Cymoxanil

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  • Identifiers

    CAS number
    57966-95-7

    Molecular formula
    C7H10N4O3

    SMILES
    CCNC(=O)NC(=O)/C(=N/OC)/C#N

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 51.84%
    Savory 33.67%
    Meaty 33.65%
    Roasted 25.13%
    Cooked 23.01%
    Cooling 22.21%
    Sweet 19.77%
    Pungent 18.69%
    Mint 16.58%
    Popcorn 16.02%

     

    Flavor
    Bitter 52.98%
    Odorless 42.24%
    Very mild 24.25%
    Bland 23.14%
    Cooked 21.94%
    Mild 20.6%
    Yeast 19.76%
    Taco 19.7%
    Roasted 19.38%
    Nitrile 19.21%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    6.84 (neutral)

    Molecular weight
    198.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    417°C

    Melting point expt.

    • 160-161 °C
    • Peach color; mp: 159-160 °C /Technical/

    Flash point

    • 149.33 ˚C est.

    Solubility expt.

    • Hexane: 1.85; toluene: 5.29; acetonitrile: 57; ethyl acetate: 28; n-octanol: 1.43; methanol: 22.9 g/L; acetone: 62.4 g/L; methylene chloride: 133.0 (all in g/L at 20 °C)
    • In water, 890 mg/L at 20 °C

  • Synonyms

    • CYMOXANIL
    • Curzate
    • 57966-95-7
    • Dpx 3217
    • 1-(2-Cyano-2-methoxyiminoacetyl)-3-ethylurea
    • Cymoxanil [ISO]
    • Cymoxanil [ANSI:BSI:ISO]
    • BioZate
    • DPX 3217M
    • HSDB 6914
    • UNII-QJO7SS7R8U
    • QJO7SS7R8U
    • EINECS 261-043-0
    • AKTUAN
    • INT-3217-49
    • CCRIS 9272
    • Acetamide, 2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)-
    • 2-Cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
    • TOSCA MZ
    • CYMOXANIL [MI]
    • CYMOXANIL [HSDB]
    • Acetamide, 2-cyano-N-((ethylamino)carbonyl)-2-(methoxyimino)-
    • DTXCID4012358
    • DTXSID6032358
    • 2-Cyano-N-((ethylamino)carbonyl)-2-(methoxyimino)-acetamide
    • CHEBI:81788
    • 166900-80-7
    • 2-Cyano-N-((ethylamino)carbonyl)-2-(methoxyimino)acetamide
    • acetamide, 2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)-, (2E)-
    • 2-cyano-n-ethylcarbamoyl-2-methoxyiminoacetamide
    • Cymoxanil (ANSI:BSI:ISO)
    • (2E)-2-cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
    • 2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino)acetamide
    • Cymoxyanil
    • Cimoxpron
    • (E)-2-((ethylcarbamoyl)amino)-2-oxoethenecarbonimidoyl cyanide
    • (E)-2-[(ethylcarbamoyl)amino]-2-oxoethenecarbonimidoyl cyanide
    • (1E)-2-(ethylcarbamoylamino)-N-methoxy-2-oxoethanimidoyl cyanide
    • DPX-3217
    • MFCD00137381
    • Cymoxanil (Standard)
    • SCHEMBL21162
    • CHEMBL59983
    • DPX-T3217
    • HY-B2067R
    • (1E)-2-(ethylcarbamoylamino)-N-methoxy-2-oxo-acetimidoyl cyanide
    • HY-B2067
    • Tox21_300680
    • INT321749
    • AKOS006281411
    • 1(2Cyano2methoxyiminoacetyl)3ethylurea
    • KS-5113
    • USEPA/OPP Pesticide Code: 129106
    • NCGC00164268-01
    • NCGC00164268-02
    • NCGC00164268-03
    • NCGC00164268-04
    • NCGC00254588-01
    • LS-13290
    • CAS-57966-95-7
    • CS-0014157
    • Cymoxanil, PESTANAL(R), analytical standard
    • 2CyanoN(ethylcarbamoyl)2(methoxyimino)acetamide
    • C18498
    • (E)-1-(2-Cyano-2-methoxyiminoacetyl)-3-ethylurea
    • Cymoxanil 100 microg/mL in Methyl-tert-butyl ether
    • 2CyanoN((ethylamino)carbonyl)2(methoxyimino)acetamide
    • Cymoxanil, certified reference material, TraceCERT(R)
    • Acetamide, 2cyanoN((ethylamino)carbonyl)2(methoxyimino)
    • (2E)-2-Cyano-N-(ethylcarbamoyl)-2-(methoxyimino)ethanamide
    • Acetamide, 2cyanoN((ethylamino)carbonyl)2(methoxyimino) (9CI)
    • Urea, N-[(2E)-2-cyano-2-(methoxyimino)-1-oxoethyl]-N'-ethyl-
    • 261-043-0

