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Etrimfos
Last updated: 27/11/2019
(Also known as: etrimphos)

GENERAL INFORMATION
Description
An obsolete insecticide once used to control various chewing pests of various crops and stored grain
Example pests controlled
Caterpillars; Stem borers, Scale; Leatherjackets; Colorado beetles; Moths; Corn-borers; Weevils
Example applications
Top fruit; Citrus; Vines; Olives; Vegetables including Brussel sprouts, cabbages, broccoli, calabrese; Cereals; Rice
Efficacy & activity
-
Availability status
Obsolete
Introduction & key dates
1975, first reported
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Directive 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
UK
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
-
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Also used in
Also used in
-
Chemical structure
Isomerism
-
Chemical formula
C₁₀H₁₇N₂OPS
Canonical SMILES
CCC1=NC(=CC(=N1)OP(=S)(OC)OC)OCC
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
FGIWFCGDPUIBEZ-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C10H17N2O4PS/c1-5-8-11-9(15-6-2)7-10(12-8)16-17(18,13-3)14-4/h7H,5-6H2,1-4H3
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide
Substance group
Organophosphate
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Contact and stomach action, non-systemic. Acetylcholinesterase inhibitor.
CAS RN
38260-54-7
EC number
253-855-9
CIPAC number
379
US EPA chemical code
427500
PubChem CID
37995
Molecular mass
292.29
PIN (Preferred Identification Name)
O-(6-ethoxy-2-ethylpyrimidin-4-yl) O,O-dimethyl phosphorothioate
IUPAC name
O-6-ethoxy-2-ethylpyrimidin-4-yl O,O-dimethyl phosphorothioate
CAS name
O-(6-ethoxy-2-ethyl-4-pyrimidinyl) O,O-dimethyl phosphorothioate
Other status information
May be phytoxoic to some top fruit
Relevant Environmental Water Quality Standards
-
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
Culex pipiens pipiens
Physical state
Colourless oily liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Ekamet
  • Satisfar
Example products using this active
  • Sandoz Agro
  • Novartis
Formulation and application details
Available in a variety of formulations including emuslfiable concentrates, granules and dips.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
40
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Acetone
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Chloroform
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Xylene
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Methanol
-
Melting point (°C)
-3.4
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
8.71 X 1002 Calculated -
Log P
2.94
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Moderate
Bulk density (g ml⁻¹)
1.25
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
6.5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderately volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
6.30 X 10-02
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Non-volatile
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
12.5
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
General literature DT₅₀ range 8-17 days (R3)
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 20 °C and pH 7
Value
26
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Non-persistent
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
P3 P = Other governments and regulators
3 = Unverified data of known source
Mobile
Koc
70
Notes and range
Best available data
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
2.36 Calculated Transition state
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
6.98 X 10-02 Calculated -
Note
-
Potential for particle bound transport index
Low Calculated -
Potential for loss via drain flow
Mobile Calculated -
Key metabolites
Metabolite
Formation medium
Estimated maximum occurrence fraction
1107/2009 relevancy
6-ethoxy-2-ethyl-4-hydroxypyrimidine
Soil 0.850 Major fraction, Relevant
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
336
P4 P = Other governments and regulators
4 = Verified data
Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 1800
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
740
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Colinus virginianus
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.024
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Oncorhynchus mykiss
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.0173
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Daphnia magna
High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.0001
P4 P = Other governments and regulators
4 = Verified data
Daphnia magna
High
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)
2.9
K3 K = Research datasets, e.g. Pandora, Demetra
3 = Unverified data of known source
Scenedesmus subspicatus
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)
0.1
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
High
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
Toxic
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Toxic
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)
- - -
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
- - -
% Effect
Harmful [Dose: 620 g ha⁻¹]
AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source
Typhlodromus pyri
-
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
Harmful [Dose: 620 g ha⁻¹]
AA3 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
3 = Unverified data of known source
Chrysoperla carnea
-
Soil micro-organisms
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 1800
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
5000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
- - -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.003
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
JMPR 1986
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
-
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
No data found
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
Yes, known to cause a problem
Yes, known to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found No data found No data found
Eye irritant Phototoxicant  
No data found No data found  
General human health issues
Moderately toxic
Handling issues
Property
Value and interpretation
General
Not compatible with strong alkaline substances
CLP classification 2013
Health: H302
Environment: H400, H410
EC Risk Classification
Xn - Harmful: R22
N - Dangerous for the environment: R50, R51
EC Safety Classification
S2, S60, S61
WHO Classification
II (Moderately hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
etrimfos
French
etrimphos
German
Etrimfos
Danish
etrimfos
Italian
etrimfos
Spanish
etrimfos
Greek
etrimfos
Polish
etrymfos
Swedish
-
Hungarian
etrimfosz
Dutch
etrimfos

Record last updated: 27/11/2019
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242