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benzovindiflupyr
** Solatenol ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for benzovindiflupyr

Description: A novel fungicide active agaist a range of fungal diseases on cereals and other crops

Example pests controlled: Apple scab; Botrytis; Anthracnose; Sooty blotch; Fly speck; Powdery mildew

Example applications: Cereals inc wheat, rye, barley, oats; Corn; Cucurbit and fruiting vegetables; Grapes; Peanuts; Pome fruit; Potatoes; Soybeans; Sugarcane

Efficacy & activity: Efficiacy demonstrated during European field trials

Availability status: Current

Introduction & key dates: 2013

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Austria
Date inclusion expires 02/03/2023
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: Click to access a note on the approvals information on this site

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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric
Chemical formula C18H15Cl2F2N3O
Canonical SMILES CN1C=C(C(=N1)C(F)F)C(=O)NC2=CC=CC3=C2C4CCC3C4=C(Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) CCCGEKHKTPTUHJ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H15Cl2F2N3O/c1-25-7-11(15(24-25)17(21)22)18(26)23-12-4-2-3-8-9-5-6-10(13(8)12)14(9)16(19)20/h2-4,7,9-10,17H,5-6H2,1H3,(H,23,26)
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Amide
Minimum active substance purity [EU 2015 dossier: None declared]
Known relevant impurities -
Substance origin Synthetic
Mode of action Inhibits mitochondrial functions - Succinate Dehydrogenase Inhibitor (SDHI)
CAS RN 1072957-71-1
EC number -
CIPAC number -
US EPA chemical code -
PubChem CID 53491464
Molecular mass (g mol-1) 398.23
PIN (Preferred Identification Name) rac-N-[(1R,4S)-9-(dichloromethylidene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide
IUPAC name N-((1RS,4SR)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide
CAS name N-(9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide
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) 7
Examples of recorded resistance -
Physical state White powder
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Syngenta
Example products using this active
  • Aprovia
  • Trivapro
  • Elatus
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for benzovindiflupyr

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 0.98 A5 - @ 25 DegC Low
Solubility - In organic solvents at 20oC (mg l-1) 350000 A5 - Acetone -
450000 A5 - Dichloromethane -
190000 A5 - Ethyl acetate -
76000 A5 - Methanol -
Melting point (oC) 148.4 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 285 A5 -
Flashpoint (oC) Not expected to self-ignite: Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1004 Calculated -
Log P 4.3 A5 - @ 25 DegC High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC N/a A5 -
Note: No dissiciation
Vapour pressure at 20oC (mPa) 3.2 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.3 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.91 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.82 X 10-02 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 Neutral: 220nm=30539, 249nmj=11864, 295nm=962
Acidic: 220nm=29989, 249nm=11712, 295nm=1008
Basic: 220nm=28442, 249nm=11527, 295nm=1111
A5 -
Surface tension (mN m-1) 63.0 A5 90% saturated solution -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 908 A5 Very persistent
DT50 (lab at 20oC) 908 A5 Very persistent
DT50 (field) 127.3 A5 Persistent
DT90 (lab at 20oC) 1000 A5 -
DT90 (field) 840.5 A5 -
DT50 modelling endpoint 184 A5 Geometric mean field studies -
Note EU 2015 dossier lab studies DT50 (normalised) range 596-1216 days; DT90 (measured) >1000 days, Soils=6; Field studies DT50 (measured) range 0.001-336 days, DT90 (measured) range 542-840 days, Soils=6
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 44.2 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at all relevant pHs
Water-sediment DT50 (days) 559 A5 Stable
Water phase only DT50 (days) 27.1 A5 Slow

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 62.1 A5 Slightly mobile
Kfoc 3697
1/n 0.91
Notes and range EU 2015 dossier Kf range 31.6-93.3 mL/g, Kfoc range 3172-4507 mL/g, 1/n range 0.88-0.93, Soils=6
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
desmethyl-benzovindiflupyr (Ref: SYN546206) Soil   0.056   Minor fraction; Relevant
pyrazole acid (Ref: CSAA798670) This metabolite may cause environmental pollution, click here for further information Soil   0.118   Major fraction; Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide SYN546527 Soil - -
N-[(1R,2R,4S)-9-(dichloromethylene)-2-hydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide SYN546039; CSCS695908 Plants; Animals - -
N-[(1R,2S,4S)-9-(dichloromethylene)-2-hydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methylpyrazole-4-carboxamide SYN546040 Soil; Surface water - -
N-[(1R,2R,4S)-9-(dichloromethylene)-2-hydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1H-pyrazole-4-carboxamide SYN546041 Animals; Surface water - -
N-[(1R,2S,4S)-9-(dichloromethylene)-2-hydroxy-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1H-pyrazole-4-carboxamide SYN546042 Animals - -
N-[(1R,3S)-2-(dichloromethylene)-3-hydroxy-1-(2-hydroxyethyl)-2,3-dihydro-1H-inden-4-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide SYN546422 Animals - -
3-(difluoromethyl)-1-methylpyrazole-4-carboxamide SYN508272 Soil; Surface water - -
3-(difluoromethyl)-1H-pyrazole-4-carboxylic acid SYN545720 Plants; Animals - -


ECOTOXICOLOGY

for benzovindiflupyr

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 123 A5 Threshold for concern
CT50 (days) 0.54 -
Mammals - Acute oral LD50 (mg kg-1) A5 55.0 - High
Mammals - Short term dietary NOEL (mg kg-1) A5 17.5 - High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 1315 A5 Colinus virginians Moderate
Birds - Short term dietary (LC50/LD50) > 5625 mg kg feed-1 A5 Colinus virginians -
Fish - Acute 96 hour LC50 (mg l-1) 0.0035 A5 Cyprinus carpio High
Fish - Chronic 21 day NOEC (mg l-1) 0.00095 A5 Pimephales promelas High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.085 A5 Dapnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.015 A5 Dapnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.056 A5 Americamysis bahia High
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) 6.7 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 0.88 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.89 A5 Pseudokirchneriella subcapitata 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) > 100 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 109 A5 Apis mellifera 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) 203.15 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) 3.91 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) 47.7 A5 Folsomia candida -
Other arthropod (1) LR50 g ha-1 6000 >
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 2825 =
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.37 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for benzovindiflupyr

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) A5 55.0 - High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.56 A5 Rat, 4hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.05 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 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) 0.04 A5 Rat, SF=100 -
Dermal penetration studies (%) 1-3% A5 Concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Negligible risk for bystanders and residents
Occupational Low risk with PPE/PPC
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

A0; B0; C0; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver toxicant
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

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not oxidising or explosive
CLP classification 2013 Health: H301, H331
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases -
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for benzovindiflupyr

Language Name
English benzovindiflupyr
French benzovindiflupyr
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Wednesday 06 November 2019
Contact: aeru@herts.ac.uk