Nabumetone

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  • Identifiers

    CAS number
    42924-53-8

    Molecular formula
    C15H16O2

    SMILES
    CC(=O)CCC1=CC2=C(C=C1)C=C(C=C2)OC

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Floral 88.74%
    Fruity 81.02%
    Sweet 69.51%
    Berry 49.7%
    Powdery 48.76%
    Raspberry 46.65%
    Balsamic 39.24%
    Cherry 36.2%
    Woody 35.89%
    Honey 35.7%

     

    Flavor
    Sweet 79.73%
    Floral 65.61%
    Fruity 51.13%
    Balsam 50.31%
    Spicy 42.94%
    Powdery 42.4%
    Rose 37.0%
    Cherry 36.01%
    Anise 35.98%
    Raspberry 35.86%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.1

    pKa est.
    8.55 (weak base)

    Molecular weight
    228.29 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    398°C

    Melting point expt.

    • 78-82

    Flash point

    • 168.37 ˚C est.

    Solubility expt.

    • Practically insoluble
    • 1.93e-03 g/L

  • Synonyms

    • nabumetone
    • 42924-53-8
    • Relafen
    • 4-(6-methoxynaphthalen-2-yl)butan-2-one
    • Arthaxan
    • Nabumetona
    • Relifen
    • Relifex
    • 4-(6-Methoxy-2-naphthyl)-2-butanone
    • Consolan
    • Balmox
    • Listran
    • nabumeton
    • Dolsinal
    • Flambate
    • Unimetone
    • Prodac
    • Nabumetonum
    • Nabumetonum [INN-Latin]
    • BRL-14777
    • Nabuser
    • 4-(2-Methoxynaphthalen-6-yl)butan-2-one
    • 4-(6-Methoxy-2-naphthalenyl)-2-butanone
    • BRL 14777
    • 2-Butanone, 4-(6-methoxy-2-naphthalenyl)-
    • UNII-LW0TIW155Z
    • LW0TIW155Z
    • NSC-758623
    • BRN 2103472
    • CCRIS 8108
    • CHEBI:7443
    • MLS000069541
    • DTXSID4045472
    • BRL14777
    • Mebutan
    • MFCD00079518
    • Relif
    • SMR000058835
    • DTXCID2025472
    • NSC 758623
    • Nabumetone [USAN:USP:INN:BAN:JAN]
    • NCGC00016853-01
    • CAS-42924-53-8
    • Nabumetonum (INN-Latin)
    • NABUMETONE (MART.)
    • NABUMETONE [MART.]
    • NABUMETONE (USP-RS)
    • NABUMETONE [USP-RS]
    • NABUMETONE (EP MONOGRAPH)
    • NABUMETONE (USP IMPURITY)
    • NABUMETONE [EP MONOGRAPH]
    • NABUMETONE [USP IMPURITY]
    • NABUMETONE (USP MONOGRAPH)
    • NABUMETONE [USP MONOGRAPH]
    • Nabumetone (USAN:USP:INN:BAN:JAN)
    • SR-01000759138
    • Nabumentone
    • 4-(6-Methoxy-2-naphthalenyl)-2-butanone;1-(2'-Methoxynaphth-6'-yl)butan-3-one
    • Nabumatone Form II
    • Relafen (TN)
    • Nabumetone 500 mg
    • Nabumetone 750 mg
    • Nabumetone (Standard)
    • RELAFEN DS
    • Nabumetone 1000 mg
    • Spectrum_001486
    • NABUMETONE [MI]
    • Opera_ID_765
    • NABUMETONE [INN]
    • NABUMETONE [JAN]
    • Prestwick0_000909
    • Prestwick1_000909
    • Prestwick2_000909
    • Prestwick3_000909
    • Spectrum2_001969
    • Spectrum4_000174
    • Spectrum5_001286
    • NABUMETONE [USAN]
    • NABUMETONE [VANDF]
    • cid_4409
    • SCHEMBL2256
    • CHEMBL1070
    • NABUMETONE [WHO-DD]
    • BSPBio_000758
    • KBioGR_000687
    • KBioSS_001966
    • MLS001076325
    • BIDD:GT0104
    • DivK1c_000850
    • SPECTRUM1503650
    • SPBio_002097
    • SPBio_002957
    • Nabumetone, analytical standard
    • BPBio1_000834
    • GTPL7245
    • Nabumetone (JP17/USP/INN)
    • Nabumetone - Bio-X trade mark
    • NABUMETONE [ORANGE BOOK]
    • BDBM40128
    • HMS502K12
    • HY-B0559R
    • KBio1_000850
    • KBio2_001966
    • KBio2_004534
    • KBio2_007102
    • M01AX01
    • NINDS_000850
    • HMS1570F20
    • HMS1922G10
    • HMS2090D13
    • HMS2093I05
    • HMS2097F20
    • HMS2230H12
    • HMS3259I16
    • HMS3652M04
    • HMS3714F20
    • HMS3885A22
    • Pharmakon1600-01503650
    • BCP12152
    • HY-B0559
    • Tox21_110647
    • CCG-39507
    • NSC758623
    • s4051
    • AKOS009529199
    • Tox21_110647_1
    • 4-(6-methoxy-2-naphthyl)butan-2-one
    • DB00461

  • Applications

    Nabumetone (CAS 42924-53-8) is primarily used as an active pharmaceutical ingredient in oral analgesic/anti-inflammatory formulations, where it serves as a prodrug that is converted in vivo to its active metabolite to inhibit COX enzymes for relief of pain and inflammation (e.g., osteoarthritis, rheumatoid arthritis). In pharmaceutical research and development, nabumetone is evaluated as a non-acid NSAID prodrug with gastric tolerability advantages and is involved in formulation optimization and pharmacokinetic assessments. It is also used as an analytical reference/quality-control material in manufacturing workflows and in medicinal chemistry investigations of NSAID-related structures. Its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 302.26
    methanol 338.65
    isopropanol 166.73
    water 0.19
    ethyl acetate 455.31
    n-propanol 220.22
    acetone 207.21
    n-butanol 149.05
    acetonitrile 363.63
    DMF 163.13
    toluene 80.62
    isobutanol 95.22
    1,4-dioxane 1253.45
    methyl acetate 476.22
    THF 582.67
    2-butanone 311.49
    n-pentanol 119.16
    sec-butanol 124.18
    n-hexane 3.74
    ethylene glycol 85.79
    NMP 54.42
    cyclohexane 6.65
    DMSO 406.91
    n-butyl acetate 169.88
    n-octanol 24.86
    chloroform 956.41
    n-propyl acetate 217.63
    acetic acid 174.98
    dichloromethane 1012.8
    cyclohexanone 206.38
    propylene glycol 142.11
    isopropyl acetate 160.82
    DMAc 283.59
    2-ethoxyethanol 475.3
    isopentanol 91.52
    n-heptane 3.04
    ethyl formate 142.43
    1,2-dichloroethane 634.05
    n-hexanol 80.84
    2-methoxyethanol 550.75
    isobutyl acetate 127.68
    tetrachloromethane 38.7
    n-pentyl acetate 62.63
    transcutol 1215.76
    n-heptanol 27.93
    ethylbenzene 62.64
    MIBK 86.17
    2-propoxyethanol 296.15
    tert-butanol 167.96
    MTBE 159.93
    2-butoxyethanol 105.84
    propionic acid 163.98
    o-xylene 44.74
    formic acid 71.88
    diethyl ether 328.57
    m-xylene 38.72
    p-xylene 69.61
    chlorobenzene 129.21
    dimethyl carbonate 117.92
    n-octane 2.43
    formamide 175.77
    cyclopentanone 174.03
    2-pentanone 153.28
    anisole 264.75
    cyclopentyl methyl ether 126.33
    gamma-butyrolactone 251.59
    1-methoxy-2-propanol 305.45
    pyridine 404.89
    3-pentanone 151.92
    furfural 290.84
    n-dodecane 2.64
    diethylene glycol 267.53
    diisopropyl ether 40.69
    tert-amyl alcohol 104.62
    acetylacetone 242.0
    n-hexadecane 3.13
    acetophenone 170.21
    methyl propionate 254.78
    isopentyl acetate 140.97
    trichloroethylene 943.25
    n-nonanol 27.05
    cyclohexanol 74.57
    benzyl alcohol 155.11
    2-ethylhexanol 46.39
    isooctanol 25.43
    dipropyl ether 91.4
    1,2-dichlorobenzene 114.42
    ethyl lactate 83.77
    propylene carbonate 133.76
    n-methylformamide 149.64
    2-pentanol 66.58
    n-pentane 1.8
    1-propoxy-2-propanol 149.56
    1-methoxy-2-propyl acetate 216.0
    2-(2-methoxypropoxy) propanol 147.89
    mesitylene 23.07
    ε-caprolactone 210.23
    p-cymene 27.97
    epichlorohydrin 667.71
    1,1,1-trichloroethane 280.14
    2-aminoethanol 173.91
    morpholine-4-carbaldehyde 342.29
    sulfolane 182.43
    2,2,4-trimethylpentane 3.16
    2-methyltetrahydrofuran 284.01
    n-hexyl acetate 87.27
    isooctane 2.27
    2-(2-butoxyethoxy)ethanol 226.01
    sec-butyl acetate 146.02
    tert-butyl acetate 146.28
    decalin 8.16
    glycerin 168.85
    diglyme 495.35
    acrylic acid 127.83
    isopropyl myristate 40.24
    n-butyric acid 165.91
    acetyl acetate 217.01
    di(2-ethylhexyl) phthalate 40.72
    ethyl propionate 190.95
    nitromethane 436.89
    1,2-diethoxyethane 401.4
    benzonitrile 137.26
    trioctyl phosphate 22.3
    1-bromopropane 214.6
    gamma-valerolactone 389.96
    n-decanol 22.04
    triethyl phosphate 69.75
    4-methyl-2-pentanol 34.45
    propionitrile 234.48
    vinylene carbonate 154.8
    1,1,2-trichlorotrifluoroethane 324.58
    DMS 169.86
    cumene 40.16
    2-octanol 17.65
    2-hexanone 165.27
    octyl acetate 48.41
    limonene 31.02
    1,2-dimethoxyethane 705.86
    ethyl orthosilicate 66.69
    tributyl phosphate 40.25
    diacetone alcohol 143.67
    N,N-dimethylaniline 105.07
    acrylonitrile 274.83
    aniline 139.51
    1,3-propanediol 246.92
    bromobenzene 131.91
    dibromomethane 488.03
    1,1,2,2-tetrachloroethane 671.59
    2-methyl-cyclohexyl acetate 96.15
    tetrabutyl urea 46.3
    diisobutyl methanol 30.1
    2-phenylethanol 113.53
    styrene 87.2
    dioctyl adipate 72.12
    dimethyl sulfate 126.84
    ethyl butyrate 137.69
    methyl lactate 88.78
    butyl lactate 57.33
    diethyl carbonate 118.1
    propanediol butyl ether 93.42
    triethyl orthoformate 97.27
    p-tert-butyltoluene 25.26
    methyl 4-tert-butylbenzoate 92.62
    morpholine 1003.31
    tert-butylamine 64.46
    n-dodecanol 19.0
    dimethoxymethane 346.1
    ethylene carbonate 137.01
    cyrene 110.01
    2-ethoxyethyl acetate 176.89
    2-ethylhexyl acetate 110.45
    1,2,4-trichlorobenzene 154.91
    4-methylpyridine 245.79
    dibutyl ether 79.66
    2,6-dimethyl-4-heptanol 30.1
    DEF 163.91
    dimethyl isosorbide 227.86
    tetrachloroethylene 347.3
    eugenol 103.57
    triacetin 147.23
    span 80 84.37
    1,4-butanediol 94.87
    1,1-dichloroethane 394.54
    2-methyl-1-pentanol 94.15
    methyl formate 118.42
    2-methyl-1-butanol 87.96
    n-decane 4.28
    butyronitrile 151.53
    3,7-dimethyl-1-octanol 37.19
    1-chlorooctane 23.37
    1-chlorotetradecane 10.79
    n-nonane 3.64
    undecane 3.22
    tert-butylcyclohexane 8.41
    cyclooctane 2.11
    cyclopentanol 64.62
    tetrahydropyran 474.59
    tert-amyl methyl ether 98.31
    2,5,8-trioxanonane 341.14
    1-hexene 39.06
    2-isopropoxyethanol 279.38
    2,2,2-trifluoroethanol 64.67
    methyl butyrate 210.82

    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