Metaxalone

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  • Identifiers

    CAS number
    1665-48-1

    Molecular formula
    C12H15NO3

    SMILES
    CC1=CC(=CC(=C1)OCC2CNC(=O)O2)C

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 34.04%
    Animal 27.3%
    Sweet 26.81%
    Floral 26.71%
    Spicy 22.59%
    Powdery 20.15%
    Dry 18.57%
    Phenolic 18.48%
    Woody 17.99%
    Vanilla 17.96%

     

    Flavor
    Bitter 66.31%
    Bland 23.09%
    Parsley 21.11%
    Lovage 20.81%
    Cedarleaf 20.78%
    Sweet-like 20.52%
    Odorless 20.34%
    Ethyl benzoate 20.33%
    Ripe apricot 20.14%
    Eugenol 19.99%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.46 (neutral)

    Molecular weight
    221.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 122 °C

    Boiling point

    • BP: 223 °C at 1.5 mm Hg

    Flash point

    • 165.84 ˚C est.

    Solubility expt.

    • Freely soluble in chloroform; soluble in methanol and 95% ethanol; practically insoluble in ether
    • Practically insoluble in water
    • 1.28e+00 g/L

  • Synonyms

    • METAXALONE
    • 1665-48-1
    • Skelaxin
    • Zorane
    • Methaxalonum
    • Metaxalon
    • Methoxolone
    • 5-((3,5-Dimethylphenoxy)methyl)oxazolidin-2-one
    • Metazolone
    • Metazalone
    • 2-Oxazolidinone, 5-[(3,5-dimethylphenoxy)methyl]-
    • AHR-438
    • Metaxalona
    • Metaxalonum [Latin]
    • Metassalone [DCIT]
    • AHR 438
    • Metaxalonum [INN-Latin]
    • Metassalone
    • Metaxalona [INN-Spanish]
    • Metaxalonum
    • Flexura
    • 5-[(3,5-Dimethylphenoxy)methyl]-1,3-oxazolidin-2-one
    • NSC 170959
    • 5-(3,5-Xyloloxymethyl)oxazolidin-2-one
    • CL 39,148
    • 5-[(3,5-Xylyloxy)methyl]-2-oxazolidinone
    • 2-Oxazolidinone, 5-((3,5-xylyloxy)methyl)-
    • HSDB 3236
    • 5-((3,5-Dimethylphenoxy)methyl)-2-oxazolidinone
    • 5-((3,5-Xylyloxy)methyl)-2-oxazolidinone
    • EINECS 216-777-6
    • UNII-1NMA9J598Y
    • MFCD00867700
    • NSC-170959
    • BRN 0884592
    • 1NMA9J598Y
    • 5-[(3,5-dimethylphenoxy)methyl]oxazolidin-2-one
    • DTXSID3023269
    • 2-Oxazolidinone, 5-((3,5-dimethylphenoxy)methyl)-
    • Metaxolone
    • NSC170959
    • 5-(3,5-dimethylphenoxymethyl)-1,3-oxazolidin-2-one
    • MLS003106749
    • CHEBI:6797
    • DTXCID103269
    • Metaxalonum (Latin)
    • NCGC00095116-01
    • Metaxalonum (INN-Latin)
    • Metaxalona (INN-Spanish)
    • 2-Oxazolidinone, 5-[(3,5-xylyloxy)methyl]-
    • 5-(3,5-dimethylphenoxymethyl)-2-oxazolidinone
    • METAXALONE (MART.)
    • METAXALONE [MART.]
    • METAXALONE (USP-RS)
    • METAXALONE [USP-RS]
    • 5-[(3,5-Dimethylphenoxy)methyl]-2-oxazolidinone
    • Metaxalona [Spanish]
    • METAXALONE (USP MONOGRAPH)
    • METAXALONE [USP MONOGRAPH]
    • CAS-1665-48-1
    • Metaxalone [USAN:INN:BAN]
    • SR-05000001978
    • 5-((3,5-Dimethylphenoxy)methyl)-1,3-oxazolidin-2-one
    • metaxalone tablet
    • .meta.Xalone
    • .meta.Zalone
    • .meta.Zolone
    • .meta.Xalon
    • Skelaxin (TN)
    • Metaxalone (Standard)
    • Spectrum_001741
    • METAXALONE [MI]
    • SpecPlus_000656
    • Metaxalone (USP/INN)
    • METAXALONE [INN]
    • Spectrum2_000548
    • Spectrum3_001666
    • Spectrum4_000612
    • Spectrum5_001685
    • METAXALONE [HSDB]
    • METAXALONE [USAN]
    • METAXALONE [VANDF]
    • METAXALONE [WHO-DD]
    • Oprea1_438855
    • SCHEMBL34908
    • BSPBio_003451
    • KBioGR_001164
    • KBioSS_002221
    • DivK1c_006752
    • SPECTRUM1504229
    • Metaxalone;AHR-438;Skelaxin
    • SPBio_000595
    • GTPL7609
    • CHEMBL1079604
    • METAXALONE [ORANGE BOOK]
    • Metaxalone, >=98% (HPLC)
    • HY-B0678R
    • KBio1_001696
    • KBio2_002221
    • KBio2_004789
    • KBio2_007357
    • KBio3_002671
    • HMS1922H07
    • HMS2093C22
    • Pharmakon1600-01504229
    • BCP28377
    • HY-B0678
    • Tox21_111428
    • WLN: T5MVOTJ D1OR C1 E1
    • 2-Oxazolidinone,5-xylyloxy)methyl]-
    • CCG-39592
    • NSC758703
    • s3730
    • STL450994
    • STL451511
    • AKOS009035315
    • Tox21_111428_1
    • DB00660
    • FD25129
    • FS-3218
    • NSC-758703
    • NCGC00095116-02
    • NCGC00095116-03
    • NCGC00095116-05
    • SMR001821638
    • SY052772
    • SBI-0052859.P002
    • 2-Oxazolidinone,5-dimethylphenoxy)methyl]-

  • Applications

    Metaxalone (CAS 1665-48-1) is used primarily as an active pharmaceutical ingredient in prescription muscle-relaxant formulations to relieve acute musculoskeletal pain and muscle spasm. It is manufactured for oral administration in tablets or capsules and is typically formulated within combination products or standard muscle-relaxant tablets in the pharmaceutical industry, under regulatory controls. Beyond direct therapeutic use, it may be considered in research and development for formulation optimization and process development within drug manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 141.64
    methanol 203.79
    isopropanol 91.38
    water 2.29
    ethyl acetate 71.77
    n-propanol 94.4
    acetone 194.81
    n-butanol 85.35
    acetonitrile 85.21
    DMF 294.91
    toluene 13.83
    isobutanol 71.13
    1,4-dioxane 104.83
    methyl acetate 86.65
    THF 199.05
    2-butanone 100.77
    n-pentanol 71.62
    sec-butanol 73.14
    n-hexane 1.74
    ethylene glycol 67.88
    NMP 178.84
    cyclohexane 1.05
    DMSO 416.23
    n-butyl acetate 55.64
    n-octanol 25.16
    chloroform 240.51
    n-propyl acetate 54.33
    acetic acid 268.89
    dichloromethane 218.81
    cyclohexanone 100.05
    propylene glycol 91.28
    isopropyl acetate 50.56
    DMAc 353.58
    2-ethoxyethanol 153.71
    isopentanol 80.85
    n-heptane 1.13
    ethyl formate 57.02
    1,2-dichloroethane 115.5
    n-hexanol 52.98
    2-methoxyethanol 235.06
    isobutyl acetate 46.03
    tetrachloromethane 13.31
    n-pentyl acetate 32.19
    transcutol 315.21
    n-heptanol 24.62
    ethylbenzene 11.6
    MIBK 60.73
    2-propoxyethanol 127.01
    tert-butanol 121.99
    MTBE 65.52
    2-butoxyethanol 67.13
    propionic acid 101.38
    o-xylene 14.36
    formic acid 170.77
    diethyl ether 51.44
    m-xylene 17.1
    p-xylene 17.31
    chlorobenzene 41.0
    dimethyl carbonate 54.17
    n-octane 0.78
    formamide 182.2
    cyclopentanone 141.47
    2-pentanone 75.91
    anisole 48.94
    cyclopentyl methyl ether 62.77
    gamma-butyrolactone 162.38
    1-methoxy-2-propanol 160.79
    pyridine 63.43
    3-pentanone 57.03
    furfural 150.53
    n-dodecane 1.13
    diethylene glycol 145.7
    diisopropyl ether 14.14
    tert-amyl alcohol 86.79
    acetylacetone 109.5
    n-hexadecane 1.28
    acetophenone 58.01
    methyl propionate 69.65
    isopentyl acetate 56.81
    trichloroethylene 251.67
    n-nonanol 23.04
    cyclohexanol 46.73
    benzyl alcohol 56.4
    2-ethylhexanol 28.33
    isooctanol 21.95
    dipropyl ether 21.54
    1,2-dichlorobenzene 46.91
    ethyl lactate 50.66
    propylene carbonate 99.33
    n-methylformamide 120.37
    2-pentanol 48.36
    n-pentane 1.23
    1-propoxy-2-propanol 75.73
    1-methoxy-2-propyl acetate 80.5
    2-(2-methoxypropoxy) propanol 84.18
    mesitylene 11.02
