) | 15 | Q2 | Fast | |
| Water phase only DT50 (days) | 46 | Q2 | Stable | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | R3 | Moderately mobile |
| Koc | 300 | |||
| Notes and range | Koc range 260-535 mL/g; Other studies: Koc - 100 (M4) | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 6.5 | P4 | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 15000 | L3 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 2.8 | Q3 Rat | High |
| (ppm diet) | 50.0 | - | ||
| Birds - Acute LD50 (mg kg-1) | > 5629 | F4 Anas platyrhynchos | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 2.84 | F4 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.7 | P3 Pimephales promelas | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 3.65 | J4 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.79 | P3 Daphnia magna, growth | Moderate | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | 1.5 | 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) | - | - | - | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | 0.9 | F2 Lemna gibba, 5 day | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 1.02 | F2 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 | 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 | 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 Typhlodromus pyri | - |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | Moderately harmful | AA2 Chrysoperla carnea | - |
| % Effect | - | - | - | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for vinclozolin
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) | > 15000 | L3 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | L3 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | 29.1 | L3 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.01 | JMPR 1995 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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A3; B0; C0; D0; E3 |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Renal and prostate gland toxicant- androgen USEPA - possible human carcinogen Endocrine issues - Competitive binding to androgen receptor |
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| Key: Genotoxicity A: Chromosome aberration (EFSA database) B: DNA damage/repair (EFSA database) C: Gene mutation (EFSA database) D: Genome mutation (EFSA database) E: Unspecified genotoxicity type (miscellaneous data source) 0: No data 1: Positive 2: Mixed/ambiguous results 3: Negative |
Key: Other : Yes, known to cause a problem  : No, known not to cause a problem  : Possibly, status not identified - : No data found |
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Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | Health: H317, H351, H360FD Environment: H411 |
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| EC Risk Classification |
Carcinogen category 3: R40 Reproduction risk category 2: R60, R61 Xn - Harmful: R43 N - Dangerous for the environment: R51, R53 |
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| EC Safety Classification |
S45, S53, S61 | |||
| WHO Classification | U | - | Unlikely to present an acute hazard | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | vinclozolin |
| French | vinclozoline |
| German | Vinclozolin |
| Danish | vinclozolin |
| Italian | vinclozolin |
| Spanish | vinclozolina |
| Greek | vinklozolin |
| Slovenian | vinklozolin |
| Polish | winklozolina |
| Swedish | - |
| Hungarian | vinklozolin |
| Dutch | vinklozolin |
Record last updated: Tuesday 10 December 2019
Contact: aeru@herts.ac.uk