Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

iprovalicarb (Ref: SZX 0722)
** SZX 722 ** Translations

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

SUMMARY

Iprovalicarb is a fungicide approved for use in the EU. It has a low aqueous solubility, is semi-volatile and there is some risk it may leach to groundwater. It is non-persistent in soil but may persist in water for a long time. It is moderately toxic to mammals but has a low risk of bioaccumulating. It is considered to be a carcinogen. It is moderately toxic to birds, most aquatic organisms and earthworms but is not toxic to honeybees.

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

Description: A carbamate/valinamide fungicide often used to control Oomycete pathogens

Example pests controlled: Downy mildew; Late blight

Example applications: Ornamentals; Potatoes; Grapes; Tomatoes

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1999

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Ireland/Italy
Date inclusion expires 31/03/2031
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 A molecule with 2 chiral centres. Iprovalicarb is a mixture of two diastereoisomers, each consisting of only one enantiomer. The ratio of these two diastereoisomers A(S,R) and B(S,S) in technical material is approximately 1:1.
Chemical formula C18H28N2O3
Canonical SMILES CC1=CC=C(C=C1)C(C)NC(=O)C(C(C)C)NC(=O)OC(C)C
Isomeric SMILES CC1=CC=C(C=C1)C(C)NC(=O)[C@H](C(C)C)NC(=O)OC(C)C
International Chemical Identifier key (InChIKey) NWUWYYSKZYIQAE-WMCAAGNKSA-N
International Chemical Identifier (InChI) InChI=1S/C18H28N2O3/c1-11(2)16(20-18(22)23-12(3)4)17(21)19-14(6)15-9-7-13(5)8-10-15/h7-12,14,16H,1-6H3,(H,19,21)(H,20,22)/t14?,16-/m0/s1/f/h19-20H
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Iprovalicarb Unstated isomer Click here for the CCDC structure diagram

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 950 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic with protective, curative and eradicative action. Cellulose synthesis inhibitor.
CAS RN 140923-17-7
EC number -
CIPAC number 620
US EPA chemical code 098359
PubChem CID 10958189
Molecular mass (g mol-1) 320.43
PIN (Preferred Identification Name) -
IUPAC name isopropyl 2-methyl-1-{[(RS)-1-p-tolylethyl]carbamoyl}-(S)-propylcarbamate
CAS name 1-methylethyl ((1S)-2-methyl-1-(((1-(4-methylphenyl)ethyl)amino)carbonyl)propyl)carbamate
Other status information Marine pollutant
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-yellow 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
  • Bayer
Example products using this active
  • Antracol
  • Melody
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for iprovalicarb

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) 17.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 5300 A4 - Toluene -
41000 A4 - Acetone -
20000 A4 - Ethyl acetate -
132000 A4 - Dichloromethane -
Melting point (oC) 164 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 160 A5 -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.58 X 1003 Calculated -
Log P 3.2 A5 High
Bulk density (g ml-1)/Specific gravity 1.11 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 7.90 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.40 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.02 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 3.91 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 No maxima between 290-400nm A4 -
Surface tension (mN m-1) - - -

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) 15.5 A5 Non-persistent
DT50 (lab at 20oC) 10.5 A5 Non-persistent
DT50 (field) 15.5 A5 Non-persistent
DT90 (lab at 20oC) 72 A5 -
DT90 (field) 44.8 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 20-30 days, field studies DT50 range 4.7-27 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 25.8 R4 -
Note Published literature RL50 range 2.6-72.0 days, 2 field & undercover grown crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9 at 25 degC
Water-sediment DT50 (days) 181 A5 Slow
Water phase only DT50 (days) 54 A5 Stable

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 - A5 Moderately mobile
Koc 106
Notes and range EU dossier koc range 61-131 mL/g
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
p-methyl-phenethylamine This metabolite may cause environmental pollution, click here for further information Soil   0.507   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- N-acetyl-PMPA Water; Sediment - -


ECOTOXICOLOGY

for iprovalicarb

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) 10 A5 Whole fish Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 196 A5 Rat Moderate
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 22.7 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 9.89 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 19.8 A4 Unknown species Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 1.89 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 Raphidocelis subcapitata Low
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) > 199 A5 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 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 3.37 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect -20.5 Mortality
Fecundity
Dose: 0.46 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect -3.4 Mortality and Fecundity
Dose: 0.46 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 4.95 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for iprovalicarb

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) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.0 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.015 A5 Dog, SF=200 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.015 A4 Dog, 1 year, SF=100 -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
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

A3; B3; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues USEPA - probable human carcinogen
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 explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Not classified: Obsolete
EC Risk Classification Click here to view information omn the EU risk phrases None allocated at this time
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
UN Number 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for iprovalicarb

Language Name
English iprovalicarb
French iprovalicarbe
German Iprovalicarb
Danish iprovalicarb
Italian iprovalicarb
Spanish iprovalicarb
Greek -
Slovenian iprovalikarb
Polish iprowalikarb
Swedish -
Hungarian iprovalikarb
Dutch -

Record last updated: Tuesday 02 July 2019
Contact: aeru@herts.ac.uk