    ε-caprolactone 95.08
    p-cymene 12.1
    epichlorohydrin 210.27
    1,1,1-trichloroethane 80.31
    2-aminoethanol 103.31
    morpholine-4-carbaldehyde 168.07
    sulfolane 209.27
    2,2,4-trimethylpentane 2.24
    2-methyltetrahydrofuran 95.21
    n-hexyl acetate 49.94
    isooctane 1.66
    2-(2-butoxyethoxy)ethanol 103.71
    sec-butyl acetate 39.71
    tert-butyl acetate 62.42
    decalin 2.11
    glycerin 145.39
    diglyme 168.6
    acrylic acid 109.2
    isopropyl myristate 21.38
    n-butyric acid 112.57
    acetyl acetate 65.18
    di(2-ethylhexyl) phthalate 32.03
    ethyl propionate 46.41
    nitromethane 303.04
    1,2-diethoxyethane 66.17
    benzonitrile 53.69
    trioctyl phosphate 21.12
    1-bromopropane 45.89
    gamma-valerolactone 166.43
    n-decanol 17.48
    triethyl phosphate 31.99
    4-methyl-2-pentanol 34.87
    propionitrile 53.75
    vinylene carbonate 95.7
    1,1,2-trichlorotrifluoroethane 202.9
    DMS 61.09
    cumene 11.76
    2-octanol 17.15
    2-hexanone 58.87
    octyl acetate 28.42
    limonene 15.12
    1,2-dimethoxyethane 166.12
    ethyl orthosilicate 29.72
    tributyl phosphate 28.7
    diacetone alcohol 94.72
    N,N-dimethylaniline 37.99
    acrylonitrile 74.39
    aniline 41.33
    1,3-propanediol 125.1
    bromobenzene 35.04
    dibromomethane 113.19
    1,1,2,2-tetrachloroethane 191.6
    2-methyl-cyclohexyl acetate 43.66
    tetrabutyl urea 37.01
    diisobutyl methanol 17.8
    2-phenylethanol 53.06
    styrene 13.38
    dioctyl adipate 37.49
    dimethyl sulfate 110.42
    ethyl butyrate 40.72
    methyl lactate 70.6
    butyl lactate 43.1
    diethyl carbonate 36.43
    propanediol butyl ether 73.4
    triethyl orthoformate 35.37
    p-tert-butyltoluene 11.56
    methyl 4-tert-butylbenzoate 60.19
    morpholine 133.38
    tert-butylamine 50.58
    n-dodecanol 13.64
    dimethoxymethane 139.91
    ethylene carbonate 76.1
    cyrene 88.87
    2-ethoxyethyl acetate 59.72
    2-ethylhexyl acetate 41.78
    1,2,4-trichlorobenzene 60.11
    4-methylpyridine 68.64
    dibutyl ether 21.3
    2,6-dimethyl-4-heptanol 17.8
    DEF 80.3
    dimethyl isosorbide 113.35
    tetrachloroethylene 94.66
    eugenol 63.61
    triacetin 69.81
    span 80 60.07
    1,4-butanediol 70.15
    1,1-dichloroethane 106.19
    2-methyl-1-pentanol 65.35
    methyl formate 96.46
    2-methyl-1-butanol 72.53
    n-decane 1.68
    butyronitrile 58.31
    3,7-dimethyl-1-octanol 29.6
    1-chlorooctane 11.28
    1-chlorotetradecane 5.02
    n-nonane 1.36
    undecane 1.33
    tert-butylcyclohexane 2.41
    cyclooctane 0.53
    cyclopentanol 55.51
    tetrahydropyran 61.36
    tert-amyl methyl ether 49.5
    2,5,8-trioxanonane 125.95
    1-hexene 10.58
    2-isopropoxyethanol 102.97
    2,2,2-trifluoroethanol 117.49
    methyl butyrate 60.13

    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