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cymoxanil (Ref: DPX T3217)
** cimoxanil ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Cymoxanil is a fungicide approevd for use in the EU and many other countries. It is highly soluble in water and considered quite volatile. It has a low potential for leaching to groundwater, is non persistent in soil and water systems. Cymoxanil is moderately toxic to mammals, may cause adverse effects on reproduction/development and has a high potential to bio-concentrate. It is moderately toxic to most aquatic organisms, earthworms and honeybees but less so to birds.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for cymoxanil

Description: A fungicide used to control pathogens on a range of crops including potatoes and other crops.

Example pests controlled: Foliar late blight; Downy mildew; Powdery mildew

Example applications: Potatoes; Tomatoes; Grapes; Hops; Sugarbeet; Vines

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1976, first reported; mid 1970s first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Lithuania/Finland
Date inclusion expires 31/08/2021
EU Candidate for substitution (CfS) No
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: USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Exists as both E and Z isomers but the E-isomer is overwhelmingly favoured thermodynamically
Chemical formula C7H10N4O3
Canonical SMILES CCNC(=O)NC(=O)C(=NOC)C#N
Isomeric SMILES CCNC(=O)NC(=O)/C(=N/OC)/C#N
International Chemical Identifier key (InChIKey) XERJKGMBORTKEO-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C7H10N4O3/c1-3-9-7(13)10-6(12)5(4-8)11-14-2/h3H2,1-2H3,(H2,9,10,12,13)/b11-5+
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Cyanoacetamide oxime
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Foliar with protective and curative activity.
CAS RN 57966-95-7
EC number 261-043-0
CIPAC number 419
US EPA chemical code 129106
PubChem CID 5364079
Molecular mass (g mol-1) 198.18
PIN (Preferred Identification Name) (2E)-2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
IUPAC name 1-[(EZ)-2-cyano-2-methoxyiminoacetyl]-3-ethylurea
CAS name 2-cyano-N-((ethylamino)carbonyl)-2-(methoxyimino)acetamide
Other status information -
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) 27
Examples of recorded resistance -
Physical state White to pale pink crystals
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
  • Belchim
  • DuPont
  • Headland
  • Nufarm
  • Syngenta
Example products using this active
  • Besiege
  • Curzate
  • Matilda WG
  • Option
  • Tanos
  • Wakil XL
UK LERAP status None
Formulation and application details Often supplied as wettable granules or powders that are mixed with water and applied as a spray or used as a seed treatment.


ENVIRONMENTAL FATE

for cymoxanil

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) 780 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 28000 A5 - Ethyl acetate -
65300 A5 - Acetone -
5290 A5 - Toluene -
37 A5 - n-Hexane -
Melting point (oC) 161 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 156 A3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 4.68 X 1000 Calculated -
Log P 0.67 A5 Low
Bulk density (g ml-1)/Specific gravity 1.31 L3 -
Dissociation constant (pKa) at 25oC 9.3 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 0.15 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.80 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.34 Calculated Low 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 1.15 X 10-03 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 Low
Maximum UV-vis absorption L mol-1 cm-1 244nm = 9333 & 9297 A5 -
Surface tension (mN m-1) 68.7 A5 at 19oC -

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) 0.7 Click here to see a warning relating to modelling and this active substance K4 Non-persistent
DT50 (lab at 20oC) 1.4 A5 Non-persistent
DT50 (field) 3.5 H4 Non-persistent
DT90 (lab at 20oC) 4.7 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 0.2-7.3 days, DT90 range 0.5-33.3 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.2 R3 -
Note Potato tuber, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 1.7 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 1.1 A5 Non-persistent
Note Stable at pH 4 and pH 5 @20deg C, DT50 0.02 days at pH 9 and 25 degC
Water-sediment DT50 (days) 0.3 A5 Fast
Water phase only DT50 (days) 0.3 A5 Fast

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 0.580 A5 Mobile
Kfoc 43.6
1/n 0.86
Notes and range EU dossier kf range 0.09-0.91, Kfoc range 15.1-87.1 mL/g, 1/n range 0.81-0.88, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1-ethyl 5,6-di-2,4(1H,3H)pyridenedione (Ref: IN-U3204) This metabolite may cause environmental pollution, click here for further information Soil   0.247   Major fraction, Relevant
2-cyano-2-methoxyiminoacetic acid (Ref: IN-W3595) This metabolite may cause environmental pollution, click here for further information Soil   0.101   Major fraction, Relevant
3-ethyl-4-(methoxyamino)-2,5-dioxoimidazolidine-4-carboxamide (Ref: IN-KQ960) Soil   0.063   Minor fraction, Relevant
3-ethyl-4-(methoxyamino)-2,5-dioxoimidazolidine-4-carbonitrile (Ref: IN-JX915) Soil   0.076   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
ethylimidazolidinetrione-5-(o-methyloxime) - Soil (Aerobic) - -
{[(ethylamino)carbonyl]}ethylamino)carbonyl]amino}oxoacetic acid
(Ref: IN-KP533)
- - - -
cyano(methoxyimino)acetic acid
(Ref: IN-U3595)
- - - -
1-ethyl-5-(methoxyimino)2,4-imidazolidin-2,4-dione
(Ref: R3273)
- - - -


ECOTOXICOLOGY

for cymoxanil

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) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 760 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 47.6 F4 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2945 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 29 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.22 F4 Oncorhynchus mykiss, LOEC Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 27 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.067 F4 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 44.4 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) > 0.7 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.254 A5 Anabaena flos-aquae 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) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 85.3 A5 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) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 6.6 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 480 >
A5 Aphidius rhopalosiphi, adult
-
% Effect 0
34
Mortality
Fecundity
Dose: 0.26 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 480 >
A5 Typhlodromus pyri
-
% Effect 98.9
100
Mortality
Reproduction
Dose: 0.13 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.44 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cymoxanil

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) 760 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.6 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.013 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.08 A5 Rabbit, 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) 0.01 A5 Dog, SF=100 -
Dermal penetration studies (%) 1.0-75.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Acceptable risk to bystanders for intended uses
Occupational Acceptable risk to operators wearing protective clothing
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 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A3; B3; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues No further information available
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

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 Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H302, H317, H361fd, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37, S60, S61
WHO Classification II - Moderately hazardous
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for cymoxanil

Language Name
English cymoxanil
French cymoxanil
German Cymoxanil
Danish cymoxanil
Italian cimoxanil
Spanish cimoxanilo
Greek -
Slovenian cimoksanil
Polish cymoksanil
Swedish cymoxanil
Hungarian cymoxanil
Dutch cymoxanil

Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk