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Afidopyropen (Ref: ME5343)
Last updated: 16/12/2020
(Also known as: coprapidpen; BAS 440 I)

SUMMARY
Afidopyropen is a novel insecticide that does not have approval for use in the EU. It is moderately persistent in soil and water. It is moderately mobile and may leach to groundwaters. It has a favourable biodiversity toxcityl profile and is not highly toxic to bees. Whilst it has a low oral toxicity to mammals there are some conserns that afidopyropen may be carcinogenic.
GENERAL INFORMATION
Description
A novel insecticide that is effective against sucking insects
Example pests controlled
Aphids; Spidermites; Thrips; Psyllids; Mealybugs, Scale
Example applications
Fruit; Vegetables; Nuts; Cotton; ; Ornamentals
Efficacy & activity
-
Availability status
Current
Introduction & key dates
2013
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
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
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
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
USA; Australia
Chemical structure
Isomerism
Isomeric
Chemical formula
C₃₃H₃₉NO₉
Canonical SMILES
CC12CCC(C(C1CC(C3(C2C(C4=C(O3)C=C(OC4=O)C5=CN=CC=C5)O)C)O)(C)COC(=O)C6CC6)OC(=O)C7CC7
Isomeric SMILES
C[C@]12CC[C@@H]([C@@]([C@@H]1C[C@@H]([C@@]3([C@@H]2[C@H](C4=C(O3)C=C(OC4=O)C5=CN=CC=C5)O)C)O)(C)COC(=O)C6CC6)OC(=O)C7CC7
International Chemical Identifier key (InChIKey)
LRZWFURXIMFONG-HRSIRGMGSA-N
International Chemical Identifier (InChI)
InChI=1S/C33H39NO9/c1-31-11-10-24(42-29(38)18-8-9-18)32(2,16-40-28(37)17-6-7-17)22(31)14-23(35)33(3)27(31)26(36)25-21(43-33)13-20(41-30(25)39)19-5-4-12-34-15-19/h4-5,12-13,15,17-18,22-24,26-27,35-36H,6-11,14,16H2,1-3H3/t22-,23+,24+,26+,27-,31+,32+,33-/m1/s1
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide
Substance group
Pyropene
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Disrupts insect feeding behaviour. A chlordotonal orgn TRPV (transient receptor potential vanilloid) channel modulatot
CAS RN
915972-17-7
EC number
-
CIPAC number
-
US EPA chemical code
7969
PubChem CID
54589430
Molecular mass
593.7
PIN (Preferred Identification Name)
-
IUPAC name
((3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,2,3,4,4a,5,6,6a,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridyl)-11H,12H-benzo(f)pyrano(4,3-b)chromen-4-yl)methyl cyclopropanecarboxylate
CAS name
((3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-((cyclopropylcarbonyl)oxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H-naphtho(2,1-b)pyrano(3,4-e)pyran-4-yl)methyl cyclopropanecarboxylate
Other status information
-
Relevant Environmental Water Quality Standards
Possible groundwater pollutants
Herbicide Resistance Classification (HRAC)
Not applicable
Herbicide Resistance Classification (WSSA)
Not applicable
Insecticide Resistance Classification (IRAC)
9D
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
-
Physical state
The technical maaterial is a yellow powder
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Sefina
  • Versys
  • Ventigra
Example products using this active
  • BASF
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
25.1
E4 E = Manufacturers safety data sheets
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
55400
E4 E = Manufacturers safety data sheets
4 = Verified data
Toluene
-
500000
E4 E = Manufacturers safety data sheets
4 = Verified data
Methanol
-
500000
E4 E = Manufacturers safety data sheets
4 = Verified data
Acetone
-
500000
E4 E = Manufacturers safety data sheets
4 = Verified data
Ethyl acetate
-
Melting point (°C)
150
E4 E = Manufacturers safety data sheets
4 = Verified data
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
Not expected to self-ignite; Not highly flammable
P4 P = Other governments and regulators
4 = Verified data
-
Octanol-water partition coefficient at pH 7, 20 °C
P
2.82 X 1003 Calculated -
Log P
3.45
P4 P = Other governments and regulators
4 = Verified data
High
Bulk density (g ml⁻¹)
- - -
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
9,99 X 10-03
P4 P = Other governments and regulators
4 = Verified data
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
2.34 X 10-04
P4 P = Other governments and regulators
4 = Verified data
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)
8.8
E4 E = Manufacturers safety data sheets
4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
8.8
E4 E = Manufacturers safety data sheets
4 = Verified data
Non-persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
General literature: aerobic DT₅₀ 2.7-18.6 days
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
Stable
P3 P = Other governments and regulators
3 = Unverified data of known source
Stable
Note
Stable at all environmntally relevant pH values
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
- - -
Koc
-
Notes and range
-
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
- - -
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
Cannot be calculated - -
Note
-
Potential for particle bound transport index
- - -
Potential for loss via drain flow
- - -
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)
> 2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
Low
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)
> 802
E4 E = Manufacturers safety data sheets
4 = Verified data
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)
> 18.3
E4 E = Manufacturers safety data sheets
4 = Verified data
Pimephales promelas
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 8.0
E4 E = Manufacturers safety data sheets
4 = Verified data
Daphnia magna
Moderate
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)
- - -
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)
> 200
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Apis mellifea
Low
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 100
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Apis mellifera
Low
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)
> 1000
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Eisenia foatida
Low
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)
> 2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.48
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
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
?Possibly, status not identified
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
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
XNo, known not to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
XNo, known not to cause a problem
XNo, known not to cause a problem
Eye irritant Phototoxicant  
XNo, known not to cause a problem
No data found  
General human health issues
No information available
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
CLP classification 2013
-
EC Risk Classification
-
EC Safety Classification
-
WHO Classification
NL (Not listed)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
afidopyropen
French
afidopyropene
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 16/12/2020
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