  • Applications

    Cymoxanil (CAS 57966-95-7) is primarily used as an agricultural fungicide active ingredient for protection of crops against oomycete pathogens, notably late blight and downy mildews. It is commonly formulated for foliar spray applications on crops including potatoes, tomatoes, and grapes, and is often used in tank mixtures with other fungicides (for example with mancozeb or metalaxyl derivatives) to broaden spectrum and improve efficacy. It is employed in both greenhouse and field production and is available in multiple formulations to suit different application needs (e.g., emulsifiable concentrates, wettable powders, and water-dispersible granules). Applications are regulated by local guidelines, and usage is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.08
    methanol 7.74
    isopropanol 1.25
    water 0.55
    ethyl acetate 4.55
    n-propanol 1.35
    acetone 18.44
    n-butanol 0.96
    acetonitrile 7.46
    DMF 155.26
    toluene 0.56
    isobutanol 0.89
    1,4-dioxane 5.24
    methyl acetate 9.47
    THF 20.53
    2-butanone 7.46
    n-pentanol 0.78
    sec-butanol 0.79
    n-hexane 0.05
    ethylene glycol 7.14
    NMP 228.95
    cyclohexane 0.06
    DMSO 244.84
    n-butyl acetate 3.76
    n-octanol 0.34
    chloroform 7.17
    n-propyl acetate 3.68
    acetic acid 25.37
    dichloromethane 11.47
    cyclohexanone 12.13
    propylene glycol 5.62
    isopropyl acetate 2.74
    DMAc 169.22
    2-ethoxyethanol 7.43
    isopentanol 0.89
    n-heptane 0.04
    ethyl formate 8.01
    1,2-dichloroethane 7.13
    n-hexanol 0.73
    2-methoxyethanol 20.87
    isobutyl acetate 2.13
    tetrachloromethane 0.8
    n-pentyl acetate 1.53
    transcutol 16.3
    n-heptanol 0.39
    ethylbenzene 0.47
    MIBK 2.61
    2-propoxyethanol 7.74
    tert-butanol 1.5
    MTBE 0.94
    2-butoxyethanol 3.29
    propionic acid 7.61
    o-xylene 0.74
    formic acid 33.94
    diethyl ether 0.79
    m-xylene 0.57
    p-xylene 0.8
    chlorobenzene 2.29
    dimethyl carbonate 13.16
    n-octane 0.01
    formamide 52.22
    cyclopentanone 31.16
    2-pentanone 4.41
    anisole 3.13
    cyclopentyl methyl ether 3.06
    gamma-butyrolactone 48.76
    1-methoxy-2-propanol 10.3
    pyridine 9.14
    3-pentanone 3.75
    furfural 68.73
    n-dodecane 0.02
    diethylene glycol 14.92
    diisopropyl ether 0.24
    tert-amyl alcohol 1.16
    acetylacetone 16.63
    n-hexadecane 0.02
    acetophenone 7.74
    methyl propionate 8.54
    isopentyl acetate 3.48
    trichloroethylene 20.4
    n-nonanol 0.36
    cyclohexanol 0.96
    benzyl alcohol 3.59
    2-ethylhexanol 0.59
    isooctanol 0.36
    dipropyl ether 0.83
    1,2-dichlorobenzene 3.81
    ethyl lactate 6.44
    propylene carbonate 23.78
    n-methylformamide 38.78
    2-pentanol 0.42
    n-pentane 0.03
    1-propoxy-2-propanol 4.4
