Mesosulfuron-methyl

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  • Identifiers

    CAS number
    208465-21-8

    Molecular formula
    C17H21N5O9S2

    SMILES
    COC1=CC(=NC(=N1)NC(=O)NS(=O)(=O)C2=C(C=CC(=C2)CNS(=O)(=O)C)C(=O)OC)OC

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 70.13%
    Cooked 28.43%
    Savory 28.11%
    Roasted 24.62%
    Meaty 23.05%
    Grape 21.06%
    Fruity 17.95%
    Sulfurous 17.71%
    Milky 16.12%
    Bitter 15.75%

     

    Flavor
    Bitter 84.53%
    Odorless 36.71%
    Bland 28.07%
    Very mild 19.09%
    Nitrile 18.89%
    Sweet-like 18.25%
    Taco 18.15%
    Mild 18.14%
    Cedarleaf 17.98%
    Bread crust 17.75%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    4.06 (weak acid)

    Molecular weight
    503.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    2103°C

    Melting point expt.

    • 195.4 °C

    Flash point

    • 334.59 ˚C est.

    Solubility expt.

    • In hexane <0.2, acetone 13.66, toluene 0.013, ethyl acetate 2, methylene chloride 3.8 (all in g/L, 20 °C)
    • In water (g/L at 20 °C): 7.24X10-3 (pH 5); 0.483 (pH 7); 15.39 (pH 9)

  • Synonyms

    • Mesosulfuron-methyl
    • 208465-21-8
    • Mesomaxx
    • OSPREY
    • SILVERADO
    • 22L00R79A6
    • DTXSID6034712
    • AE-F130060
    • methyl 2-({[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]amino}sulfonyl)-4-(methanesulfonamidomethyl)benzoate
    • Mesosulfuron methyl
    • methyl 2-((((4,6-dimethoxypyrimidin-2-yl)carbamoyl)amino)sulfonyl)-4-(methanesulfonamidomethyl)benzoate
    • RefChem:156679
    • DTXCID4014712
    • MFCD04112616
    • Mesosulfuron-methyl [ISO]
    • methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate
    • Benzoic acid, 2-[[[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]-4-[[(methylsulfonyl)amino]methyl]-, methyl ester
    • Mesosulfuron-methyl 100 microg/mL in Acetonitrile
    • Benzoic acid, 2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-4-(((methylsulfonyl)amino)methyl)-, methyl ester
    • methyl 2-(N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)sulfamoyl)-4-(methylsulfonamidomethyl)benzoate
    • C17H21N5O9S2
    • AE F130060 00
    • Mesosulfuron-​methyl
    • SCHEMBL116828
    • orb1306902
    • CHEMBL1883630
    • MESOSULFURON-METHYL [MI]
    • UNII-22L00R79A6
    • HSDB 7889
    • MSK22284
    • EBC-47093
    • AKOS024463744
    • DS-8021
    • FM40983
    • Benzoic acid, 2-(4,6-dimethoxy-2-pyrimidinyl)aminocarbonylaminosulfonyl-4-(methylsulfonyl)amin
    • NCGC00168322-01
    • AC-28793
    • HY-126987
    • CS-0109099
    • NS00009416
    • EN300-1168892
    • 465M218
    • Mesosulfuron-methyl, PESTANAL(R), analytical standard
    • Q27253658
    • Z3005514485
    • 2-(((((4,6-DIMETHOXY-2-PYRIMIDINYL)AMINO)CARBONYL)AMINO)SULFONYL)-4-(((METHYLSULFONYL)AMINO)METHYL)BENZOIC ACID METHYL ESTER
    • METHYL 2-(3-(4,6-DIMETHOXYPYRIMIDIN-2-YL)UREIDOSULFONYL)-4-METHANESULFONAMIDOMETHYLBENZOATE
    • Methyl 2-(N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)-sulfamoyl)-4-(methylsulfonamidomethyl)benzoate
    • Methyl 2-{[(4,6-dimethoxypyrimidin-2-yl)carbamoyl]sulfamoyl}-4-[(methanesulfonamido)methyl]benzoate
    • 208465-21-8

  • Applications

    Mesosulfuron-methyl (CAS 208465-21-8) is a selective herbicide in the sulfonylurea family used in agriculture to control annual grasses and certain broadleaf weeds in cereal crops such as wheat and barley. Its mode of action is inhibition of acetolactate synthase (ALS) in plants, leading to suppressed growth of susceptible weeds. It is commonly formulated as water-dispersible granules or suspension concentrates and is typically applied post-emergence or used in tank-mix combinations with other herbicides to broaden the spectrum. It is often deployed as part of integrated weed management programs and used in accordance with local regulatory labels and crop guidelines.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.3
    methanol 0.81
    isopropanol 0.04
    water 0.03
    ethyl acetate 0.16
    n-propanol 0.15
    acetone 0.44
    n-butanol 0.07
    acetonitrile 0.61
    DMF 2.51
    toluene 0.01
    isobutanol 0.04
    1,4-dioxane 0.38
    methyl acetate 0.4
    THF 1.05
    2-butanone 0.55
    n-pentanol 0.04
    sec-butanol 0.05
    n-hexane 0.0
    ethylene glycol 0.2
    NMP 11.74
    cyclohexane 0.0
    DMSO 7.04
    n-butyl acetate 0.14
    n-octanol 0.02
    chloroform 0.2
    n-propyl acetate 0.17
    acetic acid 0.92
    dichloromethane 0.37
    cyclohexanone 0.61
    propylene glycol 0.18
    isopropyl acetate 0.05
    DMAc 6.42
    2-ethoxyethanol 0.58
    isopentanol 0.03
    n-heptane 0.0
    ethyl formate 0.88
    1,2-dichloroethane 0.19
    n-hexanol 0.02
    2-methoxyethanol 1.76
    isobutyl acetate 0.04
    tetrachloromethane 0.01
    n-pentyl acetate 0.07
    transcutol 0.57
    n-heptanol 0.02
    ethylbenzene 0.01
    MIBK 0.04
    2-propoxyethanol 0.48
    tert-butanol 0.02
    MTBE 0.01
    2-butoxyethanol 0.3
    propionic acid 0.36
    o-xylene 0.01
    formic acid 3.4
    diethyl ether 0.04
    m-xylene 0.01
    p-xylene 0.02
    chlorobenzene 0.03
    dimethyl carbonate 0.3
    n-octane 0.0
    formamide 4.92
    cyclopentanone 1.64
    2-pentanone 0.16
    anisole 0.07
    cyclopentyl methyl ether 0.07
    gamma-butyrolactone 3.14
    1-methoxy-2-propanol 0.39
    pyridine 0.84
    3-pentanone 0.17
    furfural 4.49
    n-dodecane 0.0
    diethylene glycol 0.65
    diisopropyl ether 0.0
    tert-amyl alcohol 0.02
    acetylacetone 0.3
    n-hexadecane 0.0
    acetophenone 0.21
    methyl propionate 0.29
    isopentyl acetate 0.08
    trichloroethylene 0.44
    n-nonanol 0.02
    cyclohexanol 0.03
    benzyl alcohol 0.09
    2-ethylhexanol 0.01
    isooctanol 0.01
    dipropyl ether 0.04
    1,2-dichlorobenzene 0.04
    ethyl lactate 0.25
    propylene carbonate 0.95
    n-methylformamide 2.47
    2-pentanol 0.01
    n-pentane 0.0
    1-propoxy-2-propanol 0.21
    1-methoxy-2-propyl acetate 0.22
    2-(2-methoxypropoxy) propanol 0.53
    mesitylene 0.0
    ε-caprolactone 0.7
    p-cymene 0.01
    epichlorohydrin 1.84
    1,1,1-trichloroethane 0.04
    2-aminoethanol 0.32
    morpholine-4-carbaldehyde 3.64
    sulfolane 5.44
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.23
    n-hexyl acetate 0.06
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.44
    sec-butyl acetate 0.04
    tert-butyl acetate 0.04
    decalin 0.0
    glycerin 0.72
    diglyme 1.21
    acrylic acid 0.66
    isopropyl myristate 0.02
    n-butyric acid 0.24
    acetyl acetate 0.13
    di(2-ethylhexyl) phthalate 0.09
    ethyl propionate 0.17
    nitromethane 4.19
    1,2-diethoxyethane 0.1
    benzonitrile 0.21
    trioctyl phosphate 0.04
    1-bromopropane 0.05
    gamma-valerolactone 4.34
    n-decanol 0.02
    triethyl phosphate 0.16
    4-methyl-2-pentanol 0.01
    propionitrile 0.35
    vinylene carbonate 1.01
    1,1,2-trichlorotrifluoroethane 1.93
    DMS 0.14
    cumene 0.01
    2-octanol 0.01
    2-hexanone 0.16
    octyl acetate 0.04
    limonene 0.01
    1,2-dimethoxyethane 1.37
    ethyl orthosilicate 0.09
    tributyl phosphate 0.07
    diacetone alcohol 0.13
    N,N-dimethylaniline 0.05
    acrylonitrile 0.78
    aniline 0.05
    1,3-propanediol 0.37
    bromobenzene 0.02
    dibromomethane 0.13
    1,1,2,2-tetrachloroethane 0.25
    2-methyl-cyclohexyl acetate 0.1
    tetrabutyl urea 0.18
    diisobutyl methanol 0.01
    2-phenylethanol 0.07
    styrene 0.01
    dioctyl adipate 0.09
    dimethyl sulfate 0.97
    ethyl butyrate 0.18
    methyl lactate 0.48
    butyl lactate 0.15
    diethyl carbonate 0.19
    propanediol butyl ether 0.21
    triethyl orthoformate 0.14
    p-tert-butyltoluene 0.01
    methyl 4-tert-butylbenzoate 0.19
    morpholine 0.56
    tert-butylamine 0.01
    n-dodecanol 0.01
    dimethoxymethane 0.67
    ethylene carbonate 0.59
    cyrene 1.25
    2-ethoxyethyl acetate 0.18
    2-ethylhexyl acetate 0.07
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.31
    dibutyl ether 0.03
    2,6-dimethyl-4-heptanol 0.01
    DEF 0.46
    dimethyl isosorbide 1.21
    tetrachloroethylene 0.15
    eugenol 0.31
    triacetin 0.18
    span 80 0.15
    1,4-butanediol 0.11
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.02
    methyl formate 2.19
    2-methyl-1-butanol 0.04
    n-decane 0.0
    butyronitrile 0.23
    3,7-dimethyl-1-octanol 0.01
    1-chlorooctane 0.01
    1-chlorotetradecane 0.0
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.09
    tetrahydropyran 0.12
    tert-amyl methyl ether 0.02
    2,5,8-trioxanonane 0.96
    1-hexene 0.01
    2-isopropoxyethanol 0.15
    2,2,2-trifluoroethanol 0.66
    methyl butyrate 0.33

    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