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fenamiphos (Ref: BAY 68138)
** phenamiphos ** methaphenamiphos ** SRA 3886 ** Translations

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

for fenamiphos

Description: An insecticide and nematicide used to control ecoparasitic, endoparasitic, free-living and cyst-forming nematodes

Example pests controlled: Nematodes, Thrips

Example applications: Fruit including citrus, grapes and pineapples; Vegetables; Tobacco; Turf; Ornamentals

Availability status: Current

Introduction & key dates: 1967, first reported; 1968, first introduced

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands
Date inclusion expires 31/07/2018

Approved for use () or known to be used () in the following European countries:





























Also used in: Australia, USA

General status:
Pesticide type Nematicide
Substance group Organophosphate
Minimum active substance purity 940 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic, contact action, absorbed through roots
CAS RN 22224-92-6
EC number 244-848-1
CIPAC number 692
US EPA chemical code 100601
Chiral molecule Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula C13H22NO3PS
SMILES O=P(OCC)(Oc1ccc(SC)c(c1)C)NC(C)C
International Chemical Identifier key (InChIKey) ZCJPOPBZHLUFHF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H22NO3PS/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12/h7-10H,6H2,1-5H3,(H,14,15)
Structure diagram/image available? Yes
Molecular mass (g mol-1) 303.36
PIN (Preferred Identification Name) (E)-[ethyl 3-methyl-4-(methylsulfanyl)phenyl propan-2-ylphosphoramidate]
IUPAC name (RS)-(ethyl 4-methylthio-m-tolyl isopropylphosphoramidate)
CAS name ethyl 3-methyl-4-(methylthio)phenyl (1-methylethyl)phosphoramidate
Other status information Potential groundwater contaminant; Marine Pollutant
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 1B
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Colourless crystals to tan waxy solid depending on purity
Related substances & organisms -

Property Value
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
  • King Tech Corp
  • AgroCare
Example products using this active
  • Nemacur CS 240
UK LERAP status No UK approval for use or outside scope
Formulation and application details Often supplied as a capsule suspension that is diluted with water and applied by drip irrigation or via a spray followed by incorporation into the soil.


for fenamiphos

Property Value Source/Quality Score/Other Information Interpretation
Solubility - In water at 20oC (mg l-1) 345 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 27000 A5 - n-Hexane -
250000 A5 - Acetone -
250000 A5 - Ethyl acetate -
250000 A5 - Dichloromethane -
Melting point (oC) 46 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 200 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.00 X 1003 Calculated -
Log P 3.3 A4 High
Bulk density (g ml-1)/Specific gravity 1.19 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 25oC (mPa) 0.12 A5 Non-volatile
Henry's law constant at 25oC (Pa m3 mol-1) 9.90 X 10-05 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 3.00 X 10-08 K3 Non-volatile
GUS leaching potential index -0.11 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Value 2.82 X 10-04 Calculated -
Note -
Potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 201nm = 24300, 251nm = 11400, 287nm = 1400 A5 -
Surface tension (mN m-1) 47.2 A5 at 20oC -

Property Value Source/Quality Score/Other Information Interpretation
Soil degradation (days) (aerobic) DT50 (typical) 0.85 A5 Non-persistent
DT50 (lab at 20oC) 0.85 A5 Non-persistent
DT50 (field) 1.8 A5 Non-persistent
DT90 (lab at 20oC) 2.95 A5 -
DT90 (field) - - -
Note EU dossier lab studies DT50 range 0.4-1.4 days, DT90 range 1.3-4.6 days; field studies DT50 range 1.5-2.2 days; Other sources: 50 days (DW3)
Foliar DT50 (days) Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 0.2 A4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 304 A5 Persistent
Note pH sensitive: 252 days at pH 5, 236 days at pH 9 all at 20 degC
Water-sediment DT50 (days) 60.2 A4 Moderately fast
Water phase only DT50 (days) 5.8 A4 Moderately fast

Soil adsorption and mobility:
Property Value Source/Quality Score/Other Information Interpretation
Linear Kd - DW3 Moderately mobile
Koc 100
Notes and range -
Freundlich Kf 1.03 A5 Moderately mobile
Kfoc 266
1/n 0.935
Notes and range EU dossier Kf range 0.70-1.37 mL/g, Kfoc range 148-469 mL/g, 1/n range 0.90-0.95, Soils=4
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy
fenamiphos sulfoxide Soil   0.791   Major fraction, Relevant
fenamiphos sulfone Soil   0.228   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
ethyl 3-methyl-4-(methylthio)phosphoramidic acid phenyl ester des-isopropyl fenamiphos; fenamiphos metabolite M06 unknown - -
Ethyl 3-methyl-4-(methylsulfinyl)phosphoric acid phenyl ester des-isopropylamino fenamiphos sulfoxide; fenamiphos metabolite M09 unknown - -
Note: DT50 soil = 30 days
fenamiphos sulfoxide phenol; fenamiphos metabolite M12 Soil (Aerobic); Water; Rat 0.25 -
Note: Rat LD50 1250 mg kg-1 bw
fenamiphos sulfone phenol; fenamiphos metabolite M13 Soil (Aerobic) - -
- fenamiphos sulfonic acid Water (Photolysis) - -
4-hydroxy-2-methylbenzenesulfonic acid fenamiphos phenol sulfonic acid; fenamiphos metabolite M24 Water (Photolysis); Rat - -
3-methyl-4-(methylthio)phenol fenamiphos phenol; fenamiphos metabolite M11 Rat - -


for fenamiphos

Property Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF (l kg-1) 110 A5 Threshold for concern
CT50 (days) 0.22 -
Bioaccumulation potential - Calculated Moderate
Mammals - Acute oral LD50 (mg kg-1) > 6 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) > 0.3 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 0.8 A5 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) > 43 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.0093 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.0038 A5 Oncorhynchus mykiss -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0019 L3 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.01 A4 Daphnia magna -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0057 F3 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) 0.01 A4 Chironomus riparius, emergence Moderate
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) 3.8 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.28 A5 High
Oral acute 48 hour LD50 (μg bee-1) 0.45 A5 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 888 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 0.49 A3 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 0.175 48 hour
A5 Aphidius rhopalosiphi, adult
Harmful at 1 kg ha-1
Harmful at 0.1 kg ha-1
Harmful at 0.01 kg ha-1
% Effect - - -
Other arthropod (2) LR50 g ha-1 1.7 7 day
A5 Typhlodromus pyri, protonymph
Harmful at 1 kg ha-1
Harmful at 0.1 kg ha-1
Moderately harmful at 0.01 kg ha-1
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: >25% effect
Carbon mineralisation: No significant adverse effect
Dose: 133 mg kg-1 soil, 28 days
Mesocosm study data NOEAEC mg l-1 0.0035 A5 Fish and aquatic invertebrates -
NOEAEC mg l-1 - - -


for fenamiphos

Property Value Source/Quality Score/Other Information Interpretation
Threshold of Toxicological Concern (Cramer Class) High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 6 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) 82 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.072 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0008 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.0025 A5 Dog, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0008 A5 Dog, SF=100 -
Dermal penetration studies (%) 1.0-5.0 A5 concentration dependant -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Occupational Negligible risk to operators
European MRLs Click here for the EU MRL pesticide database
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant Respiratory tract irritant Skin irritant Eye irritant




General human health issues Toxic by inhalation and skin contact
Exposure may be fatal due to respiratory failure

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data

Handling issues:
Property Value Source/Quality Score/Other Information Interpretation
General Not explosive or oxidising
IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H300, H310, H319, H330
Environment: H400, H410
EC Risk Classification T+ - Very toxic: R28
T - Toxic: R24
N - Dangerous for the environment: R50, R53
EC Safety Classification S1/2, S23, S28, S36/37, S45, S60, S61
WHO Classification Ib - Highly hazardous
US EPA Classification (formulation) I - Danger - Highly toxic
UN Number 2783
Waste disposal & packaging Packaging Group I (great danger)


for fenamiphos

Language Name
English fenamiphos
French phenamiphos
German Fenamiphos
Danish fenamiphos
Italian fenamifos
Spanish fenamifos
Greek fenamiphos
Slovenian fenamifos
Polish fenamifos
Swedish -
Hungarian -
Dutch fenamifos

Record last updated: Tuesday 24 November 2015