Methamidophos

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  • Identifiers

    CAS number
    10265-92-6

    Molecular formula
    C2H8NO2PS

    SMILES
    COP(=O)(N)SC

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Sulfurous 66.55%
    Onion 42.08%
    Meaty 41.17%
    Savory 37.67%
    Roasted 37.46%
    Cheesy 36.79%
    Cooked 32.68%
    Garlic 32.32%
    Alliaceous 30.5%
    Odorless 30.0%

     

    Flavor
    Sulfurous 47.73%
    Sulfury 35.27%
    Onion 33.61%
    Garlic 30.92%
    Cabbage 29.95%
    Sulfur 27.99%
    Cooked 26.85%
    Odorless 26.44%
    Alliaceous 25.56%
    Meaty 25.13%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    -0.9

    pKa est.
    7.73 (neutral)

    Molecular weight
    141.13 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 112 °F (EPA, 1998)
    • 44.9 °C
    • MP: 20-25 °C /Technical/
    • Melting point: 39-41 °C.
    • 44 °C

    Boiling point

    • Decomposes (EPA, 1998)
    • Decomposes on heating without boiling

    Flash point

    • 90.5 ˚C est.

    Solubility expt.

    • Soluble in aliphatic chlorinated hydrocarbons, alcohols; slightly soluble in ether.
    • Solubility (g/l) at 20 °C in: isopropanol: >200; dichloromethane: >200; hexane: 0.1-1; toluene: 2-5
    • Readily sol in n-hexane, dichloromethane, 2-propanol, toluene
    • Miscible in water
    • Solubility in water: good

  • Synonyms

    • methamidophos
    • Metamidophos
    • 10265-92-6
    • Tamaron
    • MONITOR
    • Filitox
    • Hamidop
    • O,S-Dimethyl phosphoramidothioate
    • Pillaron
    • Tahmabon
    • Amidor
    • Patrole
    • Tamanox
    • Acephate-met
    • Phosphoramidothioic acid, O,S-dimethyl ester
    • Sniper
    • Ortho Monitor
    • Chevron 9006
    • Chevron ortho 9006
    • Metamidofos estrella
    • Bayer 5546
    • Ortho 9006
    • Monitor (insecticide)
    • CKB 1220
    • SRA 5172
    • Methamidophos [ISO]
    • Nitofol
    • ENT 27,396
    • Methamidophos [ANSI:BSI:ISO]
    • RE 9006
    • BAYER 71628
    • CHEBI:38721
    • O,S-Dimethyl phosphoramidothiolate
    • [amino(methylsulfanyl)phosphoryl]oxymethane
    • NSC 190987
    • o,S-Dimethyl amidothiophosphate
    • DTXSID6024177
    • O,S-dimethylphosphoroamidothioate
    • Methyl phosphoramidothioate ((MeO)(MeS)P(O)(NH2))
    • 8Z083FM94W
    • Methyl phosphoramidothioate
    • METHAMIDOPHOS [MI]
    • METHAMIDOPHOS [HSDB]
    • Thiophosphorsaeure-O,S-dimethylesteramid
    • Phosphoramidothioic acid O,S-dimethyl ester
    • DTXCID504177
    • MTD
    • O,S-dimethyl phosphoroamidothioate
    • SRA-5172
    • BAY 71628
    • ENT-27396
    • NSC-190987
    • thiophosphoramidic acid O,S-dimethyl ester
    • Metamidophos (>90%)
    • Caswell No. 378A
    • Methamidophos, analytical standard
    • CAS-10265-92-6
    • HSDB 1593
    • EINECS 233-606-0
    • EPA Pesticide Chemical Code 101201
    • BRN 1098870
    • Acephatemet
    • Nuratron
    • Vetaron
    • UNII-8Z083FM94W
    • AI3-27396
    • CCRIS 9422
    • Acephate metabolite
    • Thiophosphorsaeure-O,S-dimethylesteramid [German]
    • (+/-)-Methamidophos
    • Spectrum_001799
    • SpecPlus_000390
    • Spectrum2_001863
    • Spectrum3_000815
    • Spectrum4_000655
    • Spectrum5_001940
    • MONITOR(INSECTICIDE)
    • Bayer 71 628
    • SCHEMBL23291
    • BSPBio_002309
    • KBioGR_001029
    • KBioSS_002292
    • SPECTRUM330023
    • DivK1c_006486
    • SPBio_001706
    • CHEMBL504888
    • O,SDimethyl phosphoramidothioate
    • KBio1_001430
    • KBio2_002290
    • KBio2_004858
    • KBio2_007426
    • KBio3_001809
    • O,S-Dimethyl amidothiophosphate #
    • Tox21_202250
    • Tox21_300740
    • BDBM50027341
    • CCG-39401
    • ENT 27396
    • ThiophosphorsaeureO,Sdimethylesteramid
    • O,S-DIMETHYL THIOPHOSPHORAMIDE
    • AKOS006228092
    • DB14972
    • ENT 27 396
    • [methoxy(methylsulfanyl)phosphoryl]amine
    • Methamidophos 100 microg/mL in Acetone
    • USEPA/OPP Pesticide Code: 101201
    • NCGC00094520-01
    • NCGC00094520-02
    • NCGC00094520-03
    • NCGC00094520-04
    • NCGC00094520-05
    • NCGC00094520-06
    • NCGC00094520-07
    • NCGC00094520-08
    • NCGC00254646-01
    • NCGC00259799-01
    • Methamidophos 1000 microg/mL in Toluene
    • Methamidophos 10 microg/mL in Acetonitrile
    • Phosphoramidothioic acid, O,Sdimethyl ester
    • NS00010000
    • Methamidophos 100 microg/mL in Ethyl acetate
    • O,S-Dimethyl ester of amidothiophosphoric acid
    • C18667
    • (RS)-(O,S-DIMETHYL PHOSPHORAMIDOTHIOATE)
    • Methamidophos, PESTANAL(R), analytical standard
    • O,S-DIMETHYL ESTER AMIDE OF AMIDOTHIOATE
    • PHOSPHORAMIDOTHIOIC ACID, O,S-DIMETHL ESTER
    • Q421055

  • Applications

    Methamidophos is primarily used as an active ingredient in agricultural insecticide products to control a range of pests on crops such as rice, vegetables, and fruit. It is formulated in products for field and greenhouse use, including emulsifiable concentrates, granules, or wettable powders, and applied as foliar sprays or soil treatments to protect crops and improve yields. It is commonly used in integrated pest management (IPM) programs to optimize efficacy while aiming to minimize environmental impact. Use and application rates are determined by local regulations and product labels due to the compound’s high toxicity and the need for strict safety controls.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 92.27
    methanol 301.83
    isopropanol 36.21
    water 910.67
    ethyl acetate 5.41
    n-propanol 49.1
    acetone 16.85
    n-butanol 34.16
    acetonitrile 8.55
    DMF 118.73
    toluene 2.82
    isobutanol 23.63
    1,4-dioxane 26.17
    methyl acetate 8.55
    THF 53.67
    2-butanone 10.33
    n-pentanol 20.12
    sec-butanol 24.8
    n-hexane 0.8
    ethylene glycol 138.57
    NMP 114.5
    cyclohexane 1.88
    DMSO 88.41
    n-butyl acetate 4.58
    n-octanol 10.63
    chloroform 8.89
    n-propyl acetate 4.48
    acetic acid 117.06
    dichloromethane 8.42
    cyclohexanone 20.55
    propylene glycol 88.26
    isopropyl acetate 4.78
    DMAc 83.49
    2-ethoxyethanol 100.85
    isopentanol 20.39
    n-heptane 1.7
    ethyl formate 17.97
    1,2-dichloroethane 4.67
    n-hexanol 15.61
    2-methoxyethanol 195.23
    isobutyl acetate 2.95
    tetrachloromethane 4.65
    n-pentyl acetate 8.87
    transcutol 65.13
    n-heptanol 19.01
    ethylbenzene 1.19
    MIBK 8.21
    2-propoxyethanol 58.47
    tert-butanol 33.0
    MTBE 9.53
    2-butoxyethanol 56.99
    propionic acid 36.06
    o-xylene 3.5
    formic acid 461.34
    diethyl ether 8.43
    m-xylene 2.8
    p-xylene 1.81
    chlorobenzene 2.81
    dimethyl carbonate 8.13
    n-octane 0.9
    formamide 347.57
    cyclopentanone 37.25
    2-pentanone 10.59
    anisole 5.72
    cyclopentyl methyl ether 16.46
    gamma-butyrolactone 41.63
    1-methoxy-2-propanol 89.09
    pyridine 12.35
    3-pentanone 6.18
    furfural 58.51
    n-dodecane 0.53
    diethylene glycol 89.23
    diisopropyl ether 2.87
    tert-amyl alcohol 27.18
    acetylacetone 10.54
    n-hexadecane 0.55
    acetophenone 7.68
    methyl propionate 8.27
    isopentyl acetate 4.44
    trichloroethylene 8.16
    n-nonanol 10.08
    cyclohexanol 20.03
    benzyl alcohol 13.49
    2-ethylhexanol 7.19
    isooctanol 12.84
    dipropyl ether 5.29
    1,2-dichlorobenzene 3.35
    ethyl lactate 11.28
    propylene carbonate 17.43
    n-methylformamide 107.47
    2-pentanol 15.14
    n-pentane 1.48
    1-propoxy-2-propanol 30.06
    1-methoxy-2-propyl acetate 9.97
    2-(2-methoxypropoxy) propanol 28.86
    mesitylene 2.42
    ε-caprolactone 18.52
    p-cymene 2.33
    epichlorohydrin 26.33
    1,1,1-trichloroethane 3.38
    2-aminoethanol 165.77
    morpholine-4-carbaldehyde 85.58
    sulfolane 62.54
    2,2,4-trimethylpentane 0.94
    2-methyltetrahydrofuran 22.19
    n-hexyl acetate 8.18
    isooctane 0.69
    2-(2-butoxyethoxy)ethanol 42.74
    sec-butyl acetate 2.86
    tert-butyl acetate 7.25
    decalin 0.68
    glycerin 190.12
    diglyme 66.11
    acrylic acid 45.91
    isopropyl myristate 3.1
    n-butyric acid 33.67
    acetyl acetate 4.18
    di(2-ethylhexyl) phthalate 7.66
    ethyl propionate 3.63
    nitromethane 69.83
    1,2-diethoxyethane 9.02
    benzonitrile 6.0
    trioctyl phosphate 5.77
    1-bromopropane 2.63
    gamma-valerolactone 63.99
    n-decanol 6.8
    triethyl phosphate 4.17
    4-methyl-2-pentanol 9.62
    propionitrile 6.26
    vinylene carbonate 15.91
    1,1,2-trichlorotrifluoroethane 55.28
    DMS 4.43
    cumene 1.47
    2-octanol 9.55
    2-hexanone 6.06
    octyl acetate 5.25
    limonene 3.76
    1,2-dimethoxyethane 52.53
    ethyl orthosilicate 4.45
    tributyl phosphate 4.49
    diacetone alcohol 24.33
    N,N-dimethylaniline 7.33
    acrylonitrile 9.96
    aniline 11.28
    1,3-propanediol 126.18
    bromobenzene 1.71
    dibromomethane 4.9
    1,1,2,2-tetrachloroethane 9.04
    2-methyl-cyclohexyl acetate 6.53
    tetrabutyl urea 7.73
    diisobutyl methanol 4.9
    2-phenylethanol 11.47
    styrene 1.34
    dioctyl adipate 5.71
    dimethyl sulfate 17.62
    ethyl butyrate 4.42
    methyl lactate 26.23
    butyl lactate 15.11
    diethyl carbonate 2.77
    propanediol butyl ether 42.98
    triethyl orthoformate 5.19
    p-tert-butyltoluene 2.7
    methyl 4-tert-butylbenzoate 19.72
    morpholine 44.71
    tert-butylamine 16.21
    n-dodecanol 4.63
    dimethoxymethane 48.98
    ethylene carbonate 11.52
    cyrene 40.81
    2-ethoxyethyl acetate 12.83
    2-ethylhexyl acetate 3.44
    1,2,4-trichlorobenzene 4.22
    4-methylpyridine 11.14
    dibutyl ether 3.32
    2,6-dimethyl-4-heptanol 4.9
    DEF 20.42
    dimethyl isosorbide 35.72
    tetrachloroethylene 10.6
    eugenol 26.04
    triacetin 11.63
    span 80 26.53
    1,4-butanediol 58.49
    1,1-dichloroethane 3.16
    2-methyl-1-pentanol 13.54
    methyl formate 59.65
    2-methyl-1-butanol 20.75
    n-decane 0.91
    butyronitrile 7.87
    3,7-dimethyl-1-octanol 6.94
    1-chlorooctane 2.37
    1-chlorotetradecane 1.08
    n-nonane 0.84
    undecane 0.66
    tert-butylcyclohexane 0.65
    cyclooctane 0.96
    cyclopentanol 34.39
    tetrahydropyran 14.11
    tert-amyl methyl ether 9.38
    2,5,8-trioxanonane 50.81
    1-hexene 1.63
    2-isopropoxyethanol 43.75
    2,2,2-trifluoroethanol 76.54
    methyl butyrate 6.4

    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