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imazamox (Ref: BAS 720H)
** AC 299263 ** CL 299263 ** 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 imazamox

Description: A post-emergence herbicide used to control weeds including those in aquatic situations

Example pests controlled: Grass and broadleaf weeds, Common reed (Phragmites australis), Flowering rush (Butomus umbellatus), Curly-leaf pond weed (Potamogeton crispus)

Example applications: Aquatic situations; Edible legumes; Soybeans; Alfalfa; Sunflowers; Winter OSR

Efficacy & activity: Imazamox is an established herbicide and products using it have been available in Europe and elsewhere for many years. National assessments of efficiacy have been undertaken.

Availability status: Current

Introduction & key dates: 2001

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Italy
Date inclusion expires 31/10/2024
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule
Chemical formula C15H19N3O4
Canonical SMILES CC(C)C1(C(=O)NC(=N1)C2=NC=C(C=C2C(=O)O)COC)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) NUPJIGQFXCQJBK-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H19N3O4/c1-8(2)15(3)14(21)17-12(18-15)11-10(13(19)20)5-9(6-16-11)7-22-4/h5-6,8H,7H2,1-4H3,(H,19,20)(H,17,18,21)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Imidazolinone
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Contact and residual activity. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS.
CAS RN 114311-32-9
EC number -
CIPAC number 619
US EPA chemical code 129171
PubChem CID 86137
Molecular mass (g mol-1) 305.34
PIN (Preferred Identification Name) -
IUPAC name 2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]-5-methoxymethylnicotinic acid
CAS name 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) B
Herbicide Resistance Classification (WSSA) 2
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Avena fatua
Lolium rigidum
Amaranthus retroflexus
Physical state Off-white solid
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
  • BASF
  • AgroCare
Example products using this active
  • Nirvana
  • Beyond
  • Raptor
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Usually supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

for imazamox

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) 626000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 7 A5 - Hexane -
67000 A5 - Methanol -
2200 A5 - Toluene -
10000 A5 - Ethyl acetate -
Melting point (oC) 166.3 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 180.0 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.29 X 1005 Calculated -
Log P 5.36 A5 High
Bulk density (g ml-1)/Specific gravity 1.39 A5 -
Dissociation constant (pKa) at 25oC 2.3 A5 -
Note: Strong acid, pKa(2)=3.3; pKa(3)=10.8
Vapour pressure at 20oC (mPa) 0.0133 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.9 X 10-12 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 6.76 Calculated High 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 3.92 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 203nm = 25800, 244nm = 12400, 275nm = 6120, no absorption > 290nm A5 -
Surface tension (mN m-1) 51.9 A5 at 20 degC, 99.8% -

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) 200.2 A5 Persistent
DT50 (lab at 20oC) 200.2 A5 Persistent
DT50 (field) 16.7 A5 Non-persistent
DT90 (lab at 20oC) 363 A4 -
DT90 (field) 47.6 A3 -
DT50 modelling endpoint - - -
Note EU 2016 dossier lab studies DT50 range 106-295 days, DT90 range 45.2-1000 days, Soils=6; field studies DT50 range 8.1-14.0 days, Soils=2
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 0.2 A5 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 233 A5 Slow
Water phase only DT50 (days) 132 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 0.14 A5 Very mobile
Kfoc 11.6
1/n 0.936
Notes and range EU 2016 dossier Kf=0.07-0.59 mL/g, Kfoc range 4.1-66.0 mL/g, 1/n range 0.85-1.02, Soils=12
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-3,5,pyridinecarboxylic acid (Ref: CL-312622) This metabolite may cause environmental pollution, click here for further information Soil   0.436   Major fraction, Not relevant
5-hydroxy-6-((4RS)-4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid (Ref: CL-354825) This metabolite may cause environmental pollution, click here for further information Soil   0.552   Major, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
5-methoxymethyl-2-3-pyridine dicarboxylic acid
(Ref: CL-334151)
- Water (Photolysis) 0.287 -
2-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-5-(methoxymethyl)nicotinic acid
(Ref: CL-336554)
- Water (Photolysis) 0.364 -
2,3,5-pyridine tricarboxylic acid
(Ref: CL-351543)
- Water (Photolysis) 0.340 -
(Ref: CL-359770) - Water (Hydrolyssis) 0.221 -


ECOTOXICOLOGY

for imazamox

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) 0.1 F4 Viscera 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) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 1846 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 5572 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 122 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) > 122 A5 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 137 A5 Daphnia magna Low
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) 0.011 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 29.1 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 58 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) > 40 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 901 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 14.4
7
Mortality
Reproduction
Dose: 1.75 l ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 42.2
11
Mortality
Reproduction
Dose: 1.75 l ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.15 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for imazamox

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) > 4000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 6.3 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 9 A5 Rabbit, SF=100 -
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) 14 A4 Dog, 90 day, SF=100 -
Dermal penetration studies (%) 75 A3 default -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers indentified
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 No further information available

: 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 Prevent generation of mists
Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for imazamox

Language Name
English imazamox
French imazamox
German Imazamox
Danish imazamox
Italian imazamox
Spanish imazamox
Greek imazamox
Slovenian imazamoks
Polish imazamoks
Swedish -
Hungarian imazox
Dutch imazamox

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk