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pinoxaden (Ref: NOA 407855)
** 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 pinoxaden

Description: A herbicide for post-emergence control of annual grass weeds in some cereal crops

Example pests controlled: Annual grasses including blackgrass, bluegrass, common windgrass, reed canary grass, foxtail, Avena spp.

Example applications: Cereals including winter & spring barley, winter wheat, durum wheat, Rye, Triticale

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2006

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires 30/06/2026
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C23H32N2O4
Canonical SMILES CCC1=CC(=CC(=C1C2=C(N3CCOCCN3C2=O)OC(=O)C(C)(C)C)CC)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) MGOHCFMYLBAPRN-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C23H32N2O4/c1-7-16-13-15(3)14-17(8-2)18(16)19-20(26)24-9-11-28-12-10-25(24)21(19)29-22(27)23(4,5)6/h13-14H,7-12H2,1-6H3
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Pinoxaden - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Phenylpyrazole
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - Toluene max 1g/kg
Substance origin Synthetic
Mode of action Systemic. ACCase inhibitor, inhibiting fatty acid synthesis.
CAS RN 243973-20-8
EC number -
CIPAC number 776
US EPA chemical code 147500
PubChem CID 210326
Molecular mass (g mol-1) 400.51
PIN (Preferred Identification Name) -
IUPAC name 8-(2,6-diethyl-p-tolyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl 2,2-dimethylpropionate
CAS name 8-(2,6-diethyl-4-methylphenyl)-1,2,4,5-tetrahydro-7-oxo-7H-pyrazolo[1,2-d][1,4,5]oxadiazepin-9-yl 2,2-dimethylpropanoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) A
Herbicide Resistance Classification (WSSA) 1
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Alopecurus myosuroides
Avena sterilis
Physical state White to beige coloured fine 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
  • Greencrop
  • Syngenta
Example products using this active
  • Axial
  • Greencrop Helvick
  • Aoraki
UK LERAP status None
Formulation and application details Often supplied as an emulsifiable concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for pinoxaden

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) 200 A5 - @ 25 DegC Moderate
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Acetone -
500000 A5 - Dichloromethane -
1000 A5 - Hexane -
130000 A5 - Toluene -
Melting point (oC) 121.1 A5 -
Boiling point (oC) >360 A3 -
Degradation point (oC) >335 A3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.58 X 1003 Calculated -
Log P 3.2 A5 High
Bulk density (g ml-1)/Specific gravity 1.16 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 2.00 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 9.20 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.32 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 1.43 X 10-04 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 Low
Maximum UV-vis absorption L mol-1 cm-1 No absorbance >290nm A5 -
Surface tension (mN m-1) 45.8 A5 -

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) 0.5 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.34 A5 Non-persistent
DT50 (field) 0.6 A5 Non-persistent
DT90 (lab at 20oC) 1.68 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.086-0.904 days, DT90 range 0.29-3.0 days; field studies range 0.07-1.01 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 29.5 A5 Slow
Note Data is for natural summer sunlight 40 deg N, 29 days of 12hr light/dark cycles
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 14.9 A5 Non-persistent
Note pH sensitive: DT50 24 days at pH 4, 25 days at pH 5, 15 days at pH 7, 0.3 days at pH 9, all at 20 degC.
Water-sediment DT50 (days) 0.28 A5 Fast
Water phase only DT50 (days) 0.27 A5 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 - - -
Koc -
Notes and range -
Freundlich Kf 5.9 A5 Moderately mobile
Kfoc 349
1/n 1.03
Notes and range EU dossier Kf range 1.7-10.9 mL/g, Kfoc range 121-852 mL/g, 1/n range 0.93-1.12, Soils=9
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
8-(2,6-diethyl-4-methylphenyl)-tetrahydropyrazolo-1,2-d (Ref: NOA 407854) This metabolite may cause environmental pollution, click here for further information Soil   0.897   Major fraction, Relevant
8-(2,6-diethyl-4-methyl-phehyl)-8-hydroxy-tetrahydropyrazolo(1,2-d)(1,4,5)oxadiazepine-7,9-dione (Ref: NOA 447204) This metabolite may cause environmental pollution, click here for further information Soil   0.306   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,2-dimethyl proprionic acid pivalic acid Rat; Soil; Animal - -
(Ref: SYN 502836) pinoxaden metabolite M06 Plant - -
(Ref: SYN 504574) pinoxaden metabolite M11 Groundwater - -
(Ref: SYN 505857) pinoxaden metabolite M10 Plant - -


ECOTOXICOLOGY

for pinoxaden

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) Low risk A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 30 A4 Rabbit High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 10.3 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 3.2 P4 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 52.0 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 8.3 A5 Americamysis bahia Moderate
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) 3.5 A5 Lemna gibba Moderate
Non-target plants 9.16 A5 Avena sativa
Vegetative vigour, ER50
as g/ha
-
42.0 A5 Lolium perenne
Seeding emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.91 A5 Skeletonema costatum 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) > 100 A5 Apis mellifera Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 200 A5 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) > 500 A5 Eisenia foetida, corr Moderate
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 6.22 48 hour
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1.81 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.4 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for pinoxaden

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.63 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A3 proposed Rabbit, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A3 proposed Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 A3 proposed Rabbit, SF=100 -
Dermal penetration studies (%) 0.5-2.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Minimal risk of dietary exposure
No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; Calc MAC=300 μg l-1; A5 -

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

A1; B3; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues No further information available
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
IMDG Transport Code is usually 9
CLP classification 2013 Health: H302, H317, H319, H332, H335, H361d
Environment: H400, H412
EC Risk Classification Click here to view information omn the EU risk phrases Xi - Irritant: R36, R38
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S36/37/39, S60, S61
WHO Classification NL - Not listed
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for pinoxaden

Language Name
English pinoxaden
French pinoxaden
German Pinoxaden
Danish pinoxaden
Italian pinoxaden
Spanish pinoxaden
Greek -
Slovenian pinoksaden
Polish pinoksaden
Swedish -
Hungarian -
Dutch -

Record last updated: Monday 09 December 2019
Contact: aeru@herts.ac.uk