    1-methoxy-2-propyl acetate 9.02
    2-(2-methoxypropoxy) propanol 8.69
    mesitylene 0.43
    ε-caprolactone 12.13
    p-cymene 0.62
    epichlorohydrin 32.29
    1,1,1-trichloroethane 4.24
    2-aminoethanol 6.11
    morpholine-4-carbaldehyde 79.75
    sulfolane 141.32
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 5.9
    n-hexyl acetate 1.91
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 6.34
    sec-butyl acetate 1.93
    tert-butyl acetate 3.74
    decalin 0.07
    glycerin 19.52
    diglyme 17.19
    acrylic acid 16.42
    isopropyl myristate 0.8
    n-butyric acid 5.69
    acetyl acetate 6.6
    di(2-ethylhexyl) phthalate 2.96
    ethyl propionate 3.93
    nitromethane 95.86
    1,2-diethoxyethane 2.14
    benzonitrile 5.53
    trioctyl phosphate 1.32
    1-bromopropane 1.14
    gamma-valerolactone 52.1
    n-decanol 0.27
    triethyl phosphate 4.21
    4-methyl-2-pentanol 0.35
    propionitrile 2.78
    vinylene carbonate 21.87
    1,1,2-trichlorotrifluoroethane 61.57
    DMS 8.5
    cumene 0.46
    2-octanol 0.19
    2-hexanone 3.25
    octyl acetate 1.19
    limonene 0.77
    1,2-dimethoxyethane 14.36
    ethyl orthosilicate 2.73
    tributyl phosphate 2.19
    diacetone alcohol 8.05
    N,N-dimethylaniline 3.32
    acrylonitrile 8.84
    aniline 2.36
    1,3-propanediol 5.51
    bromobenzene 2.01
    dibromomethane 4.43
    1,1,2,2-tetrachloroethane 15.28
    2-methyl-cyclohexyl acetate 4.1
    tetrabutyl urea 4.06
    diisobutyl methanol 0.42
    2-phenylethanol 3.02
    styrene 0.66
    dioctyl adipate 2.96
    dimethyl sulfate 67.75
    ethyl butyrate 3.58
    methyl lactate 16.66
    butyl lactate 3.44
    diethyl carbonate 3.7
    propanediol butyl ether 4.26
    triethyl orthoformate 2.93
    p-tert-butyltoluene 0.57
    methyl 4-tert-butylbenzoate 6.68
    morpholine 9.02
    tert-butylamine 0.55
    n-dodecanol 0.21
    dimethoxymethane 17.81
    ethylene carbonate 12.16
    cyrene 21.73
    2-ethoxyethyl acetate 3.94
    2-ethylhexyl acetate 2.54
    1,2,4-trichlorobenzene 6.6
    4-methylpyridine 8.27
    dibutyl ether 0.45
    2,6-dimethyl-4-heptanol 0.42
    DEF 14.44
    dimethyl isosorbide 22.99
    tetrachloroethylene 8.71
    eugenol 7.45
    triacetin 7.74
    span 80 4.92
    1,4-butanediol 2.51
    1,1-dichloroethane 3.38
    2-methyl-1-pentanol 0.83
    methyl formate 34.4
    2-methyl-1-butanol 0.8
    n-decane 0.02
    butyronitrile 2.46
    3,7-dimethyl-1-octanol 0.5
    1-chlorooctane 0.19
    1-chlorotetradecane 0.1
    n-nonane 0.02
    undecane 0.02
    tert-butylcyclohexane 0.06
    cyclooctane 0.02
    cyclopentanol 2.44
    tetrahydropyran 2.04
    tert-amyl methyl ether 1.04
    2,5,8-trioxanonane 14.6
    1-hexene 0.21
    2-isopropoxyethanol 3.72
    2,2,2-trifluoroethanol 19.59
    methyl butyrate 6.49

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction