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benthiavalicarb isopropyl (Ref: KIF-230)
** benthiavalicarb ** HSDB 7501 ** Translations

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

SUMMARY

Benthiavalicarb isopropyl is a fungicide approved for use in the EU. It has a low aqueous solubility, volatile and presents a moderate risk of leaching to groundwater. It is not expected to persist in soils but could persist in aquesous systems under some conditions. It has a low mammalian oral toxicity, may cause adverse reproduction/fertility effects and may also be carcinogenic. Benthiavalicarb isopropyl is moderately toxic to fish, aquatic invertebrates, algae, earthworms and honey bees.

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

Description: A new fungicide active against Oomycetes fungal plant pathogens

Example pests controlled: Blight; Downy mildew

Example applications: Potatoes; Vines; Tomatoes; Grapes

Efficacy & activity: Efficiacy demonstrated via extensive use and field trials

Availability status: Current

Introduction & key dates: 2003

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Poland/France
Date inclusion expires 31/07/2019
EU Candidate for substitution (CfS) No
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 Benthiavaliarb-isopropyl is a mixture of R-L and S-L stereoisomers. The R-L stereoisomer is the main pesticidally active component. The S-L stereoisomer is not pesticidally-active an is present as a minor impurity.
Chemical formula C18H24FN3O3S
Canonical SMILES CC(C)C(C(=O)NC(C)C1=NC2=C(S1)C=C(C=C2)F)NC(=O)OC(C)C
Isomeric SMILES C[C@H](C1=NC2=C(S1)C=C(C=C2)F)NC(=O)[C@H](C(C)C)NC(=O)OC(C)C
International Chemical Identifier key (InChIKey) USRKFGIXLGKMKU-ABAIWWIYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H24FN3O3S/c1-9(2)15(22-18(24)25-10(3)4)16(23)20-11(5)17-21-13-7-6-12(19)8-14(13)26-17/h6-11,15H,1-5H3,(H,20,23)(H,22,24)/t11-,15-/m1/s1
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 Carbamate
Minimum active substance purity 910 g/kg
Known relevant impurities EU dossier - 6,6-difluoro-2,2-dibenzothiazole <3.5 mg/kg, bis(2-amino-5-fluorophenyl)disulphide 14 mg/kg, toluene - 5 g/kg
Substance origin Synthetic
Mode of action Protective and curative action with residual effects, inhibits phospholipid biosynthesis
CAS RN 177406-68-7
EC number -
CIPAC number 744.204
US EPA chemical code 098379
PubChem CID 53297381
Molecular mass (g mol-1) 381.47
PIN (Preferred Identification Name) -
IUPAC name isopropyl [(S)-1-{[(1R)-1-(6-fluoro-1,3-benzothiazol-2-yl)ethyl]carbamoyl}-2-methylpropyl]carbamate
CAS name 1-methylethyl N-[(1S)-1-[[[(1R)-1-(6-fluoro-2-benzothiazolyl)ethyl]amino]carbonyl]-2-methylpropyl]carbamate
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) 40
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
  • Certis
  • Kumiai Chemical Co
Example products using this active
  • Valbon
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Usually supplied as dispersible granules that are used as an aqueous spray.


ENVIRONMENTAL FATE

for benthiavalicarb isopropyl

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) 13.1 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 501 A5 - Xylene -
25400 A5 - Acetone -
11500 A5 - 1,2-Dichloromethane -
19400 A5 - Ethyl acetate -
Melting point (oC) 153.1 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 240 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.63 X 1002 Calculated -
Log P 2.56 A5 Low
Bulk density (g ml-1)/Specific gravity 1.25 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.3 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.53 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.99 Calculated Transition state
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 5.09 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 Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 219nm = 24424, 292.5nm = 1298
Acidic soln: 219nm=23891
Basic soln: 220.5nm=23075
A5 -
Surface tension (mN m-1) 63.1 A5 at 22oC -

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 Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 13.8 A5 Non-persistent
DT50 (lab at 20oC) 13.8 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 54.0 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU 2016 dossier lab studies DT50 range 10.6-18.8 days, DT90 range 35.3-72.7 days, Soils=4
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 516 A5 Stable
Note DT50 6.8 days at pH 5, 178 days at pH 9
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 - see also R4 -
Note Stable at pH 4 to 9 up to 50 degC
Water-sediment DT50 (days) 16.6 A5 Fast
Water phase only DT50 (days) 6.05 A5 Moderately fast

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 6.28 A5 Moderately mobile
Koc 245.2
Notes and range EU 2016 dossier Kd range 0.85-9.5 mL/g, Koc range 166.6-379.5 mL/g, Soils=4
Freundlich Kf 4.06 A5 Moderately mobile
Kfoc 180.6
1/n 0.88
Notes and range EU 2016 dossier kf range 0.8-0.65 mL/g, Kfoc range 121.3-258.2 mL/g, 1/n range 0.84-0.93, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
6-fluoro-2-hydroxybenzothiazole (Ref: KIF-230-M1) This metabolite may cause environmental pollution, click here for further information Soil   0.277   Major fraction, Relevant
1-(6-fluoro-2-benzothiazol-2-yl)ethanol (Ref: KIF-230-M3) This metabolite may cause environmental pollution, click here for further information Soil   0.123   Major fraction, Relevant
1-(6-fluoro-2-benzothiazolyl)ethylamine (Ref: KIF-230-M5) This metabolite may cause environmental pollution, click here for further information Soil   0.268   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
6-fluorobenzothiazol-2-yl methyl ketone KIF-230-M4 Soil - -
N-[1-(6-Fluorobenzothiazol-2-yl)ethyl]acetamide KIF-230-M8 Soil (Anaerobic) - -
6,6-difluoro-2,2-dibenzothiazole
Note: IMPURITY
KF-230-I-6 IMPURITY - n/a
bis(2-amino-5-fluorophenyl) disulfide
Note: IMPURITY
KF-230-I-12 IMPURITY - n/a


ECOTOXICOLOGY

for benthiavalicarb isopropyl

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) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 14 A5 Rat High
(ppm diet) > 200 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 937 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 10 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 1.0 A5 Oncorhynchus mykiss, 28d Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 10 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 3 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 10 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Apis mellifera Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Apis mellifera Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 6000 48 hour, reproduction
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 290 7 day, reproduction
A5 Typhlodromus pyri, adult
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.65 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for benthiavalicarb isopropyl

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.6 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) None allocated A5 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 5.0 A5 Rat, SF=100 -
Dermal penetration studies (%) 16-70 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Protective clothing should be worn
Possible risk from dermal exposure
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues May cause allergic reaction
Possible liver & thyroid toxicant

: 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 explosive or oxidising
CLP classification 2013 Health: H317, H351
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
N - Dangerous for the environment: R52, R53
EC Safety Classification Click here to view information omn the EU safety phrases S36/37, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Active 2757, liquid products usually 2992
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for benthiavalicarb isopropyl

Language Name
English benthiavalicarb isopropyl
French -
German -
Danish -
Italian bentiavalicarb isopropil
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk