IUPAC HOME AERU HOME PPDB HOME BPDB HOME VSDB HOME
Top Environmental Fate Ecotoxicology Human Health Translations
Home
A to Z
Search
Support information
Purchasing and licensing
Prothiofos (Ref: OMS 2006)
Last updated: 27/11/2019
(Also known as: protiophos; prothiophos; NTN 8629)

GENERAL INFORMATION
Description
An insecticide used to control leaf eating insects
Example pests controlled
Weevil borer; Caterpillars; Mealybugs; Thrips; Cutworms; Flies; Mosquitoes
Example applications
Crucifers; Brassicas; Grapes; Bananas; Pears
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1976, first reported; 1978, first marketed
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
Chemical structure
Isomerism
A molecule with one chiral centre.
Chemical formula
C₁₁H₁₅Cl₂O₂PS₂
Canonical SMILES
CCCSP(=S)(OCC)OC1=C(C=C(C=C1)Cl)Cl
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
FITIWKDOCAUBQD-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C11H15Cl2O2PS2/c1-3-7-18-16(17,14-4-2)15-11-6-5-9(12)8-10(11)13/h5-6,8H,3-4,7H2,1-2H3
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
Non-systemic with contact and stomach action, Cholinesterase inhibitor
CAS RN
34643-46-4
EC number
252-125-7
CIPAC number
8263
US EPA chemical code
128858
PubChem CID
36870
Molecular mass
345.25
PIN (Preferred Identification Name)
-
IUPAC name
(RS)-(O-2,4-dichlorophenyl O-ethyl S-propyl phosphorodithioate)
CAS name
O-(2,4-dichlorophenyl) O-ethyl S-propyl phosphorodithioate
Other status information
PAN listed Highly Hazardous Chemical
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
Plutella xylostella
Physical state
Colourless liquid
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Tokuthion Spray
  • Bideron
Example products using this active
  • Arysta LifeScience
  • Bayer
UK LERAP status
No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details
Usually formulated as an emulsifiable concentrate or wettable powder
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.07
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
200000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Toluene
-
200000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Isopropanol
-
200000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Dichloromethane
-
Melting point (°C)
- - -
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
110
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
4.68 X 1005 Calculated -
Log P
5.67
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
High
Bulk density (g ml⁻¹)
1.31
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
0.3
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Low volatility
Henry's law constant at 25 °C
3.05
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
Moderately volatile
GUS leaching potential index
-0.63 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 -
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)
45
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
45
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderately persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Field studies DT₅₀ 1-2 months
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
0.5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Stable
Note
pH sensitive: DT₅₀ 120 days at pH 4, 280 days at pH 7, 12 days at pH 9, all at 22 °C.
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Non-mobile
Koc
24158
Notes and range
Estimated
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Key metabolites
Metabolite
Formation medium
Estimated maximum occurrence fraction
1107/2009 relevancy
4-chloroprothiofos
Soil - -
etaphos
Soil - -
2,4-dichlorophenol
Soil - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
925
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
Rat
Moderate
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)
5 -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 100
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Coturnix japonica
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 0.5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Oncorhynchus mykiss
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.014
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)
- - -
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)
2.3
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Scenedemus 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)
- - -
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)
- - -
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)
925
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
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)
2.7
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)
0.0001
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
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
-
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
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
?Possibly, status not identified
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
Yes, known to cause a problem
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
XNo, known not to cause a problem
No data found  
General human health issues
Possible liver toxicant
Possible blood toxicant
Endocrine issues - Estrogenic effect
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H302, H312, H330, H332
Environment: H400, H410
EC Risk Classification
Xn - Harmful: R22, R43
EC Safety Classification
-
WHO Classification
II (Moderately hazardous)
UN Number
Usually 3082
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
prothiofos
French
prothiofos
German
Prothiofos
Danish
prothiofos
Italian
protiofos
Spanish
protiofos
Greek
-
Polish
protiofos
Swedish
-
Hungarian
-
Dutch
-

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