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cyclaniliprole (Ref: IKI-3106)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for cyclaniliprole

Description: A novel, diamide insecticide for use mainly on tree fruit, grapes and glasshouse crops

Example pests controlled: Cotton bollworm (Helicoverpa armegera); Leaf miner (Tuta absoluta); Arnyworms; Oriental leafworm moth

Example applications: Tree fruit including apples, pears, plums, peaches and apricots; Cotton; Brassicas; Some glasshouse crops including tomato

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2013

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Austria/France
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) -
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Cyclaniliprole is a racemic mixture with the R and S enantiomers present in a 50:50 w/w ratio.
Chemical formula C21H17Br2Cl2N5O2
Canonical SMILES CC(C1CC1)NC(=O)C2=CC(=CC(=C2NC(=O)C3=CC(=NN3C4=C(C=CC=N4)Cl)Br)Br)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RAMUASXTSSXCMB-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C21H17Br2Cl2N5O2/c1-10(11-4-5-11)27-20(31)13-7-12(24)8-14(22)18(13)28-21(32)16-9-17(23)29-30(16)19-15(25)3-2-6-26-19/h2-3,6-11H,4-5H2,1H3,(H,27,31)(H,28,32)
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide
Substance group Diamide
Minimum active substance purity 950 g/Kg
Known relevant impurities EU dossier: None delcared
Substance origin Synthetic
Mode of action Ryanodine receptor modulator
CAS RN 1031756-98-5
EC number -
CIPAC number -
US EPA chemical code -
PubChem CID 24822142
Molecular mass (g mol-1) 602.1
PIN (Preferred Identification Name) rac-3-bromo-N-(2-bromo-4-chloro-6-{[(1R)-1-cyclopropylethyl]carbamoyl}phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
IUPAC name 2',3-dibromo-4'-chloro-1-(3-chloro-2-pyridyl)-6'-{((1RS)-1-cyclopropylethyl)carbamoyl}pyrazole-5-carboxanilide
CAS name 3-bromo-N-(2-bromo-4-chloro-6-(((1-cyclopropylethyl)amino)carbonyl)phenyl)-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not known
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White powder
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Ishihara Sangyo Kaisha
Example products using this active
  • IKI-3106 50SL
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as a soluble liquid for application by broadcast air-assisted trailer or for use in hand-held apparatus.


ENVIRONMENTAL FATE

for cyclaniliprole

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 0.15 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 170 A5 - Xylene -
11000 A5 - Acetone -
4500 A5 - Methanol -
1400 A5 - n-Octanol -
Melting point (oC) 241 A5 -
Boiling point (oC) Decomposes soon after melting A5 -
Degradation point (oC) 246 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.01 X 1002 Calculated -
Log P 2.7 A5 - @ 40 DegC Moderate
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC 8.6 A5 -
Note:
Vapour pressure at 20oC (mPa) 1.65 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.6 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.56 Calculated Transition state
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 1.81 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 pH 6.4: 229.5nm=25020; 271.6nm=14060
pH 1.1: 203.7nm=31760; 229.4nm=20070; 270.9nm=10950
pH 13.2: 246.7nm=20500; 272.3nm=130000; 316.0nm=4149
A5 -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 1161 A5 Very persistent
DT50 (lab at 20oC) 1161 A5 Very persistent
DT50 (field) 209 A5 Persistent
DT90 (lab at 20oC) 3856 A5 -
DT90 (field) 1176 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 482 - 1728 days, DT90 range 1477 - 5740 days, Soils=9; Field studies DT50 range 167 - 302 days, DT90 range 866 - 1606 days, Soils= 4
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 20oC and pH 7 Value - - -
Note -
Water-sediment DT50 (days) 554.4 A5 Stable
Water phase only DT50 (days) 39.94 A5 Stable

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 25.55 A5 Slightly mobile
Kfoc 790
1/n 0.99
Notes and range EU dossier Kf range 2.83-79.2 mL/g, Kfoc range 247-1380 mL/g, 1/n range 0.98-1.00, Soils=5
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-bromo-2-((2-bromo-4H-pyrazolo[1,5-d]pyrido[3,2-b][1.4]oxazin-4-ylidene)amino)-5-chloro-N-(1-cyclopropylethyl)benzamide NK-1375 Rat; Plant; Groundwater; Surface water - -
8-bromo-2-(3-bromo-1-(3-hydroxypyridin-2-yl)-1H-pyrazol-5-yl)-6-chloro-3-(1-cyclopropylethyl)quinazolin-4(3H)-one NSY-137 Surface water - -
2-(2-bromo-4-oxopyrazolo[1,5-a]pyrido[3,2-e]pyrazin-5(4H)-yl)-5-chloro-N-(1-cyclopropylethyl)-3-hydroxybenzamide NU-536 Surface water - -
8-bromo-2-(3-bromo-1H-pyrazol-5-yl)-6-chloro-3-(1-cyclopropylethyl)quinazolin-4(3H)-one TJ-537 Surface water - -
3-bromo-2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-chloropyridin-2-yl)-1H-pyrazole-acid NSY-27 Rat; Animal; Soil - -
8-bromo-2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl)-6-chloroquinazolin-4(3H)-one NSY-28 Rat - -
3-bromo-N-(2-bromo-6-carbamoyl-4-chlorophenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide YT-1284 Rat; Plant; Animal; Soil - -


ECOTOXICOLOGY

for cyclaniliprole

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 95 A5 Low potential
CT50 (days) 16 -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 0.195 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.2 A4 Pimephales promelas, 28 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.081 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.01 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) > 0.0532 A5 Chironomus riparius High
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) > 0.061 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 0.196 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.168 A5 Pseudokirchneriella subcapitata 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) 0.66 A5 High
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.83 A5 High
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) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) 500 A5 Eisenia foetida, corr Low
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 105 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.507 Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 80 & 400 g ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyclaniliprole

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.62 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 Dog, SF=300 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.002 A5 Dog, SF=300 -
Dermal penetration studies (%) 2-7 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Low risk expected
Occupational PPC/PPE recommended
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A0; B0; C0; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver, thyroid and testis toxicant
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases None allocated at this time
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for cyclaniliprole

Language Name
English cyclaniliprole
French cyclaniliprole
German -
Danish -
Italian -
Spanish -
Greek -
Slovenian -
Polish -
Swedish -
Hungarian -
Dutch -

Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk