Terbufos (Ref: AC 92100)	Last updated: 27/11/2019
(Also known as: sebuphos; terbuphos)

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GENERAL INFORMATION

Description	An insecticide and nematicide used to control soil and other pests
Example pests controlled	Wireworms; Maggots; Rootworm larvae; White grubs; Black maize beetles; Nematodes; Aphids
Example applications	Corn; Sugarbeet; Sorghum; Sunflower; Citrus; Potatoes; Peanuts
Efficacy & activity	-
Availability status	Current
Introduction & key dates	First registered in US in 1974

UK regulatory status

UK approval status	Not approved

EC Regulation 1107/2009 (repealing 91/414)

EC Directive 91/414 Status	Not approved
Dossier rapporteur/co-rapporteur	Not applicable
Date inclusion expires	Expired
EU Candidate for substitution (CfS)	-
Listed in EU database	Yes
Approved for use (✓) or known to be used (#) in the following EU-27 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	Australia, USA

Chemical structure

Isomerism	-
Chemical formula	C₉H₂₁O₂PS₃
Canonical SMILES	CCOP(=S)(OCC)SCSC(C)(C)C
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	XLNZEKHULJKQBA-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C9H21O2PS3/c1-6-10-12(13,11-7-2)15-8-14-9(3,4)5/h6-8H2,1-5H3
2D structure diagram/image available?	Yes

General status

Pesticide type	Insecticide, Nematicide
Substance group	Organophosphate
Minimum active substance purity	-
Known relevant impurities	-
Substance origin	Synthetic
Mode of action	Systemic. Cholinesterase inhibitor.
CAS RN	13071-79-9
EC number	235-963-8
CIPAC number	459
US EPA chemical code	105001
PubChem CID	25670
Molecular mass	288.4
PIN (Preferred Identification Name)	S-[(tert-butylsulfanyl)methyl] O,O-diethyl phosphorodithioate
IUPAC name	S-tert-butylthiomethyl O,O-diethyl phosphorodithioate
CAS name	S-[[(1,1-dimethylethyl)thio]methyl] O,O-diethyl phosphorodithioate
Other status information	Severe Marine Pollutant; Chemical subject to PIC regulations; Found infrequently in drinkwater supplies
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	Diabrotica undecimpunctata, Schizaphis graminum
Physical state	Pale yellow liquid

Formulations

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Counter Contraven Aragran
Example products using this active	Amvac BASF American Cyanamid
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Usually formulated as granules

ENVIRONMENTAL FATE

Property		Value	Source; quality score; and other information	Interpretation
Solubility - In water at 20 °C (mg l⁻¹)		4.5	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)		300000	L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source Acetone	-
Melting point (°C)		-29.2	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)		88	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source (open cup)	-
Octanol-water partition coefficient at pH 7, 20 °C	P	3.24 X 1004	Calculated	-
	Log P	4.51	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data	High
Bulk density (g ml⁻¹)		1.11	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source	-
Dissociation constant pKa) at 25 °C		-	-	-
		-
Vapour pressure at 20 °C (mPa)		34.6	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data	Highly volatile
Henry's law constant at 25 °C (Pa m³ mol⁻¹)		2.70	H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data	Moderately volatile
GUS leaching potential index		1.25	Calculated	Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate	Value	2.01 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		Low	Calculated	-
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)	8	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	Non-persistent
	DT₅₀ (lab at 20 °C)	5	H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data	Non-persistent
	DT₅₀ (field)	12	H4 H = The US ARS pesticide properties database (click here ) 4 = Verified data	Non-persistent
	DT₉₀ (lab at 20 °C)	-	-	-
	DT₉₀ (field)	-	-	-
	DT₅₀ modelling endpoint	-	-	-
	Note	Best available data
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	4.5	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	Moderately fast
	Note	-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7	Value	6.5	K4 K = Research datasets, e.g. Pandora, Demetra 4 = Verified data	Non-persistent
	Note	Not sensitive to pH
Water-sediment DT₅₀ (days)		-	-	-
Water phase only DT₅₀ (days)		-	-	-

Soil adsorption and mobility

Property		Value	Source; quality score; and other information	Interpretation
Linear	Kd	-	G3 G = Extension Toxicology network database EXTOXNET (click here ) 3 = Unverified data of known source	Slightly mobile
	Koc	500
	Notes and range	-
Freundlich	Kf	24.4	R3 R = Peer reviewed scientific publications 3 = Unverified data of known source	Slightly mobile
	Kfoc	700
	1/n	1.09
	Notes and range	Soil characteristics - New Zealand Tokomaru soil with OC 3.2%
pH sensitivity		-

Other known metabolites

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
terbufos sulfoxide	-	Soil; Plant; Animal	-	-
terbufos sulfone	-	Soil; Plant; Animal	-	-
terbufos oxon sulfoxide	-	a = Soil; b= Plant; c = Animal	a=0.05	-
terbufos oxon sulfone	-	Plant	-	-
terbufos oxon	-	Animal	-	-
O,O-diethyl phosphorothioate	-	Rats (Urinary)	-	-
diethyl phosphate	-	Rats (Urinary)	-	-
O,O-diethyl phosphorodithioate	-	Rats (Urinary)	-	-

ECOTOXICOLOGY

Property		Value	Source; quality score; and other information	Interpretation
Bio-concentration factor	BCF (l kg⁻¹)	286	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	Threshold for concern
	CT₅₀ (days)	Not available		-
Mammals - Acute oral LD₅₀ (mg kg⁻¹)		1.3	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data Rat	High
Mammals - Short term dietary NOEL	(mg kg⁻¹)	-	L2 L = Pesticide manuals and hard copy reference books / other sources 2 = Unverified data of unknown source Rat 2 year	-
	(ppm diet)	1		-
Birds - Acute LD₅₀ (mg kg⁻¹)		> 185	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Anas platyrhynchos	Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)		-	-	-
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)		> 0.004	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Lepomis macrochirus	High
Fish - Chronic 21 day NOEC (mg l⁻¹)		0.0006	P3 P = Other governments and regulators 3 = Unverified data of known source Oncorhynchus mykiss growth	High
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)		0.00031	K3 K = Research datasets, e.g. Pandora, Demetra 3 = Unverified data of known source Daphnia magna	High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)		-	-	-
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)		0.00022	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)		1.4	K3 K = Research datasets, e.g. Pandora, Demetra 3 = Unverified data of known source Unknown species	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)	4.1	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)	-	-	-
	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)		4	Q3 Q = Miscellaneous internet resources 3 = Unverified data of known source	High
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	-	-	-
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)		1.3	G4 G = Extension Toxicology network database EXTOXNET (click here ) 4 = Verified data Rat	High
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)		1.0	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rabbit	-
Mammals - Inhalation LC₅₀ (mg l⁻¹)		0.0061	L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source Rat	-
Other Mammal toxicity endpoints		-	-	-
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)		0.0006	F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 5 = Verified data used for regulatory purposes JMPR 2003	-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)		0.002	F5 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment ) 5 = Verified data used for regulatory purposes JMPR 2003	-
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	-
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 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 ✓Yes, known to cause a problem No data found Eye irritant Phototoxicant   ✓Yes, known to cause a problem No data found
General human health issues		Highly toxic

Handling issues

Property	Value and interpretation
General	No information available
CLP classification 2013	Health: H300, H310 Environment: H400, H410
EC Risk Classification	T+ - Very toxic: R27/28 N - Dangerous for the environment: R50, R53
EC Safety Classification	S1/2, S36/37, S45, S60, S61
WHO Classification	Ia (Extremely hazardous)
UN Number	3018
Waste disposal & packaging	-

TRANSLATIONS

Language	Name
English	terbufos
French	terbuphos
German	Terbufos
Danish	terbufos
Italian	terbufos
Spanish	terbufos
Greek	terbufos
Polish	terbufos
Swedish	-
Hungarian	-
Dutch	terbufos

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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