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Isocycloseram (Ref: SYN547407)
Last updated: 26/04/2024
(Also known as: Isocycloceram)

SUMMARY
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
High alert:
Very persistent
Warning:
Significant data are missing
Ecotoxicity
High alert:
Daphnia acute ecotoxicity: High; Bees acute contact ecotoxicity: High; Bees acute oral ecotoxicity: High; Bees acute unknown ecotoxicity: High
Human health
Low alert
Warning:
Significant data are missing
GENERAL INFORMATION
Description
A broad‐spectrum arylisoxazoline insecticide that is active against a wide range of insect pests.
Example pests controlled
Stinkbugs, Thrips, Caterpillars, Beetles, Flies, Mites, Diamondback moth; Cabbage white butterfly
Example applications
Corn; Coffee; Cotton; Rice; Fruit including apples and pears; Brassicas
Efficacy & activity
-
Availability status
Novel
Introduction & key dates
2018, first announced; 2021, first approvals
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
No
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
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
                 
Additional information
Also used in
Canada, Argentina, Australia
Chemical structure
Isomerism
Isomeric substance with four active isomers. Technical substance is an isomeric mixture.
Chemical formula
C₂₃H₁₉Cl₂F₄N₃O₄
Canonical SMILES
CCN1C(=O)C(CO1)NC(=O)C2=C(C=C(C=C2)C3=NOC(C3)(C4=CC(=C(C(=C4)Cl)F)Cl)C(F)(F)F)C
Isomeric SMILES
CCN1C(=O)[C@@H](CO1)NC(=O)C2=C(C=C(C=C2)C3=NO[C@](C3)(C4=CC(=C(C(=C4)Cl)F)Cl)C(F)(F)F)C
International Chemical Identifier key (InChIKey)
WLSQDEYDCAGPIR-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C23H19Cl2F4N3O4/c1-3-32-21(34)18(10-35-32)30-20(33)14-5-4-12(6-11(14)2)17-9-22(36-31-17,23(27,28)29)13-7-15(24)19(26)16(25)8-13/h4-8,18H,3,9-10H2,1-2H3,(H,30,33)
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
Isocycloseram -
Isocycloseram -
General status
Pesticide type
Insecticide, Miticide
Substance groups
Isoxazoline insecticide
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
A GABA‐gated chloride channel allosteric modulator and acts as a non‐competitive GABA‐gated chloride channel antagonist
CAS RN
2061933-85-3
EC number
No data found
CIPAC number
None allocated
US EPA chemical code
-
PubChem CID
130358867
CLP index number
No data found
Molecular mass
548.3
PIN (Preferred Identification Name)
4-[(5E)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(4E)-2-ethyl-3-oxo-1,2-oxazolidin-4-yl]-2-methylbenzamide, containing 80–100% of the (5S,4R)-isomer
IUPAC name
4-[(5RS)-5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)isoxazol-3-yl]-N-[(4RS)-2-ethyl-3-oxoisoxazolidin-4-yl]-o-toluamide, containing 80–100% of the (5S,4R)-isomer
CAS name
4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-N-(2-ethyl-3-oxo-4-isoxazolidinyl)-2-methylbenzamide
Other status information
-
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Class (HRAC MoA class)
Not applicable
Herbicide Resistance Class (WSSA MoA class)
Not applicable
Insecticide Resistance Class (IRAC MoA class)
30
Fungicide Resistance Class (FRAC MOA class)
Not applicable
Examples of recorded resistance
None identified
Physical state
Off-white coloured powder with characteristic sweet odour
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Syngenta
Example products using this active
  • Plinazolin
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
1.2
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
400000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Dichloromethane
-
270000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Acetone
-
190000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Ethyl acetate
-
39000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Hexane
-
Melting point (°C)
138.9
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Boiling point (°C)
Decomposes before boiling
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Degradation point (°C)
178
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
1.00 X 1005 Calculated -
Log P
5.0
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
High
Fat solubility of residues
Solubility
- - -
Data type
- - -
Density (g ml⁻¹)
1.5
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Dissociation constant pKa) at 25 °C
Does not dissociate
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
-
Vapour pressure at 20 °C (mPa)
6.2 X 10-03
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
2.83 X 10-03
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Non-volatile
Volatilisation as max % of applied dose lost
From plant surface
- - -
From soil surface
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
Neutral soln: 265nm=25004, 290nm=6392
Acidic soln: 265nm=22632, 290nm=4906
Basic soln: 265nm=22363, 290 nm=5084
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
Not readily biodegradable
Soil degradation (days) (aerobic)
DT₅₀ (typical)
390
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Very persistent
DT₅₀ (lab at 20 °C)
390
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Very persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Australian 2022 public dosier: Lab studies DT₅₀ range 56-723 days
Dissipation rate RL₅₀ (days) on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ (days) 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
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Stable
Note
Stable at pH 4-7, hydrolyses quickly at pH 9
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
- - -
Koc (mL g⁻¹)
-
Notes and range
-
Freundlich
Kf (mL g⁻¹)
- - -
Kfoc (mL g⁻¹)
-
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
- - -
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
6.2
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr
Below the level of concern for long-range air transport
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
Ref: SYN549543
- - -
Ref: SYN549544
- - -
Ref: SYN549543
- - -
Ref: SYN549107
Major fraction 0.260 -
Ref: SYN550738
Major fraction 0.110 -
Known groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
Ref: SYN549431 - Plant - -
Ref: SYN548569 - Animal - -
Ref: SYN549431 - Animal - -
Ref: SYN549436 - Animal - -
Ref: SYN549544 - Animal - -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 5000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
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)
> 2000
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Unknown species
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
> 500
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Eisenia foetida corr
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Soil micro-organisms
- - -
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
- - -
- - -
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
0.26
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Apis mellifera
High
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
0.28
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Apis mellifera
High
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
0.08
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Apis mellifera bee larvae
High
Chronic
- - -
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Beneficial insects (Ladybirds)
- - -
Beneficial insects (Lacewings)
- - -
Beneficial insects (Parasitic wasps)
- - -
Beneficial insects (Predatory mites) -
0.0059
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Typhlodromus pyri
-
Beneficial insects (Ground beetles)
- - -
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.13
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Oncorhynchus mykiss
Moderate
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
- - -
Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.017
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Daphnia magna
High
Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
- - -
Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)
0.000015
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Chironomus riparius
High
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)
1.2
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Lemna gibba
Moderate
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
0.27
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Skeletonema costatum
Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
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)
> 5000
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Rat
Low
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)
0.02
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Australia
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
0.08
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
Australia
-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
[Appropriate PPE/PPC is recomended]
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
-
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
Mainly excreted via bile and faeces, and to lesser extent, via urine
P5 P = Other non-EU, UK or US Governments and Regulators
5 = Verified data used for regulatory purposes
-
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
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
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
No data found No data found
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
XNo, known not to cause a problem
?Possibly, status not identified
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
No information available
Handling issues
Property
Value and interpretation
General
Not explosive or oxidising
Not highly flammable
CLP classification 2013
-
WHO Classification
Not listed (Not listed)
UN Number
P5
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
Stable for around 12 months at 20 DegC. Less stable at higher temperatures
TRANSLATIONS
Language
Name
English
Isocycloseram
French
isocycloséram
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-
Norwegian
-

Record last updated: 26/04/2024
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