| trifloxysulfuron-sodium (Ref: CGA 362622) |
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SUMMARY
Trifloxysulfuron-sodium is a post-emergence herbicide without EU regulatory approval for use. It has a high aqueous solubility, is relatively volatile and, based on its chemical properties, is mobile and may leach to groundwater in some situations. It is moderately persistent in soil systems but is generally non-persistent in aquatic systems. It has a low mammalian toxicity and has a high potential to bioaccumulate. It is a skin and eye irritant. It is moderately toxic to birds, honey bees and earthworms but is less toxic to fish and daphnia. However, it is very toxic to aquatic plants and algae. GENERAL INFORMATION 
for trifloxysulfuron-sodium
Description: Post emergence herbicide for control of grasses, sedges and broad-leaved weeds
Example pests controlled: Morning glory; Noogoora burr; Nutgrass; Burr medic; Sesbania pea; Yellow vine; Italian cockleburr
Example applications: Cotton; Sugarcane
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 2003, registration
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | Not applicable |
| Date inclusion expires | Not applicable |
| EU Candidate for substitution (CfS) | Not applicable |
| Listed in EU database | Yes as acid |
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 | - |
| Chemical formula | C14H13F3N5NaO6S |
| Canonical SMILES | COC1=CC(=NC(=N1)NC(=O)[N-]S(=O)(=O)C2=C(C=CC=N2)OCC(F)(F)F)OC.[Na+] |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | UFEIWEXHHOXPGP-UHFFFAOYSA-M |
| International Chemical Identifier (InChI) | InChI=1S/C14H14F3N5O6S.Na/c1-26-9-6-10(27-2)20-12(19-9)21-13(23)22-29(24,25)11-8(4-3-5-18-11)28-7-14(15,16)17;/h3-6H,7H2,1-2H3,(H2,19,20,21,22,23);/q;+1/p-1/fC14H13F3N5O6S.Na/h22H;/q-1;m/b21-13-; |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Herbicide | |
| Substance group | Sulfonylurea | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Aborbed by shoots and roots and translocated. Inhibits plant amino acid synthesis - acetohydroxyacid synthase AHAS | |
| CAS RN | 199119-58-9 | |
| EC number | - | |
| CIPAC number | 617 | |
| US EPA chemical code | 119009 | |
| PubChem CID | 23676736 | |
| Molecular mass (g mol-1) | 459.33 | |
| PIN (Preferred Identification Name) | sodium (4,6-dimethoxypyrimidin-2-yl){[3-(2,2,2-trifluoroethoxy)pyridine-2-sulfonyl]carbamoyl}azanide | |
| IUPAC name | sodium N'-(4,6-dimethoxypyrimidin-2-yl)-N-[3-(2,2,2-trifluoroethoxy)-2-pyridylsulfonyl]imidocarbamate | |
| CAS name | 2-pyridinesulfonamide, N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-3-(2,2,2-trifluoroethoxy)-, monosodium salt | |
| 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 | - | |
| Physical state | White powder | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically | - | |||
| Example products using this active | - | |||
| UK LERAP status | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | - | |||
ENVIRONMENTAL FATE
for trifloxysulfuron-sodium
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 25700 | L3 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | 17000 | P4 - Acetone | - | |
| 3800 | P4 - Ethyl acetate | - | ||
| 50000 | P4 - Methanol | - | ||
| 1.0 | P4 - Toluene | - | ||
| Melting point (oC) | 174 | L3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 3.80 X 10-01 | Calculated | - |
| Log P | -0.42 | P4 | Low | |
| Bulk density (g ml-1)/Specific gravity | 0.645 | P4 | - | |
| Dissociation constant (pKa) at 25oC | 4.76 | P4 | - | |
| Note: Weak acid | ||||
| Vapour pressure at 20oC (mPa) | 0.001 | P4 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 2.6 X 10-05 | P4 | Non-volatile | |
GUS leaching potential index  |
2.79 | Calculated | Transition state | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 2.38 X 10-01 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| 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) | 63.5 | L3 | Moderately persistent |
| DT50 (lab at 20oC) | 70 | F3 | Moderately persistent | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | Literature values DT50 45-80 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 | 18 | P4 | Slow |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 20 | L3 | Non-persistent |
| Note | - | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | L3 | Moderately mobile |
| Koc | 306 | |||
| Notes and range | General literature Koc range 29-584 mL/g; Other data source: 5000 mL/g (US3) | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
ECOTOXICOLOGY
for trifloxysulfuron-sodium
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | Low risk | Q3 Based on LogP < 3 | Low potential |
| CT50 (days) | - | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | L3 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L3 Rat | - |
| (ppm diet) | 500 | - | ||
| Birds - Acute LD50 (mg kg-1) | 2000 | L3 Anas platyrhynchos | Moderate | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 103 | L3 Oncorhynchus mykiss | Low | |
| Fish - Chronic 21 day NOEC (mg l-1) | 9.5 | P3 Oncorhynchus mykiss | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | > 108 | L3 Daphnia magna | Low | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.55 | P3 Daphnia magna | Moderate | |
| 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) | 0.00055 | P4 Lemna gibba | High | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.0065 | L3 Pseudokirchneriella subcapitata | High | |
| 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) | > 25 | L3 | Moderate | |
| 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) | > 748 | P4 Eisenia foetida | 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 | 76.9 | P4 Typhlodromus pyri | - |
| % Effect | Not harmful | L2 Typhlodromus pyri | - | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | Not harmful | L3 Aphidius rhopalosiphi | - | |
| Soil micro-organisms | No effect on soil microbes | L3 | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for trifloxysulfuron-sodium
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) | > 5000 | L3 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | L3 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | 5.03 | L3 Rat, 4 hr | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.15 | L3 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 6.0 | P4 Rat, 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) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | List II | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| 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; E0 |
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- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Chronic exposure may cause protein metabolism disturbances, emphysema, and weight loss | |||||||
| 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 | Environment: H400, H410 | |||
| EC Risk Classification |
Xi - Irritant: R36/37 | |||
| EC Safety Classification |
- | |||
| WHO Classification | NL | - | Not listed | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
TRANSLATIONS
for trifloxysulfuron-sodium
| Language | Name |
| English | trifloxysulfuron-sodium |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | trifloxisulfuron sodico |
| Greek | - |
| Slovenian | - |
| Polish | trifloksysulfuron sodowy |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Wednesday 03 July 2019
Contact: aeru@herts.ac.uk