| sethoxydim (Ref: BAS 9052H) |
 |
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GENERAL INFORMATION 
for sethoxydim
Description: A post-emergence, selective, annual and perennial grass weed herbicide
Example pests controlled: Barnyardgrass; Crabgrass; Cupgrass; Foxtail; Tall fescue; Johnsongrass; Junglerice; Tame oats; Itchgrass; Volunteer cereals; Stinkgrass
Example applications: Alfalfa; Citrus; Sorghum; Corn; Small grains; Rice; Ornamental grass; Oilseed rape; Sugarbeet; Vegetables
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1983, Introduced USA
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | Not applicable |
| Date inclusion expires | Expired |
| EU Candidate for substitution (CfS) | - |
| Listed in EU database | Yes |
Approved for use (
) or known to be used (
) in the following European countries: 
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 |
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Also used in: Australia
Chemical structure:
| Isomerism | A chiral molecule |
| Chemical formula | C17H29NO3S |
| Canonical SMILES | CCCC(=C1C(=O)CC(CC1=O)CC(C)SCC)NOCC |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | CSPPKDPQLUUTND-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C17H29NO3S/c1-5-8-14(18-21-6-2)17-15(19)10-13(11-16(17)20)9-12(4)22-7-3/h12-13,19H,5-11H2,1-4H3/b18-14+ |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Herbicide | |
| Substance group | Cyclohexadione | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Selective, systemic absorbed mainly by foliage. An acetyl CoA carboxylase inhibitor (ACCase). | |
| CAS RN | 74051-80-2 | |
| EC number | 277-682-3 | |
| CIPAC number | 401 | |
| US EPA chemical code | 121001 | |
| PubChem CID | 52923 | |
| Molecular mass (g mol-1) | 327.48 | |
| PIN (Preferred Identification Name) | (5E)-2-[(1E)-N-ethoxybutanimidoyl]-5-[(2E)-2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one | |
| IUPAC name | (5RS)-2-[(EZ)-1-(ethoxyimino)butyl]-5-[(2RS)-2-(ethylthio)propyl]-3-hydroxycyclohex-2-en-1-one | |
| CAS name | 2-(1-(ethoxyimino)butyl)-5-(2-(ethylthio)propyl)-3-hydroxy-2-cyclohexen-1-one | |
| 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 | Many recorded cases Alopecurus myosuroides Avena fatua Avena sterilis Avena sterilis ludoviciana Digitaria sanguinalis |
|
| Physical state | Oily amber liquid | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Usually supplied as an emulsifiable concentrate. | |||
ENVIRONMENTAL FATE
for sethoxydim
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 4700 | G4 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | Not applicable | L3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 4.47 X 1001 | Calculated | - |
| Log P | 1.65 | G4 | Low | |
| Bulk density (g ml-1)/Specific gravity | 1.043 | L3 | - | |
| Dissociation constant (pKa) at 25oC | 4.58 | V3 | - | |
| Note: Weak acid | ||||
| Vapour pressure at 20oC (mPa) | 0.013 | L3 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.39 X 10-06 | H4 | Non-volatile | |
GUS leaching potential index  |
1.49 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 4.15 X 10-03 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 1.2 | K4 | Non-persistent |
| DT50 (lab at 20oC) | 1 | K4 | Non-persistent | |
| DT50 (field) | 5 | F3 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | Other sources: DT50 5-25 days (Q3), 1 day sandy soils (R3) | |||
| Dissipation rate RL50 on plant matrix | Value | - | - | - |
| Note | - | |||
| Dissipation rate RL50 on and in plant matrix | Value | 0.04 | R3 | - |
| Note | Navy bean leaves, n=1 | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 0.02 | K4 | Fast |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 242 | K3 | Persistent |
| Note | - | |||
| Water-sediment DT50 (days) | 130 | Q2 | Slow | |
| Water phase only DT50 (days) | 17.8 | K3 | Slow | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | G3 | Moderately mobile |
| Koc | 75 | |||
| Notes and range | Literature values indicate little adsorption with values typicaly between 50 and 100 ml/g | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| sethoxydim-sulfoxide |
Soil | 0.560 | Major fraction | |
| 6-(2-ethylsulfinylpropyl)-4-oxy-2-propyl-4,5,6,7-tetrahydro-1,3,benzoxazole |
Soil | 0.190 | Major fraction | |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 22.5 | F4 Whole fish | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 2676 | L3 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 17.2 | L2 Rat, 2 year | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 5000 | L3 Coturnix japonica | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 170 | F3 Oncorhynchus mykiss | Low | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.18 | P3 Lepomis macrochirus, 4 day | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | > 1.5 | L3 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | > 0.700 | F3 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) | 0.28 | F3 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.64 | D4 Unknown species | 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) | > 10 | K4 | Moderate |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| 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) | > 542 | Q3 | 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 | - | - | - |
| % Effect | Moderately harmful | Dose: 3160 g ha-1 AA3 Typhlodromus pyri |
- | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | Harmless | Dose: 3160 g ha-1 AA3 Chrysoperla carnea |
- | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for sethoxydim
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | 2676 | L3 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | L3 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | 6.28 | L3 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.14 | L3 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | May be absorbed through the skin | |||
| 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 | |||
|
A3; B0; C0; D0; E3 | - |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Possible thyroid, liver and bone marrow toxicant May cause lung damage if swallowed |
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| 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 |
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Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | Not classified: Obsolete | |||
| EC Risk Classification |
Xn - Harmful: R65 N - Dangerous for the environment: R51/53 |
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| EC Safety Classification |
- | |||
| WHO Classification | III | - | Slightly hazardous | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | sethoxydim |
| French | séthoxydime |
| German | Sethoxydim |
| Danish | sethoxydim |
| Italian | setossidim |
| Spanish | setoxidim |
| Greek | - |
| Slovenian | setoksidim |
| Polish | setoksydim |
| Swedish | - |
| Hungarian | - |
| Dutch | setoxidim |
Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk