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indoxacarb (Ref: DPX KN128)
** DPX KN127 ** DPX MP062 ** 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 indoxacarb

Description: An insecticide for use on a wide range of crops to control certain Lepidoptera, cockroaches and ants

Example pests controlled: Beet armyworm, Fire ants; Cockroaches

Example applications: Cotton; Brassicas; Sweet corn; Lettuce; Fruiting vegetables; Fruit including apples, pears, cherries

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1996, first reported; 2000, first registered & marketed USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Spain
Date inclusion expires 31/10/2019
EU Candidate for substitution (CfS) No
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

Also used in: Australia, USA, Cameroon, India, New Zealand, Africa, Senegal

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule, existing in the R- and S-forms but normally used as the S-stereosomer
Chemical formula C22H17ClF3N3O7
Canonical SMILES COC(=O)C12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl
Isomeric SMILES COC(=O)[C@]12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl
International Chemical Identifier key (InChIKey) VBCVPMMZEGZULK-NRFANRHFSA-N
International Chemical Identifier (InChI) InChI=1S/C22H17ClF3N3O7/c1-33-18(30)21-10-12-9-13(23)3-8-16(12)17(21)27-28(11-35-21)19(31)29(20(32)34-2)14-4-6-15(7-5-14)36-22(24,25)26/h3-9H,10-11H2,1-2H3/t21-/m0/s1
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 Oxadiazine
Minimum active substance purity 930 g/kg
Known relevant impurities EU 2017 dossier - 4,4'-methylenebis(N,N-diethylaniline < 0.0025 g/kg
Substance origin Synthetic
Mode of action Contact and stomach action. Voltage-dependent sodium channel blocker.
CAS RN 173584-44-6
EC number -
CIPAC number 612
US EPA chemical code 118200
PubChem CID 107720
Molecular mass (g mol-1) 527.83
PIN (Preferred Identification Name) -
IUPAC name methyl (S)-N-[7-chloro-2,3,4a,5-tetrahydro-4a-(methoxycarbonyl)indeno[1,2-e][1,3,4]oxadiazin-2-ylcarbonyl]-4'-(trifluoromethoxy)carbanilate
CAS name methyl (4aS)-7-chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino])carbonyl)indeno(1,2-e)(1,3,4)oxadiazine-4a(3H)-carboxylate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 22A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Earias vittella
Heliothis virescens
Musca domestica
Choristoneura rosaceana
Plutella xylostella
Spodoptera litura
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
  • DuPont
Example products using this active
  • Provaunt
  • Steward
  • Avaunt
UK LERAP status None
Formulation and application details Often supplied as wettable granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for indoxacarb

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) 0.2 F4 Low
Solubility - In organic solvents at 20oC (mg l-1) 160000 C4 - Ethyl acetate -
250000 C4 - Acetone -
1720 C4 - Heptane -
117000 C4 - Xylene -
Melting point (oC) 88.1 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 235 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 4.47 X 1004 Calculated -
Log P 4.65 A5 - @ 25 degC High
Bulk density (g ml-1)/Specific gravity 1.44 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 9.8 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 6.00 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.72 Calculated Low leachability
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 1.38 X 10-02 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 0.91: 203nm=18075, 230nm=14342, 285nm=17871, 311nm=21106
pH 7.05: 235nm=9272, 285nm=16345, 290nm=15290, 311nm=20502, pH 12.67: 235nm=17682, 285nm=16437, 290nm=15653, 311nm=20098
A5 -
Surface tension (mN m-1) 76.8 A5 at 20 degC -

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 Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 113.2 A5 Persistent
DT50 (lab at 20oC) 113.2 A5 Persistent
DT50 (field) 5.97 A5 Non-persistent
DT90 (lab at 20oC) 119 A4 -
DT90 (field) 25.7 A5 -
DT50 modelling endpoint - - -
Note EU 2018 dossier lab studies DT50 range 65.3-231 days, DT90 range 15.7-404 days, Soils=5, Field studies DT50 range 4.9-7.5 days, DT90 range 23.5-31.2 days, Soils=4; EU 2005 dossier Lab studies DT50 range 2-11 days, Feld study DT50 range 10-27 days. Other sources: DT50 4.5-117 days aerobic, 12.8-402 days anaerobic
Dissipation rate RL50 on plant matrix Value 3.4 R3 -
Note Eggplant fruit, n=1
Dissipation rate RL50 on and in plant matrix Value 1.6 R4 -
Note Published literature RL50 range 0.8-2.4 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 4.5 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 17.6 A5 Non-persistent
Note pH sensitive: stable at pH 4, 0.4 days at pH 9 at 20 degC
Water-sediment DT50 (days) 6 A5 Fast
Water phase only DT50 (days) 1.4 A5 Moderately fast

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 46.3 A5 Non-mobile
Koc 4483
Notes and range EU 2018 dossier Kd range 26-95 mL/g, Koc range 2500-9600 mL/g, Soils=4; Literature values range 2200-8200 mL/g
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
methyl-7-chloro-2,5-dihydro-2-(((trifluoromethoxy)phenyl)amino)carbonyl(indeno(1,3,4)oxadiazine-4a(3H)-carboxylate (Ref: IN-JT333) This metabolite may cause environmental pollution, click here for further information Soil   0.186   Major fraction, Not relevant
(E)-methyl 5-chloro-2,3-dihydro-2-hydroxy-1-((((methoxycarbonyl)(4-trifluoromethoxy)phenyl)amino)carbonyl)hydrazono)-1H-indene-2-carboxylate (Ref: IN-KG433) This metabolite may cause environmental pollution, click here for further information Soil   0.400   Major fraction, Not relevant
(4-trifluoromethoxy)phenyl urea (Ref: IN-MK638) This metabolite may cause environmental pollution, click here for further information Soil   0.280   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
methyl 5-chloro-2,3-dihydro-2-hydroxy-1-[[[[4-trifluoromethoxy)phenyl]amino]carbonyl]hydrazono]-1H-indene-2-carboxylate
(Ref: IN-JU873)
Note: Soil DT50 = 38.1 days; Koc = 12816 mL/g
- Soil 0.129 -
methyl [4-(trifluoromethoxy)phenyl]carbamate
(Ref: IN-KB687)
- Soil 0.069 -
methyl (4aS)-7-chloro-2-{[4-(trifluoromethoxy) phenyl]carbamoyl}-2,5-dihydroindeno[1,2-e] [1,3,4]oxadiazine-4a(3H)-carboxylate
(Ref: IN-KN-125)
- - - -
sodium 7-cholor-2,5,-dihydro-2-[[methoxycarbonyl)[4(trifluoromethoxy)phenyl]amino]carbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid
(Ref: IN-KT413)
Note: Soil DT50 = 2.6 days; Koc = 422 mL/g
- a = Soil; b = Water (Hydrolysis) a=0.184 -
2-(carboxymethyl)-4-chlorobenzoic acid
(Ref: IN-MA573)
- Water (Photolysis) 0.199 -
methyl 2-[[[4(trifluoromethoxy)phenyl]amino]carbonyl]hydrazine carboxylate
(Ref: IN-MF014)
- Water (a = Hydrolysis, b = Photolysis) a=0.150; b=0.376 -
methyl 6-chloro-3,4-dihydro-1-oxo-1H-2-benzopyran-3-carboxylate
(Ref: IN-MH304)
- Water (Photolysis) 0.323 -
1,3-dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one
(Ref: IN-MK643)
Note: Soil DT50 = 235.2 days; Koc = 692 mL/g
- Soil 0.120 -
7-chloro-2,4-dihydro-4-[4(trifluoromethoxy)phenyl]3H-indeno[2,1-e]-1,2,4-triazin-3-one
(Ref: IN-ML438)
Note: Soil DT50 = 43.4 days; Koc = 692 mL/g
- Soil 0.097 -


ECOTOXICOLOGY

for indoxacarb

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) 77.3 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 179 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - L2 Rat, 2 year -
(ppm diet) 40 -
Birds - Acute LD50 (mg kg-1) 73.5 A5 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) 340 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 0.17 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.15 A4 Oncorhynchus mykiss, 90 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.17 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 3.9 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.75 A5 Mysidopsis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 31.0 A5 Chironomus riparius, 48hr Moderate
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) 0.084 C4 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.079 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.08 A5 Apis mellifera High
Oral acute 48 hour LD50 (μg bee-1) 0.232 A5 Apis mellifera High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 625 A5 Eisenia foetida, as isomer mix, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) >= 29.2 A5 Eisenia foetida, 56 day Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 6.5 >, 48 hour
A5 Aphidius colemani, adult
-
% Effect 95 Mortality
Dose: 0.135 kg ha-1
A5 Aphidius colemani, adult
-
Other arthropod (2) LR50 g ha-1 100 7 day
A5 Typhlodromus pyri, protonymph
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.25 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for indoxacarb

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) 179 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.2 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.005 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0.003 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.003 A5 Rat, SF=100 -
Dermal penetration studies (%) 1-18 A5 concentration dependant -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Minimal risk from dietary exposure
Risk assessment indicates ARfD would not normally be execeeded
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues Moderately toxic
Possible kidney, liver, spleen and CNS toxicant

: 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
IMDG Transport Code is usually 9
CLP classification 2013 Health: H301, H317, H332, H372
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R51/53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S13, S20/21, S35, S46, S57
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for indoxacarb

Language Name
English indoxacarb
French indoxacarbe
German Indoxacarb
Danish indoxacarb
Italian indoxacarb
Spanish indoxacarb
Greek -
Slovenian indoksakarb
Polish indoksakarb
Swedish indoxakarb
Hungarian indoxacarb
Dutch indoxacarb

Record last updated: Monday 05 November 2018
Contact: aeru@herts.ac.uk