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valifenalate (Ref: IR5885)
** valiphenal ** 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 valifenalate

Description: A new anti-peronosporic fungicide that controls various types of fungal infections in many crops, including grapes

Example pests controlled: Downy mildew; Crown rot; Late blight

Example applications: Grapes; Tomatoes; Potatoes; Tobacco; Some vegetables

Efficacy & activity: -

Availability status: Current

Introduction & key dates: -

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Hungary
Date inclusion expires 30/06/2024
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

Also used in: USA registration expected soon

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C19H27ClN2O5
Canonical SMILES CC(C)C(C(=O)NC(CC(=O)OC)C1=CC=C(C=C1)Cl)NC(=O)OC(C)C
Isomeric SMILES CC(C)[C@@H](C(=O)NC(CC(=O)OC)C1=CC=C(C=C1)Cl)NC(=O)OC(C)C
International Chemical Identifier key (InChIKey) DBXFMOWZRXXBRN-LWKPJOBUSA-N
International Chemical Identifier (InChI) InChI=1S/C19H27ClN2O5/c1-11(2)17(22-19(25)27-12(3)4)18(24)21-15(10-16(23)26-5)13-6-8-14(20)9-7-13/h6-9,11-12,15,17H,10H2,1-5H3,(H,21,24)(H,22,25)/t15?,17-/m0/s1
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 Acylamino acid
Minimum active substance purity 980 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Cellulose synthesis inhibitor. Absorbed and translocated throughout the plant
CAS RN 283159-90-0
EC number -
CIPAC number 857
US EPA chemical code -
PubChem CID 11338509
Molecular mass (g mol-1) 398.88
PIN (Preferred Identification Name) methyl N-(isopropoxycarbonyl)-L-valyl-(3RS)-3-(4-chlorophenyl)-beta-alaninate
IUPAC name methyl N-(isopropoxycarbonyl)-L-valyl-(3RS)-3-(4-chlorophenyl)-β-alaninate
CAS name methyl N-[(1-methylethoxy)carbonyl]-L-valyl-3-(4-chlorophenyl)-β-alaninate
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 None identified
Physical state White fine 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
  • Isagrow USA
Example products using this active
  • Java F
  • Compass
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as water dispersible granules.


ENVIRONMENTAL FATE

for valifenalate

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) 24.1 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 25.5 A5 - n-Heptane -
29300 A5 - Acetone -
25400 A5 - Ethyl Acetate -
28800 A5 - Methanol -
Melting point (oC) 147 A5 -
Boiling point (oC) 367 A5 -
Degradation point (oC) 367 A4 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.29 X 1003 Calculated -
Log P 3.11 A5 High
Bulk density (g ml-1)/Specific gravity 1.25 A5 -
Dissociation constant (pKa) at 25oC -1.78 A5 -
Note:
Vapour pressure at 20oC (mPa) 9.6 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.6 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.68 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 1.97 X 10-05 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 - - -
Surface tension (mN m-1) 66.0 A5 -

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) 0.25 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.25 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 0.55 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 1.9-12.00 hours, DT90 range 6.3-40 hrs.
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 - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 7.62 A5 Non-persistent
Note pH4: stable @ 55 degC, pH9: 0.33 days @ 50 DegC
Water-sediment DT50 (days) 5.15 A5 Fast
Water phase only DT50 (days) 5.0 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 33 A5 Slightly mobile
Koc 753
Notes and range EU dossier kd range 8-54 mL/g, Koc range 375-1686 mL/g, soils=5
Freundlich Kf 23.2 A5 Slightly mobile
Kfoc 735
1/n 0.961
Notes and range EU dossier Kf range 7-73 mL/g, Kfoc range 381-2135 mL/g, 1/n range 0.905-1.017, soils=5
pH sensitivity None

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
RS-beta-alanine, N-((1-methylethoxy)carbonyl)-L-valyl-3-(4-chlorophenyl)acid) (Ref: IR5839) This metabolite may cause environmental pollution, click here for further information Soil   0.753   Major fraction, Relevant
4-chlorobenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.502   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(N-((1-methylethoxy)carbonyl)-L-valyl-3-(4-chlorophenyl) - Animals - -
3-amino-3-(4-chlorophenyl) propionic acid - Animals - -


ECOTOXICOLOGY

for valifenalate

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) <4 A5 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) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5260 ppm A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 100 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 3.2 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) > 100 A5 Scenedesmus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 106.6 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
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 6400 >
A5 Typhlodrumus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 9000 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 26.67 mg kg-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for valifenalate

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) > 3.12 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.07 A5 Dog, 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) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.07 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.61-4.35% A5 Concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No chronic consumer intake concerns have been identified
Occupational Acceptable for proposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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 Possible liver, kidney and 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 oxidising, explosive or shock sensitive
CLP classification 2013 None allocated at this time
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 NL - Not listed
US EPA Classification (formulation) - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for valifenalate

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

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk