| dimoxystrobin (Ref: BAS 505F) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for dimoxystrobin
Description: A fungicide used for disease control in cereals and some other crops
Example pests controlled: Brown rust; Ear blight; Stem rot; Stem canker; Dark leaf and pod spot; Light leaf spot
Example applications: Wheat; Oilseed rape
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 2003
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | UK |
| Date inclusion expires | 31/01/2019 |
| EU Candidate for substitution (CfS) | Yes - low ADI / ARfD / AOEL; two 'Persistent-Bioaccumulative-Toxic' criteria; endocrine disrupting properties |
| 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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Chemical structure:
| Isomerism | Isomeric, existing in the E- and Z-forms. The E-isomer is dominant and accounts for around 88-98% of dimoxystrobin, |
| Chemical formula | C19H22N2O3 |
| Canonical SMILES | CC1=CC(=C(C=C1)C)OCC2=CC=CC=C2C(=NOC)C(=O)NC |
| Isomeric SMILES | CC1=CC(=C(C=C1)C)OCC2=CC=CC=C2/C(=N\OC)/C(=O)NC |
| International Chemical Identifier key (InChIKey) | WXUZAHCNPWONDH-DYTRJAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C19H22N2O3/c1-13-9-10-14(2)17(11-13)24-12-15-7-5-6-8-16(15)18(21-23-4)19(22)20-3/h5-11H,12H2,1-4H3,(H,20,22)/b21-18+/f/h20H |
| Structure diagram/image available? | Yes |
General status:
| Pesticide type | Fungicide | |
| Substance group | Strobilurin | |
| Minimum active substance purity | 980 g/kg | |
| Known relevant impurities | EU dossier - None declared | |
| Substance origin | Synthetic | |
| Mode of action | Protectant, curative and translaminar. Respiration inhibitor (QoL fungicide). | |
| CAS RN | 149961-52-4 | |
| EC number | - | |
| CIPAC number | 739 | |
| US EPA chemical code | - | |
| PubChem CID | 10936292 | |
| Molecular mass (g mol-1) | 326.39 | |
| PIN (Preferred Identification Name) | (2E)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide | |
| IUPAC name | (E)-2-(methoxyimino)-N-methyl-2-[a-(2,5-xylyloxy)-o-tolyl]acetamide | |
| CAS name | (αE)-2-[(2,5-dimethylphenoxy)methyl]-α-(methoxyimino)-N-methylbenzeneacetamide | |
| Other status information | PAN Listed as Highly Hazardous Chemical | |
| Relevant Environmental Water Quality Standards | - | |
| Herbicide Resistance Classification (HRAC) | Not applicable | |
| Herbicide Resistance Classification (WSSA) | Not applicable | |
| Insecticide Resistance Classification (IRAC) | Not applicable | |
| Fungicide Resistance Classification (FRAC) | 11 | |
| Examples of recorded resistance | - | |
| Physical state | White crystalline 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 | Buffer probably required in UK - see product label | |||
| Formulation and application details | Often available as a suspension concentrate comprising of dimoxystrobin and other active substances. | |||
ENVIRONMENTAL FATE
for dimoxystrobin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 4.3 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 72000 | A5 - Acetone | - | |
| 22500 | A5 - Toluene | - | ||
| 22500 | A5 - Methanol | - | ||
| 37000 | A5 - Ethyl acetate | - | ||
| Melting point (oC) | 138.9 | A5 | - | |
| Boiling point (oC) | Decomposes before boiling | A5 | - | |
| Degradation point (oC) | 300 | A5 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 3.89 X 1003 | Calculated | - |
| Log P | 3.59 | A5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.24 | A5 | - | |
| Dissociation constant (pKa) at 25oC | Not applicable | A5 | - | |
| Note: No dissociation | ||||
| Vapour pressure at 20oC (mPa) | 6.00 X 10-06 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 4.55 X 10-08 | A5 | Non-volatile | |
GUS leaching potential index  |
3.05 | Calculated | High leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 3.59 X 10-01 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| Maximum UV-vis absorption L mol-1 cm-1 | 205nm = 3000, 254nm = 4800, 290nm = 290, No absorbance maximum >290nm | A5 | - | |
| Surface tension (mN m-1) | 64.3 | A5 at 20oC, 0.5% w/ww | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 210 | A5 | Persistent |
| DT50 (lab at 20oC) | 210 | A5 | Persistent | |
| DT50 (field) | 22.9 | A5 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | 365 | A3 | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier lab studies DT50 range 88-262 days, field study DT50 range 2-39 days, DT90 ~1 year | |||
| 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 | 30 | A5 | Stable |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | A5 | - |
| Note | Stable pH 4 to pH 9 over 30 days, up to 50 degC | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | 15.3 | A5 | Slow | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | - | - |
| Koc | - | |||
| Notes and range | - | |||
| Freundlich | Kf | 9.6 | A5 | Moderately mobile |
| Kfoc | 486 | |||
| 1/n | 0.92 | |||
| Notes and range | EU dossier kf range 0.58-18.62, Kfoc range 195.8-935.3 mL/g, 1/n range 0.894-0.942, Soils=7 | |||
| pH sensitivity | No | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| (E-O-(2-hydroxycarbonyl-5-methyl)phenoxymethyl)-2-methoxyimino-N-methylphenyl acetamide |
Soil | 0.121 | Major fraction, Relevant | |
| (E-O-(5-hydroxycarbonyl-2-methyl)phenoxymethyl)-2-methoxyimino-N-methylphenyl acetamide |
Soil | 0.130 | Major fraction, Relevant | |
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| (2E)-2-{2-[(5-carboxy-4-hydroxy-2-methylphenoxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide | 505M76 | Animal (Tissue, Milk) | - | - |
| (E)-2-(2-hydroxymethylphenyl)-2-methoxyimino-N-methyl-acetamide | 505M01 | Soil (Photolysis) | - | - |
| (E)-O-(2,5-dimethyl-4-hydroxy phenoxymethyl)-2-methoxyimino-N-methylphenylacetamide | 505M02 | Animal (Tissue, Milk) | - | - |
| 4-({2-[(1E)-N-methoxy-2-(methylamino)-2-oxoethanimidoyl] benzyl}oxy)-2,5-dimethylphenylglucopyranosiduronic acid | 505M78 | Animal (Liver, Fat) | - | - |
ECOTOXICOLOGY
for dimoxystrobin
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 48 | A5 | Low potential |
| CT50 (days) | 0.5 | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | A5 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 5 | A5 Rat | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2000 | A5 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | > 1043 mg kg bw-1 day-1 | A5 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 0.0434 | A5 Oncorhynchus mykiss | High | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.01 | A4 Oncorhynchus mykiss, 28 day | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 0.0394 | A5 Daphnia magna | High | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.0125 | A5 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) | 0.01 | A5 Chironomus riparius | Moderate | |
| Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) | - | - | - | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.017 | A5 Pseudokirchneriella subcapitata | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 100 | A5 | Low |
| Oral acute 48 hour LD50 (μg bee-1) | > 79.4 | A5 | Moderate | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | 23.65 | 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 | 30 30 |
Mortality Reproduction Dose: 0.2 kg ha-1 A5 Aphidius rhopalosiphi, adult |
- | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | 30 30 |
Mortality Reproduction Dose: 0.2 kg ha-1 A5 Typhlodromus pyri, adult |
- | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 20 kg ha-1, 28 days |
- | |
| Mesocosm study data | NOEAEC mg l-1 | 0.005 | A5 Aquatic invertebrates, Algae | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for dimoxystrobin
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 | A5 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | 1.3 | A5 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.004 | A5 Mouse, SF=1000 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.004 | A5 Rat, SF=200 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.02 | A3 Rat, 7 day, SF=200 | - | |
| Dermal penetration studies (%) | 1 | A5 | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | Minimal risk from dietary exposure Risk assessment indicates ARfD would not normally be execeeded |
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| Occupational | - | |||
| 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; A5 Calc MAC=60.0 μg l-1 | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
- |
- |
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| General human health issues | Harmful if inhaled | |||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Not explosive IMDG Transport Code is usually 9 |
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| CLP classification 2013 | Health: H332, H351, H361d Environment: H400, H410 |
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| EC Risk Classification |
Carcinogen category 3: R40 Reproduction risk category 3: R63 Xn - Harmful: R20 N - Dangerous for the environment: R50, R53 |
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| EC Safety Classification |
S2, S36/37, S46, 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 |
Packaging Group III (minor danger) | |||
TRANSLATIONS
for dimoxystrobin
| Language | Name |
| English | dimoxystrobin |
| French | dimoxystrobine |
| German | Dimoxystrobin |
| Danish | dimoxystrobin |
| Italian | dimoxystrobin |
| Spanish | dimoxistrobin |
| Greek | - |
| Slovenian | dimoksistrobin |
| Polish | dimoksystrobina |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk