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fenamidone (Ref: RPA 407213)
** 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 fenamidone

Description: A fungicide effective against Oomycete diseases such as downy mildew and certain leaf spot diseases

Example pests controlled: Early and Late blight, Downy mildew, Alternaria leaf spot, Purple blotch

Example applications: Bulb vegetable crops; Potatoes; Tomatoes; Lettuce; Curcubits

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1998, first reported; 2001, first registered

EC Regulation 1107/2009 (repealing 91/414):

Status Approved
Dossier rapporteur/co-rapporteur Czech Republic/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 A chiral molecule however only the S-isomer is biologically active and commercial products are stereospecific
Chemical formula C17H17N3OS
Canonical SMILES CC1(C(=O)N(C(=N1)SC)NC2=CC=CC=C2)C3=CC=CC=C3
Isomeric SMILES C[C@@]1(C(=O)N(C(=N1)SC)NC2=CC=CC=C2)C3=CC=CC=C3
International Chemical Identifier key (InChIKey) LMVPQMGRYSRMIW-KRWDZBQOSA-N
International Chemical Identifier (InChI) InChI=1S/C17H17N3OS/c1-17(13-9-5-3-6-10-13)15(21)20(16(18-17)22-2)19-14-11-7-4-8-12-14/h3-12,19H,1-2H3/t17-/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 Imidazole
Minimum active substance purity 975 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Protective and curative action. Respiration inhibitor (QoL fungicide).
CAS RN 161326-34-7
EC number -
CIPAC number 650
US EPA chemical code 046679
PubChem CID 10403199
Molecular mass (g mol-1) 311.40
PIN (Preferred Identification Name) (5S)-3-anilino-5-methyl-2-(methylsulfanyl)-5-phenyl-3,5-dihydro-4H-imidazol-4-one
IUPAC name (S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one
CAS name (5S)-3,5-dihydro-5-methyl-2-(methylthio)-5-phenyl-3-(phenylamino)-4H-imidazol-4-one
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) 11
Examples of recorded resistance -
Physical state White to cream 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
  • Bayer CropScience
Example products using this active
  • Consento
  • Reason
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Often available as a soluble concentrate that is diluted with water and used as a spray.


ENVIRONMENTAL FATE

for fenamidone

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) 7.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Acetone -
105700 A5 - Ethyl acetate -
300 A5 - n-Heptane -
43100 A5 - Methanol -
Melting point (oC) 136.8 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 240 A4 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.31 X 1002 Calculated -
Log P 2.8 A5 Moderate
Bulk density (g ml-1)/Specific gravity 1.29 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.00034 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.00 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.18 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 8.88 X 10-03 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 pH: 202.5nm = 18470, 230 nm = 9148
Acidic pH; 203nm = 25138, 230nm=15734
Alkaline pH: 228.5 = 38838
A5 -
Surface tension (mN m-1) 72.9 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) 6.9 A5 Non-persistent
DT50 (lab at 20oC) 6.9 A5 Non-persistent
DT50 (field) 8.1 A5 Non-persistent
DT90 (lab at 20oC) 30.0 A5 -
DT90 (field) 28.6 A5 -
DT50 modelling endpoint - - -
Note EU dossier (2016) Lab studies DT50 range 0.5-20.9 days, DT90 range 5.0-81.8 days, Soils=7; Field studies DT50 range 4.6-51.2 days, DT90 range 15.1-51.2 days
Dissipation rate RL50 on plant matrix Value 3.5 R3 -
Note Gherkin fruit, n=1
Dissipation rate RL50 on and in plant matrix Value 11.1 R4 -
Note Published literature RL50 range 9.4-12.2 days, 3 field & undercover grown crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value 6 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 411 A5 Very persistent
Note pH sensitive: DT50 221 days at pH 5, 27.6 days at pH 9
Water-sediment DT50 (days) 97 A5 Moderately fast
Water phase only DT50 (days) 24 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 5.1 A5 Moderately mobile
Kfoc 388
1/n 0.77
Notes and range EU dossier Kf range 2.43-6.89 mL/g, Kfoc range 259-494 mL/g, 1/n range 0.69-0.83, Soils=4
pH sensitivity No

Key metabolites:

Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
(S)-5-methyl-5-phenylimidazolidine-2,4-dione (Ref: RPA 412636) This metabolite may cause environmental pollution, click here for further information Soil   0.350   Major fraction, Relevant
(S)-5-methyl-2-methylthio-3-(2-nitrophenylamino)-5-phenyl-3,5-dihydroimidazol-4-one (Ref: RPA 413255) This metabolite may cause environmental pollution, click here for further information Soil   0.131   Major fraction, Relevancy unknown
(S)-5-methyl-2-methylthio-5-phenyl-3,5-dihydroimidazol-4-one (Ref: RPA 412708) This metabolite may cause environmental pollution, click here for further information Soil   0.172   Major fraction, Relevant

Other known metabolites:

Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Ref: BCS-CV62706) - Soil 0.082 -
(Ref: RPA 221607) - Soil 0.126 -
(Ref: RPA 221701) - Soil 0.115 -
(Ref: RPA 408056) - Water (Photolysis) 0.356 -
(Ref: RPA 409344) - Water (Hydrolysis) 0.322 -
(Ref: RPA 410193) - (a) Plant; (b) Water (Photolysis) b=0.134 -
(Ref: RPA 411639) - Soil 0.117 -


ECOTOXICOLOGY

for fenamidone

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) 2028 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 30 A5 Rat High
(ppm diet) 500 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5200 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.74 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.31 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.19 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0125 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) 0.05 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.88 F3 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 3.84 A4 Raphidocelis subcapitata, 72 hour 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) > 74.8 A5 Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 159.8 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) > 25 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.63 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 50
75
Mortality
Reproduction
Dose: 0.051 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 4.5
16
Mortality
Reproduction
Dose: 0.051 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.6 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenamidone

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) 2028 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 2.1 A5 Rat, 4 hrs (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.03 A5 -
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) 0.3 A5 Rat, 90 day, SF=100 -
Dermal penetration studies (%) 1.75-4.3 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Minimal risk of dietary exposure
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

A2; B3; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues Possible liver and thyroid 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 Prevent generation of mists
Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fenamidone

Language Name
English fenamidone
French fenamidone
German Fenamidone
Danish fenamidon
Italian fenamidone
Spanish fenamidona
Greek fenamidone
Slovenian fenamidon
Polish fenamidon
Swedish -
Hungarian fenamidon
Dutch fenamidon

Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk
© University of Hertfordshire