| diflufenzopyr (Ref: HSDB 7010) |
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Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for diflufenzopyr
Description: Used, post-emergence, to control annual broad-leaved and perennial weeds in a variety of crops
Example pests controlled: Knotweed; Lambsquarters; Mallow; Buckweed; Nightshade; Morning glory; Bindweed; Ragweed; Smartweed; Sowthistle; Johnson grass; Milkweed
Example applications: Pasture; No-tlll burndown (Corn; Soybeans); Non-cropped land including rangeland, fallow
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1999, USA and Canada
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 |
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: USA
Chemical structure:
| Isomerism | Isomeric |
| Chemical formula | C15H12F2N4O3 |
| Canonical SMILES | CC(=NNC(=O)NC1=CC(=CC(=C1)F)F)C2=C(C=CC=N2)C(=O)O |
| Isomeric SMILES | C/C(=N\NC(=O)NC1=CC(=CC(=C1)F)F)/C2=C(C=CC=N2)C(=O)O |
| International Chemical Identifier key (InChIKey) | IRJQWZWMQCVOLA-DNTJNYDQSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C3H2F4O2.Na/c4-1(5)3(6,7)2(8)9;/h1H,(H,8,9);/q;+1/p-1 |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Herbicide | |||
| Substance group | Semicarbazone | |||
| Minimum active substance purity | - | |||
| Known relevant impurities | - | |||
| Substance origin | Synthetic | |||
| Mode of action | Systemic, works by inhibiting auxin transport | |||
| CAS RN | 109293-97-2 | |||
| EC number | - | |||
| CIPAC number | None allocated | |||
| US EPA chemical code | 005107 | |||
| PubChem CID | 6125184 | |||
| Molecular mass (g mol-1) | 334.28 | |||
| PIN (Preferred Identification Name) | 2-[(1E)-1-{2-[(3,5-difluorophenyl)carbamoyl]hydrazinylidene}ethyl]pyridine-3-carboxylic acid | |||
| IUPAC name | 2-{(EZ)-1-[4-(3,5-difluorophenyl)semicarbazono]ethyl}nicotinic acid | |||
| CAS name | 2-[1-[[[(3,5-difluorophenyl)amino]carbonyl]hydrazono]ethyl]-3-pyridinecarboxylic acid | |||
| Other status information | Marine polluant | |||
| Relevant Environmental Water Quality Standards | - | |||
| Herbicide Resistance Classification (HRAC) | P | |||
| Herbicide Resistance Classification (WSSA) | 19 | |||
| Insecticide Resistance Classification (IRAC) | Not applicable | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Examples of recorded resistance | - | |||
| Physical state | Off-white coloured granular solid | |||
| 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 wettable granules for ground application using standard commercial sprayers. | |||
ENVIRONMENTAL FATE
for diflufenzopyr
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 5850 | F3 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | 135.5 | F3 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | 155 | F3 | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.23 X 1001 | Calculated | - |
| Log P | 1.09 | F3 | Low | |
| Bulk density (g ml-1)/Specific gravity | 0.24 | F3 | - | |
| Dissociation constant (pKa) at 25oC | 3.18 | L3 | - | |
| Note: Weak acid | ||||
| Vapour pressure at 20oC (mPa) | 0.01 | F3 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 7.0 X 10-05 | L3 | Non-volatile | |
GUS leaching potential index  |
1.35 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 3.63 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) | 14 | L3 | Non-persistent |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | 4.5 | L3 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | General literature DT50 range 8-18 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 | 17 | L3 | Slow |
| Note | pH sensitive: DT50 7 days at pH 5, 13 days at pH 9 | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 24 | L3 | Non-persistent |
| Note | pH sensitive: DT50 13 days at pH 5, 26 days at pH 9 | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | Q3 | Moderately mobile |
| Koc | 87 | |||
| Notes and range | General literature Koc range 18-156 mL/g | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 8-methyl-5-hydroxy-pyrido(2,3-d)-pyridazine | - | - | - | - |
| 3,5-difluoroaniline | - | - | - | - |
| 6-((3,5-difluorophenyl) carbamoyl)-8-methyl-pyrido (2,3-d)-5-pyridazinone | carbamoyl phthalazinone | - | - | - |
| 2-acetyl nicotinic acid | - | - | - | - |
| N-(3,5-difluorophenyl)carbamate | - | - | - | - |
| 8-methylpyrido[2,3-d]pyridazine-2,5(1H, 6H)-dione | - | - | - | - |
| 8-hydroxymethyl-5(6H)pyrido[2,3-d]pyridazinone | - | - | - | - |
| 8-hydroxymethylpyrido[2,3-d]pyridazine-2,5(1H,6H)-dione | - | - | - | - |
ECOTOXICOLOGY
for diflufenzopyr
| 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 | F3 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 26.0 | L3 Dog | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2250 | L3 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | > 16970 mg/Kg BW | F4 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 106 | L3 Oncorhynchus mykiss | Low | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 15.0 | F4 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| 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) | > 0.35 | F4 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | > 0.1 | F4 Pseudokirchneriella subcapitata | 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) | > 75.0 | F3 | 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) | > 1000 | F4 Eisenia foetida | Low | |
| 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 | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | - | - | - | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for diflufenzopyr
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 | F3 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | F3 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 2.93 | F3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.26 | 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 | 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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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Possible testicular, kidney, lung, spleen and brain toxicant | |||||||
| 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 |
IMDG Transport code 9 | |||
| CLP classification 2013 | Health: H319, H332 | |||
| EC Risk Classification |
Xn - Harmful: R20 Xi - Irritant: R36 N - Dangerous for the environment: R52 |
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| EC Safety Classification |
- | |||
| WHO Classification | NL | - | Not listed | |
| UN Number | 3077 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
TRANSLATIONS
for diflufenzopyr
| Language | Name |
| English | diflufenzopyr |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | diflufenzopir |
| Greek | - |
| Slovenian | - |
| Polish | diflufenzopyr |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Friday 25 May 2018
Contact: aeru@herts.ac.uk