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

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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
MRLs	European	EU MRL pesticide database
	Notes	-
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

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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