Metsulfuron-methyl

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  • Identifiers

    CAS number
    74223-64-6

    Molecular formula
    C14H15N5O6S

    SMILES
    CC1=NC(=NC(=N1)OC)NC(=O)NS(=O)(=O)C2=CC=CC=C2C(=O)OC

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 67.44%
    Grape 26.76%
    Cooked 26.6%
    Fruity 24.05%
    Savory 23.86%
    Roasted 23.06%
    Meaty 20.3%
    Bitter 17.53%
    Milky 16.48%
    Sulfurous 15.82%

     

    Flavor
    Bitter 82.01%
    Odorless 38.39%
    Bland 25.92%
    Very mild 19.66%
    Mild 18.85%
    Nitrile 18.84%
    Taco 18.41%
    Bread crust 18.21%
    Sweet-like 18.18%
    Roasted peanuts 18.16%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    4.39 (weak acid)

    Molecular weight
    381.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1496°C

    Melting point expt.

    • 163 °C

    Flash point

    • 226.0 ˚C est.

    Solubility expt.

    • Solubility (mg/L at 25 °C): hexane 5.84X10-1, ethyl acetate 1.11X10+4, methanol 7.63X10+3, acetone 3.7X10+4, dichloromethane 1.32X10+5, toluene 1.24X10+3.
    • In water, 9.50X10+3 mg/L at 25 °C

  • Synonyms

    • METSULFURON-METHYL
    • 74223-64-6
    • Metsulfuron methyl
    • Escort
    • Gropper
    • ALLY
    • Granstar
    • Allie
    • Metsulfuron methyl ester
    • Escort (pesticide)
    • methyl 2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate
    • ALLY 20DF
    • HCHA 92HA
    • DPD 63760H
    • DPX 6376
    • DTXSID6023864
    • T 6376
    • N-((4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl)-2-methoxycarbonylbenzenesulfonamide
    • DTXCID303864
    • Benzoic acid, 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)-, methyl ester
    • 2589ET7417
    • CHEBI:39678
    • DPX-T6376
    • Methyl 2-(((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino)carbonyl)amino)sulfonyl)benzoate
    • METHYL 2-[({[(4-METHOXY-6-METHYL-1,3,5-TRIAZIN-2-YL)AMINO]CARBONYL}AMINO)SULFONYL]BENZOATE
    • N-[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide
    • methyl 2-((4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl)benzoate
    • RefChem:158410
    • methyl 2-((((4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl)amino)sulfonyl)benzoate
    • 616-063-8
    • MetsulfuronMethyl
    • MFCD00128061
    • methyl 2-{[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]sulfamoyl}benzoate
    • Brush-off
    • Caswell No. 419H
    • 1MM
    • HSDB 6849
    • Metsulfuron methyl ester [ANSI]
    • DPX-T 6376
    • EPA Pesticide Chemical Code 122010
    • BRN 0587472
    • Metsulfuron-methyl [ISO:BSI]
    • Metsulphuron methyl
    • UNII-2589ET7417
    • Metsulfuron-methyl solution
    • Methyl 2-(3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)ureidosulfonyl)benzoate
    • Methyl 2-(3-(4-methoxy-6-methyl-1,3,5-triazin-2-yl)ureidosulphonyl)benzoate
    • N-((2-Methylcarbonyl)phenyl)sulfonyl-N'-(6-methoxy-4-methyl-2-triazinyl)urea
    • Oprea1_737469
    • SCHEMBL21583
    • CBDivE_002527
    • 2-(((((4-Methoxy-6-methyl-1,3,5-triazin-2yl)amino)carbonyl)amino)sulfonyl)benzoic acid methyl ester
    • 5-26-09-00406 (Beilstein Handbook Reference)
    • Metsulfuron-methyl (Standard)
    • orb1306427
    • METSULFURON-METHYL [MI]
    • CHEMBL1229749
    • METSULFURON-METHYL [ISO]
    • SCHEMBL27969384
    • SCHEMBL29378591
    • SCHEMBL29433235
    • HY-B1869R
    • METSULFURON-METHYL [HSDB]
    • HY-B1869
    • MSK22285
    • Tox21_200856
    • STL454095
    • AKOS003625225
    • AE F075736
    • FM37506
    • Metsulfuron-methyl, analytical standard
    • Methyl 2-(N-((4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl)sulfamoyl)benzoate
    • NCGC00168323-01
    • NCGC00168323-02
    • NCGC00258410-01
    • AC-18012
    • AS-12802
    • CAS-74223-64-6
    • DB-055852
    • CS-0013936
    • NS00010090
    • G12333
    • 223M646
    • Q4803950
    • Metsulfuron-methyl, PESTANAL(R), analytical standard
    • methyl 2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonylbenzoate
    • Methyl-2[[[[(4-methoxy-6-Methyl-1.3.5triazin-2-yl)-amino]carbonyl]amino]sulfonyl]benzoate
    • 2-(((((4-METHOXY-6-METHYL-1,3,5-TRIAZIN-2-YL)AMINO)CARBONYL)AMINO)SULFONYL)BENZOIC ACID METHYL ESTER
    • 2-[[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]benzoic acid, methyl ester
    • N-[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2- methoxycarbonylbenzenesulfonamide
    • 74223-64-6

  • Applications

    Metsulfuron-methyl, a sulfonylurea herbicide, is used primarily in agriculture for selective post-emergence control of broadleaf weeds in cereals and other row crops to reduce weed competition and improve yields. It is also applied in pasture and forage systems to manage weed pressure. In turf and landscape management, it provides selective control of broadleaf weeds on lawns, golf courses, and other maintained greens. In horticulture and nursery settings, metsulfuron-methyl is considered for weed control in ornamentals and container-grown plants, often as part of integrated weed management programs or in tank-mixed formulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.48
    methanol 0.88
    isopropanol 0.11
    water 0.03
    ethyl acetate 0.58
    n-propanol 0.34
    acetone 0.68
    n-butanol 0.22
    acetonitrile 0.82
    DMF 4.47
    toluene 0.06
    isobutanol 0.14
    1,4-dioxane 0.7
    methyl acetate 0.88
    THF 2.27
    2-butanone 1.5
    n-pentanol 0.12
    sec-butanol 0.2
    n-hexane 0.01
    ethylene glycol 0.33
    NMP 27.96
    cyclohexane 0.01
    DMSO 14.45
    n-butyl acetate 0.58
    n-octanol 0.06
    chloroform 0.53
    n-propyl acetate 0.5
    acetic acid 1.26
    dichloromethane 0.94
    cyclohexanone 2.21
    propylene glycol 0.41
    isopropyl acetate 0.19
    DMAc 15.61
    2-ethoxyethanol 1.29
    isopentanol 0.14
    n-heptane 0.0
    ethyl formate 1.29
    1,2-dichloroethane 0.55
    n-hexanol 0.08
    2-methoxyethanol 3.62
    isobutyl acetate 0.16
    tetrachloromethane 0.04
    n-pentyl acetate 0.24
    transcutol 1.07
    n-heptanol 0.08
    ethylbenzene 0.05
    MIBK 0.21
    2-propoxyethanol 1.57
    tert-butanol 0.07
    MTBE 0.05
    2-butoxyethanol 0.78
    propionic acid 0.83
    o-xylene 0.05
    formic acid 3.34
    diethyl ether 0.12
    m-xylene 0.04
    p-xylene 0.08
    chlorobenzene 0.14
    dimethyl carbonate 0.91
    n-octane 0.0
    formamide 6.03
    cyclopentanone 4.42
    2-pentanone 0.63
    anisole 0.24
    cyclopentyl methyl ether 0.28
    gamma-butyrolactone 7.12
    1-methoxy-2-propanol 1.27
    pyridine 1.78
    3-pentanone 0.67
    furfural 8.74
    n-dodecane 0.0
    diethylene glycol 2.03
    diisopropyl ether 0.01
    tert-amyl alcohol 0.14
    acetylacetone 1.02
    n-hexadecane 0.0
    acetophenone 0.68
    methyl propionate 1.09
    isopentyl acetate 0.37
    trichloroethylene 1.44
    n-nonanol 0.06
    cyclohexanol 0.16
    benzyl alcohol 0.36
    2-ethylhexanol 0.07
    isooctanol 0.06
    dipropyl ether 0.14
    1,2-dichlorobenzene 0.2
    ethyl lactate 0.83
    propylene carbonate 2.48
    n-methylformamide 3.25
    2-pentanol 0.07
    n-pentane 0.0
    1-propoxy-2-propanol 0.81
    1-methoxy-2-propyl acetate 0.92
    2-(2-methoxypropoxy) propanol 1.23
    mesitylene 0.02
    ε-caprolactone 2.53
    p-cymene 0.05
    epichlorohydrin 4.56
    1,1,1-trichloroethane 0.16
    2-aminoethanol 0.58
    morpholine-4-carbaldehyde 7.8
    sulfolane 15.43
    2,2,4-trimethylpentane 0.0
    2-methyltetrahydrofuran 0.74
    n-hexyl acetate 0.2
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 0.99
    sec-butyl acetate 0.2
    tert-butyl acetate 0.18
    decalin 0.0
    glycerin 1.66
    diglyme 2.25
    acrylic acid 1.27
    isopropyl myristate 0.09
    n-butyric acid 0.83
    acetyl acetate 0.36
    di(2-ethylhexyl) phthalate 0.34
    ethyl propionate 0.64
    nitromethane 4.87
    1,2-diethoxyethane 0.25
    benzonitrile 0.63
    trioctyl phosphate 0.18
    1-bromopropane 0.19
    gamma-valerolactone 9.7
    n-decanol 0.05
    triethyl phosphate 0.62
    4-methyl-2-pentanol 0.04
    propionitrile 0.69
    vinylene carbonate 2.5
    1,1,2-trichlorotrifluoroethane 4.87
    DMS 0.54
    cumene 0.03
    2-octanol 0.04
    2-hexanone 0.57
    octyl acetate 0.15
    limonene 0.05
    1,2-dimethoxyethane 2.45
    ethyl orthosilicate 0.39
    tributyl phosphate 0.26
    diacetone alcohol 0.65
    N,N-dimethylaniline 0.19
    acrylonitrile 1.43
    aniline 0.23
    1,3-propanediol 0.89
    bromobenzene 0.11
    dibromomethane 0.42
    1,1,2,2-tetrachloroethane 0.9
    2-methyl-cyclohexyl acetate 0.44
    tetrabutyl urea 0.54
    diisobutyl methanol 0.04
    2-phenylethanol 0.31
    styrene 0.06
    dioctyl adipate 0.31
    dimethyl sulfate 3.46
    ethyl butyrate 0.67
    methyl lactate 1.72
    butyl lactate 0.51
    diethyl carbonate 0.61
    propanediol butyl ether 0.5
    triethyl orthoformate 0.5
    p-tert-butyltoluene 0.03
    methyl 4-tert-butylbenzoate 0.71
    morpholine 1.25
    tert-butylamine 0.02
    n-dodecanol 0.04
    dimethoxymethane 1.6
    ethylene carbonate 1.54
    cyrene 3.47
    2-ethoxyethyl acetate 0.54
    2-ethylhexyl acetate 0.32
    1,2,4-trichlorobenzene 0.36
    4-methylpyridine 1.01
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.04
    DEF 1.74
    dimethyl isosorbide 3.16
    tetrachloroethylene 0.47
    eugenol 1.01
    triacetin 0.55
    span 80 0.56
    1,4-butanediol 0.26
    1,1-dichloroethane 0.18
    2-methyl-1-pentanol 0.12
    methyl formate 2.45
    2-methyl-1-butanol 0.19
    n-decane 0.0
    butyronitrile 0.52
    3,7-dimethyl-1-octanol 0.05
    1-chlorooctane 0.02
    1-chlorotetradecane 0.01
    n-nonane 0.0
    undecane 0.0
    tert-butylcyclohexane 0.0
    cyclooctane 0.0
    cyclopentanol 0.34
    tetrahydropyran 0.34
    tert-amyl methyl ether 0.1
    2,5,8-trioxanonane 1.98
    1-hexene 0.03
    2-isopropoxyethanol 0.45
    2,2,2-trifluoroethanol 1.18
    methyl butyrate 1.05

    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