Metamitron

Overview IFRA Request a quote

  • Identifiers

    CAS number
    41394-05-2

    Molecular formula
    C10H10N4O

    SMILES
    CC1=NN=C(C(=O)N1N)C2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 53.45%
    Bitter 31.27%
    Burnt 27.86%
    Roasted 22.45%
    Musty 21.25%
    Nutty 20.73%
    Cooked 20.02%
    Animal 19.32%
    Fruity 18.93%
    Grape 18.2%

     

    Flavor
    Bitter 87.42%
    Odorless 29.87%
    Very strong 21.97%
    Bread crust 21.65%
    Indole 21.52%
    Nitrile 21.41%
    Cedarleaf 20.52%
    Soybean 20.51%
    Scallion 20.35%
    Roasted peanuts 20.34%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    4.49 (weak acid)

    Molecular weight
    202.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    577°C

    Melting point expt.

    • 167 °C

    Flash point

    • 202.17 ˚C est.

    Solubility expt.

    • Solubility in water, g/100ml at 20 °C: 0.17 (slightly soluble)

  • Synonyms

    • METAMITRON
    • 41394-05-2
    • Goltix
    • 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5(4H)-one
    • 1,2,4-Triazin-5(4H)-one, 4-amino-3-methyl-6-phenyl-
    • H69RGO1QO6
    • 4-Amino-4,5-dihydro-3-methyl-6-phenyl-1,2,4-triazin-5-one
    • DTXSID7047568
    • CHEBI:6791
    • DTXCID5027568
    • RefChem:156784
    • 255-349-3
    • 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5-one
    • Herbrak
    • Metamiton
    • Metamitron [German]
    • Methiamitron
    • DRW 1139
    • BAY-DRW 1139
    • 4-amino-3-methyl-6-phenyl-4,5-dihydro-1,2,4-triazin-5-one
    • MFCD00055524
    • as-Triazin-5(4H)-one, 4-amino-3-methyl-6-phenyl-
    • Metamitron 10 microg/mL in Acetonitrile
    • Metamitron 100 microg/mL in Acetonitrile
    • Methiamitron [French]
    • Metamitrone
    • Methiamitron [Belgium]
    • Metamitron [BSI:ISO]
    • Metamitrone [ISO-French]
    • Metamitron [ISO]
    • EINECS 255-349-3
    • UNII-H69RGO1QO6
    • BRN 0613129
    • 3-Methyl-4-amino-6-phenyl-1,2,4-triazin-5(4H)-one
    • 3-Methyl-4-amino-6-phenyl-1,2,4-triazin(4H)-on [German]
    • METAMITRON [MI]
    • SCHEMBL66369
    • 5-26-04-00395 (Beilstein Handbook Reference)
    • BIDD:ER0471
    • 3-Methyl-4-amino-6-phenyl-1,2,4-triazin(4H)-on
    • orb1303232
    • orb3025352
    • CHEMBL3187145
    • MSK22111
    • Tox21_302665
    • SBB067256
    • STL451248
    • AKOS015905026
    • CS-W015509
    • HY-W014793
    • NCGC00256694-01
    • AS-13452
    • CAS-41394-05-2
    • DB-049747
    • M2388
    • NS00010410
    • ST50825482
    • Metamitron, PESTANAL(R), analytical standard
    • F21304
    • 3-methyl-4-amino-6-phenyl-1,2,4-triazin-5-one
    • 394M052
    • A825543
    • 4-azanyl-3-methyl-6-phenyl-1,2,4-triazin-5-one
    • Q2293747
    • 3-Methyl-4-amino-6-phenyl-1,2,4-triazin(4H)-one
    • 4-amino-3-methyl-6-phenyl-1,2,4-triazin-5-(4H)-one
    • 4-Amino-3-methyl-6-phenyl-1,2,4-triazin-5-one, 97%
    • 41394-05-2

  • Applications

    Metamitron, CAS 41394-05-2, is a selective herbicide used in agriculture, primarily for sugar beet production to suppress annual grasses and broadleaf weeds. It is often applied as part of weed-management programs in row-crop systems and is frequently evaluated for tank-mix formulations with other agrochemicals and adjuvants, subject to local regulatory approvals and crop-rotation guidelines. Beyond sugar beet, its use is sometimes considered in other crops where permitted, under label restrictions and regulatory conditions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 36.6
    methanol 55.14
    isopropanol 20.61
    water 8.93
    ethyl acetate 17.75
    n-propanol 27.64
    acetone 42.57
    n-butanol 20.29
    acetonitrile 21.85
    DMF 197.97
    toluene 3.27
    isobutanol 15.67
    1,4-dioxane 29.56
    methyl acetate 25.43
    THF 39.04
    2-butanone 29.32
    n-pentanol 14.11
    sec-butanol 14.55
    n-hexane 0.11
    ethylene glycol 45.4
    NMP 88.06
    cyclohexane 0.34
    DMSO 171.16
    n-butyl acetate 9.46
    n-octanol 3.46
    chloroform 22.19
    n-propyl acetate 10.5
    acetic acid 81.03
    dichloromethane 38.94
    cyclohexanone 45.65
    propylene glycol 30.48
    isopropyl acetate 7.29
    DMAc 153.6
    2-ethoxyethanol 52.54
    isopentanol 16.15
    n-heptane 0.23
    ethyl formate 42.91
    1,2-dichloroethane 33.26
    n-hexanol 11.22
    2-methoxyethanol 146.02
    isobutyl acetate 5.31
    tetrachloromethane 2.76
    n-pentyl acetate 7.2
    transcutol 69.08
    n-heptanol 6.73
    ethylbenzene 2.69
    MIBK 9.5
    2-propoxyethanol 35.07
    tert-butanol 20.3
    MTBE 5.08
    2-butoxyethanol 23.13
    propionic acid 34.49
    o-xylene 3.76
    formic acid 138.54
    diethyl ether 4.13
    m-xylene 2.77
    p-xylene 4.51
    chlorobenzene 12.1
    dimethyl carbonate 19.83
    n-octane 0.13
    formamide 243.88
    cyclopentanone 49.35
    2-pentanone 15.76
    anisole 9.86
    cyclopentyl methyl ether 7.1
    gamma-butyrolactone 68.96
    1-methoxy-2-propanol 56.43
    pyridine 47.96
    3-pentanone 12.3
    furfural 112.72
    n-dodecane 0.16
    diethylene glycol 64.93
    diisopropyl ether 1.05
    tert-amyl alcohol 14.19
    acetylacetone 27.49
    n-hexadecane 0.18
    acetophenone 17.92
    methyl propionate 21.23
    isopentyl acetate 9.89
    trichloroethylene 68.0
    n-nonanol 3.7
    cyclohexanol 11.91
    benzyl alcohol 21.99
    2-ethylhexanol 6.04
    isooctanol 5.68
    dipropyl ether 2.87
    1,2-dichlorobenzene 13.52
    ethyl lactate 16.25
    propylene carbonate 38.76
    n-methylformamide 112.43
    2-pentanol 7.28
    n-pentane 0.15
    1-propoxy-2-propanol 17.95
    1-methoxy-2-propyl acetate 15.3
    2-(2-methoxypropoxy) propanol 19.84
    mesitylene 2.02
    ε-caprolactone 37.01
    p-cymene 3.06
    epichlorohydrin 77.47
    1,1,1-trichloroethane 10.42
    2-aminoethanol 54.48
    morpholine-4-carbaldehyde 77.09
    sulfolane 88.76
    2,2,4-trimethylpentane 0.2
    2-methyltetrahydrofuran 16.93
    n-hexyl acetate 7.23
    isooctane 0.14
    2-(2-butoxyethoxy)ethanol 28.35
    sec-butyl acetate 5.12
    tert-butyl acetate 8.48
    decalin 0.3
    glycerin 78.25
    diglyme 55.26
    acrylic acid 49.12
    isopropyl myristate 3.32
    n-butyric acid 39.96
    acetyl acetate 15.32
    di(2-ethylhexyl) phthalate 8.46
    ethyl propionate 9.84
    nitromethane 132.32
    1,2-diethoxyethane 11.1
    benzonitrile 22.66
    trioctyl phosphate 5.36
    1-bromopropane 5.97
    gamma-valerolactone 91.68
    n-decanol 3.02
    triethyl phosphate 8.66
    4-methyl-2-pentanol 4.95
    propionitrile 18.6
    vinylene carbonate 46.63
    1,1,2-trichlorotrifluoroethane 83.8
    DMS 13.46
    cumene 2.57
    2-octanol 3.14
    2-hexanone 11.4
    octyl acetate 4.64
    limonene 3.59
    1,2-dimethoxyethane 57.0
    ethyl orthosilicate 7.43
    tributyl phosphate 6.25
    diacetone alcohol 25.85
    N,N-dimethylaniline 8.57
    acrylonitrile 42.3
    aniline 16.34
    1,3-propanediol 72.5
    bromobenzene 7.98
    dibromomethane 15.42
    1,1,2,2-tetrachloroethane 44.19
    2-methyl-cyclohexyl acetate 9.43
    tetrabutyl urea 10.02
    diisobutyl methanol 3.87
    2-phenylethanol 17.65
    styrene 3.32
    dioctyl adipate 7.21
    dimethyl sulfate 38.74
    ethyl butyrate 8.53
    methyl lactate 33.83
    butyl lactate 12.36
    diethyl carbonate 9.37
    propanediol butyl ether 19.55
    triethyl orthoformate 7.82
    p-tert-butyltoluene 2.72
    methyl 4-tert-butylbenzoate 15.63
    morpholine 44.4
    tert-butylamine 6.63
    n-dodecanol 2.43
    dimethoxymethane 55.06
    ethylene carbonate 33.53
    cyrene 31.38
    2-ethoxyethyl acetate 13.78
    2-ethylhexyl acetate 6.78
    1,2,4-trichlorobenzene 17.53
    4-methylpyridine 28.77
    dibutyl ether 2.32
    2,6-dimethyl-4-heptanol 3.87
    DEF 31.82
    dimethyl isosorbide 31.52
    tetrachloroethylene 31.02
    eugenol 21.48
    triacetin 12.18
    span 80 14.97
    1,4-butanediol 25.88
    1,1-dichloroethane 13.37
    2-methyl-1-pentanol 13.49
    methyl formate 90.58
    2-methyl-1-butanol 14.34
    n-decane 0.2
    butyronitrile 16.83
    3,7-dimethyl-1-octanol 4.07
    1-chlorooctane 1.1
    1-chlorotetradecane 0.68
    n-nonane 0.14
    undecane 0.18
    tert-butylcyclohexane 0.25
    cyclooctane 0.11
    cyclopentanol 15.41
    tetrahydropyran 12.86
    tert-amyl methyl ether 4.42
    2,5,8-trioxanonane 39.61
    1-hexene 0.83
    2-isopropoxyethanol 23.01
    2,2,2-trifluoroethanol 53.55
    methyl butyrate 18.2

    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