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Carbophenothion (Ref: ENT 23708)
Last updated: 03/01/2021
(Also known as: carbofenotion; R-1303; Stauffer R-1,303)

SUMMARY
Carbophenothion is an insecticide that no longer has approval for use within the EU. The substance has a low aqueous solubility, low volatility and, based on its chemical propeerties, would not be expected to leach to groundwater. It may be quite persistent in soil systems. It is highly toxic to mammals and may also be a cholinesterase inhibitor and a neurotoxin. In most instances it shows a moderate to high level of toxicity to aquatic and terrestrial species.
GENERAL INFORMATION
Description
An obsolete insecticide and acaricide once used to control pests on fruit and other crops. It is used to control parasites on animals.
Example pests controlled
Aphids; Spider mites; Mealybugs; Weevils; Leaf hoppers; Armyworms
Example applications
Fruit including citrus, pears, apples; Cotton; Nuts; Vegetables; Sorghum; Maize; Sugarbeet
Efficacy & activity
-
Availability status
Obsolete
Introduction & key dates
1955, USA
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 Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
-
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
C₁₁H₁₆ClO₂PS₃
Canonical SMILES
CCOP(=S)(OCC)SCSC1=CC=C(C=C1)Cl
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
VEDTXTNSFWUXGQ-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C11H16ClO2PS3/c1-3-13-15(16,14-4-2)18-9-17-11-7-5-10(12)6-8-11/h5-8H,3-4,9H2,1-2H3
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide, Acaricide
Substance group
Organophosphate
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Contact and stomach action with long residual activity. Acetylcholineesterase inhibitor.
CAS RN
786-19-6
EC number
212-324-1
CIPAC number
140
US EPA chemical code
058102
PubChem CID
13081
Molecular mass
342.9
PIN (Preferred Identification Name)
S-{[(4-chlorophenyl)sulfanyl]methyl} O,O-diethyl phosphorodithioate
IUPAC name
S-4-chlorophenylthiomethyl O,O-diethyl phosphorodithioate
CAS name
S-(((4-chlorophenyl)thio)methyl) O,O-diethyl phosphorodithioate
Other status information
Severe Marine Pollutant
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
Panonychus citri, Tetranychus mcdanieli, Tetranychus viennensis, Boophilus microplus, plus others
Physical state
Yellow/brown liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Oleoakarithion
  • Garrathion
  • Acarithion
  • Danifos
  • Trithion
Example products using this active
  • Stauffer
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.34
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
Miscible
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
Ethanol
-
Miscible
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
Acetone
-
Miscible
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
Xylene
-
Melting point (°C)
- - -
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
5.62 X 1004 Calculated -
Log P
4.75
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
High
Bulk density (g ml⁻¹)
1.27
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
1.07
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
5.80 X 10-01
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Moderately 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)
100
G2 G = Extension Toxicology network database EXTOXNET (click here )
2 = Unverified data of unknown source
Persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
30
DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. MS in preparation
4 = Verified data
Moderately persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Best available data
Dissipation rate RL₅₀ on plant matrix
Value
4.5
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 4.5-4.6 days, Orange leaves, various matrices, n=2
Dissipation rate RL₅₀ on and in plant matrix
Value
11.0
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
-
Note
Published literature RL₅₀ range 5.1-18.5 days, 2 citrus crops, various matrices, n=3
Aqueous photolysis DT₅₀ (days) at pH 7
Value
- - -
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
- - -
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
-
H3 H = The US ARS pesticide properties database (click here )
3 = Unverified data of known source
Non-mobile
Koc
50000
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
-1.03 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
5.35 X 10-03 Calculated -
Note
Estimated concentrations of chemicals with Koc values greater than 9995 ml g⁻¹ are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index
High Calculated -
Potential for loss via drain flow
Non-mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
1000
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Estimated
Threshold for concern
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
10
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Rat
High
Mammals - Short term dietary NOEL
(mg kg⁻¹)
0.5
G2 G = Extension Toxicology network database EXTOXNET (click here )
2 = Unverified data of unknown source
Rat
High
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
121
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Anas platyrhynchos
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)
0.056
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Oncorhynchus mykiss
High
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.0063
J3 J = Pesticide Action Network database (click here )
3 = Unverified data of known source
Pimephales promelas
High
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
0.025
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
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)
- - -
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)
- - -
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)
< 1.4
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Moderate
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)
- - -
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)
0.162
R4 R = Peer reviewed scientific publications
4 = Verified data
Megachile rotundata
High
Mode of exposure
Contact
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
AB1 AB = SELECTV Database
1 = Estimated data with little or no verification
Typhlodromus pyri
-
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
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)
10
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Rat
High
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
- - -
Mammals - Inhalation LC₅₀ (mg l⁻¹)
- - -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.0005
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 1980
-
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
List I; List II - -
Exposure Routes
Public
-
Occupational
May be absorbed through the skin - PPE/PPC required
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
XNo, known not to cause a problem
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
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
?Possibly, status not identified
Yes, known to cause a problem
Yes, known to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
XNo, known not to cause a problem
XNo, known not to cause a problem
No data found
Eye irritant Phototoxicant  
XNo, known not to cause a problem
No data found  
General human health issues
No further information available
Handling issues
Property
Value and interpretation
General
Prevent mist formation
CLP classification 2013
Health: H301, H311
Environment: H400, H410
EC Risk Classification
T - Toxic: R24/25
N - Dangerous for the environment: R50, R53
EC Safety Classification
S1/2, S28, S36/37, S45, S60, S61
WHO Classification
O (Obsolete substance)
UN Number
3018
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
carbophenothion
French
carbophenothion
German
Carbophenothion
Danish
carbophenothion
Italian
carbofenotion
Spanish
carbofenotion
Greek
carbophenothion
Polish
karbofenotion
Swedish
-
Hungarian
-
Dutch
carbofenothion

Record last updated: 03/01/2021
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