Indomethacin

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  • Identifiers

    CAS number
    53-86-1

    Molecular formula
    C19H16ClNO4

    SMILES
    CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)O

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Floral 47.45%
    Grape 45.22%
    Neroli 38.72%
    Sweet 36.3%
    Powdery 34.65%
    Odorless 34.49%
    Fruity 33.33%
    Musk 32.62%
    Animal 29.42%
    Honey 27.73%

     

    Flavor
    Bitter 80.77%
    Odorless 49.92%
    Mild 29.47%
    Bland 26.13%
    Very mild 21.12%
    Sweet-like 20.94%
    Orange flower 20.49%
    Nitrile 20.44%
    Orange blossom 19.77%
    Very strong 19.7%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    6.51 (neutral)

    Molecular weight
    357.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    596°C

    Melting point expt.

    • 311 or 323.6 °F (NTP, 1992)
    • 151 undefined
    • One form of polymorphic crystals melts at about 155 °C, the other at about 162 °C
    • MP: 160 °C
    • 158 °C

    Flash point

    • 262.37 ˚C est.

    Solubility expt.

    • 0.937 mg/L (at 25 °C)
    • In water, 0.937 mg/L at 25 °C
    • Soluble in ethanol, ether, acetone, castor oil; practically insoluble in water
    • 1 g in about 30 mL chloroform
    • 2.40e-03 g/L

  • Synonyms

    • indomethacin
    • 53-86-1
    • indometacin
    • Indocin
    • Indomethacine
    • Indometacine
    • Indocid
    • Reumacide
    • Indomethazine
    • Metindol
    • Artrinovo
    • Confortid
    • Idomethine
    • Indomecol
    • Indomethacinum
    • Metartril
    • Methazine
    • Artrivia
    • Dolovin
    • Imbrilon
    • Indacin
    • Indomed
    • Indomee
    • Indoptol
    • Infrocin
    • Metacen
    • Sadoreum
    • Amuno
    • Inacid
    • Tannex
    • Indo-rectolmin
    • Inteban sp
    • Artracin
    • Durametacin
    • Indoptic
    • Inflazon
    • Mikametan
    • Lausit
    • Mezolin
    • Mobilan
    • Indo-tablinen
    • Indo-Lemmon
    • Indometacinum
    • Indometacina
    • Indometacyna
    • Indometicina
    • Indocin Sr
    • Aconip
    • 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-
    • 2-(1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetic acid
    • Indmethacine
    • Dolcidium
    • Elmetacin
    • Indomethine
    • Indorektal
    • Tivorbex
    • Catlep
    • Indoxen
    • Vonum
    • Indo-phlogont
    • Chibro-amuno
    • Bonidon Gel
    • Dolcidium PL
    • Rheumacin LA
    • Osmosin
    • 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid
    • CCRIS 3502
    • HSDB 3101
    • Indometacine [INN-French]
    • Indometacinum [INN-Latin]
    • Indometacina [INN-Spanish]
    • FLAM
    • MFCD00057095
    • Inteban
    • 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid
    • 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
    • 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetic acid
    • NCI-C56144
    • UNII-XXE1CET956
    • EINECS 200-186-5
    • XXE1CET956
    • Indometacin [INN]
    • NSC-757061
    • 1-(p-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid
    • BRN 0497341
    • USAN
    • Indomethacin (Indocid, Indocin)
    • CHEBI:49662
    • CHEMBL6
    • NSC-77541
    • IMN
    • Indole-3-acetic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-
    • Indomethacin [USAN:USP]
    • alpha-(1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl)acetic acid
    • 2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1h-indol-3-yl}acetic acid
    • N-p-Chlorbenzoyl-5-methoxy-2-methylindole-3-acetic acid
    • MLS000069402
    • DTXSID9020740
    • (1-p-Chlorobenzoyl-5-methoxy-2-methylindol-3-yl)acetic acid
    • 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid
    • 1-(p-Chlorobenzoyl)-2-methoxy-3-methyl-1H-indole-3-acetic Acid
    • Indomet 140
    • EC 200-186-5
    • [1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid
    • 5-22-05-00239 (Beilstein Handbook Reference)
    • {1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid
    • NSC 757061
    • CAS-53-86-1
    • 1-p-Cloro-benzoil-5-metoxi-2-metilindol-3-acido acetico
    • NCGC00015562-18
    • Indomethancin
    • 1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid
    • Arthrexin
    • Bonidin
    • Bonidon
    • Indameth
    • Indomod
    • Miametan
    • SMR000058195
    • Indomo
    • Flexin continus
    • Hicin
    • Kwas 1-(p-chlorobenzoilo)-2-metylo-5-metoksy-3-indolilooctowy
    • Chrono-indicid
    • Chrono-indocid
    • Indometacyna [Polish]
    • Indometicina [Spanish]
    • 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetic acid

  • Applications

    Indomethacin, CAS 53-86-1, is a non-steroidal anti-inflammatory drug primarily used as an active pharmaceutical ingredient in prescription NSAID formulations. In industry, typical applications include: as the API in human oral NSAID medications, as the API in veterinary anti-inflammatory formulations for animals, as a reference analytical standard for quality control and quantification of NSAIDs in products and biological samples (e.g., HPLC/LC-MS), as a model compound in pharmaceutical and medicinal chemistry research related to anti-inflammatory agents, and explored in formulation development and drug-delivery studies (for example extended-release systems).

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 17.38
    methanol 13.87
    isopropanol 13.14
    water 0.0
    ethyl acetate 19.93
    n-propanol 15.41
    acetone 82.48
    n-butanol 9.69
    acetonitrile 12.44
    DMF 187.8
    toluene 1.81
    isobutanol 8.36
    1,4-dioxane 117.07
    methyl acetate 36.92
    THF 235.52
    2-butanone 101.71
    n-pentanol 8.41
    sec-butanol 11.83
    n-hexane 0.0
    ethylene glycol 3.31
    NMP 56.49
    cyclohexane 0.05
    DMSO 171.69
    n-butyl acetate 11.08
    n-octanol 4.21
    chloroform 24.73
    n-propyl acetate 15.43
    acetic acid 21.38
    dichloromethane 20.15
    cyclohexanone 98.31
    propylene glycol 6.52
    isopropyl acetate 7.95
    DMAc 277.26
    2-ethoxyethanol 60.39
    isopentanol 7.52
    n-heptane 0.0
    ethyl formate 18.88
    1,2-dichloroethane 11.03
    n-hexanol 3.4
    2-methoxyethanol 87.46
    isobutyl acetate 7.42
    tetrachloromethane 0.16
    n-pentyl acetate 10.39
    transcutol 56.19
    n-heptanol 4.2
    ethylbenzene 1.0
    MIBK 8.64
    2-propoxyethanol 41.31
    tert-butanol 9.92
    MTBE 4.54
    2-butoxyethanol 23.98
    propionic acid 11.96
    o-xylene 0.92
    formic acid 9.23
    diethyl ether 2.15
    m-xylene 0.55
    p-xylene 2.21
    chlorobenzene 5.04
    dimethyl carbonate 13.24
    n-octane 0.01
    formamide 23.01
    cyclopentanone 129.23
    2-pentanone 28.87
    anisole 13.1
    cyclopentyl methyl ether 8.15
    gamma-butyrolactone 81.55
    1-methoxy-2-propanol 48.37
    pyridine 61.71
    3-pentanone 16.52
    furfural 58.77
    n-dodecane 0.06
    diethylene glycol 31.86
    diisopropyl ether 0.23
    tert-amyl alcohol 9.69
    acetylacetone 37.06
    n-hexadecane 0.08
    acetophenone 19.57
    methyl propionate 23.19
    isopentyl acetate 9.64
    trichloroethylene 34.6
    n-nonanol 4.94
    cyclohexanol 8.7
    benzyl alcohol 21.17
    2-ethylhexanol 2.08
    isooctanol 3.63
    dipropyl ether 1.33
    1,2-dichlorobenzene 3.67
    ethyl lactate 10.89
    propylene carbonate 22.81
    n-methylformamide 45.86
    2-pentanol 2.61
    n-pentane 0.0
    1-propoxy-2-propanol 19.27
    1-methoxy-2-propyl acetate 16.76
    2-(2-methoxypropoxy) propanol 24.43
    mesitylene 0.25
    ε-caprolactone 54.93
    p-cymene 0.61
    epichlorohydrin 113.9
    1,1,1-trichloroethane 3.74
    2-aminoethanol 8.7
    morpholine-4-carbaldehyde 110.17
    sulfolane 74.13
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 42.18
    n-hexyl acetate 11.46
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 31.9
    sec-butyl acetate 6.84
    tert-butyl acetate 6.48
    decalin 0.04
    glycerin 14.1
    diglyme 60.2
    acrylic acid 10.63
    isopropyl myristate 5.12
    n-butyric acid 18.29
    acetyl acetate 7.43
    di(2-ethylhexyl) phthalate 7.86
    ethyl propionate 11.44
    nitromethane 71.95
    1,2-diethoxyethane 18.78
    benzonitrile 16.24
    trioctyl phosphate 5.16
    1-bromopropane 2.25
    gamma-valerolactone 208.51
    n-decanol 3.76
    triethyl phosphate 4.9
    4-methyl-2-pentanol 1.57
    propionitrile 13.25
    vinylene carbonate 23.81
    1,1,2-trichlorotrifluoroethane 43.29
    DMS 12.55
    cumene 0.6
    2-octanol 2.99
    2-hexanone 28.41
    octyl acetate 7.53
    limonene 0.73
    1,2-dimethoxyethane 113.94
    ethyl orthosilicate 4.25
    tributyl phosphate 6.12
    diacetone alcohol 19.09
    N,N-dimethylaniline 5.62
    acrylonitrile 23.47
    aniline 9.84
    1,3-propanediol 24.68
    bromobenzene 3.31
    dibromomethane 6.14
    1,1,2,2-tetrachloroethane 26.36
    2-methyl-cyclohexyl acetate 7.47
    tetrabutyl urea 14.06
    diisobutyl methanol 1.17
    2-phenylethanol 12.61
    styrene 1.78
    dioctyl adipate 9.95
    dimethyl sulfate 22.36
    ethyl butyrate 7.72
    methyl lactate 18.07
    butyl lactate 12.98
    diethyl carbonate 5.6
    propanediol butyl ether 20.2
    triethyl orthoformate 6.78
    p-tert-butyltoluene 0.51
    methyl 4-tert-butylbenzoate 12.4
    morpholine 136.82
    tert-butylamine 1.41
    n-dodecanol 2.71
    dimethoxymethane 72.65
    ethylene carbonate 20.91
    cyrene 29.07
    2-ethoxyethyl acetate 21.63
    2-ethylhexyl acetate 6.66
    1,2,4-trichlorobenzene 6.52
    4-methylpyridine 39.04
    dibutyl ether 4.4
    2,6-dimethyl-4-heptanol 1.17
    DEF 37.57
    dimethyl isosorbide 29.62
    tetrachloroethylene 7.97
    eugenol 18.34
    triacetin 13.88
    span 80 16.04
    1,4-butanediol 10.39
    1,1-dichloroethane 7.49
    2-methyl-1-pentanol 7.47
    methyl formate 34.68
    2-methyl-1-butanol 7.82
    n-decane 0.07
    butyronitrile 12.14
    3,7-dimethyl-1-octanol 3.57
    1-chlorooctane 0.98
    1-chlorotetradecane 0.51
    n-nonane 0.04
    undecane 0.07
    tert-butylcyclohexane 0.03
    cyclooctane 0.0
    cyclopentanol 15.41
    tetrahydropyran 47.99
    tert-amyl methyl ether 3.56
    2,5,8-trioxanonane 41.48
    1-hexene 0.11
    2-isopropoxyethanol 29.09
    2,2,2-trifluoroethanol 6.95
    methyl butyrate 22.13

    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