Ampiroxicam

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  • Identifiers

    CAS number
    99464-64-9

    Molecular formula
    C20H21N3O7S

    SMILES
    CCOC(=O)OC(C)OC1=C(N(S(=O)(=O)C2=CC=CC=C21)C)C(=O)NC3=CC=CC=N3

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 64.78%
    Grape 28.25%
    Fruity 23.6%
    Cooked 21.47%
    Roasted 19.06%
    Bitter 16.46%
    Green 16.43%
    Savory 16.28%
    Citrus 15.37%
    Fresh 14.71%

     

    Flavor
    Bitter 87.33%
    Odorless 31.5%
    Bland 22.88%
    Very mild 20.06%
    Sweet-like 18.47%
    Nitrile 18.39%
    Heather 18.3%
    Cedarleaf 18.2%
    Broom 18.17%
    Orange flower 17.93%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    4.23 (weak acid)

    Molecular weight
    447.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    1018°C

    Flash point

    • 247.08 ˚C est.

  • Synonyms

    • ampiroxicam
    • 99464-64-9
    • Flucam
    • CP 65703
    • Ampiroxicamum
    • CP-65703
    • Ampiroxicamum [Latin]
    • 0PV32JZB1J
    • Ampiroxicam [INN:BAN:JAN]
    • NSC-759807
    • Flucam (TN)
    • BRN 5184713
    • DTXSID6046474
    • CHEBI:31210
    • AMPIROXICAM [MI]
    • AMPIROXICAM [INN]
    • AMPIROXICAM [JAN]
    • ethyl 1-{[2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2h-1,2-benzothiazin-4-yl]oxy}ethyl carbonate
    • AMPIROXICAM [MART.]
    • AMPIROXICAM [WHO-DD]
    • CP-65,703
    • Carbonic acid, ethyl 1-((2-methyl-3-((2-pyridinylamino)carbonyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl ester, S,S-dioxide
    • DTXCID4026474
    • NSC 759807
    • Ampiroxicamum (Latin)
    • NCGC00164605-01
    • AMPIROXICAM (MART.)
    • (+-)-4-(1-Hydroxyethoxy)-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide ethyl carbonate (ester), 1,1-dioxide
    • ethyl (1-((2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2H-benzo[e][1,2]thiazin-4-yl)oxy)ethyl) carbonate
    • Nacyl
    • (+/-)-4-(1-HYDROXYETHOXY)-2-METHYL-N-2-PYRIDYL-2H-1,2-BENZOTHIAZINE-3-CARBOXAMIDE ETHYL CARBONATE (ESTER), 1,1-DIOXIDE
    • carbonic acid ethyl 1-({2-methyl-3-[(2-pyridinylamino)carbonyl]-2H-1,2-benzothiazin-4-yl}oxy)ethyl ester S,S-dioxide
    • CAS-99464-64-9
    • UNII-0PV32JZB1J
    • carbonic acid ethyl 1-((2-methyl-3-((2-pyridinylamino)carbonyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl ester S,S-dioxide
    • Carbonic acid ethyl 1-[[2-methyl-1,1-dioxido-3-[(2-pyridinylamino)carbonyl]-2H-1,2-benzothiazin-4-yl]oxy]ethyl ester;CP 65703;Flucam
    • Ethyl (1RS)-1-((2-methyl-1,1-dioxido-3-((pyridin-2-ylamino)carbonyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl carbonate
    • Ethyl (1RS)-1-({2-methyl-1,1-dioxido-3-[(pyridin-2-ylamino)carbonyl]-2H-1,2-benzothiazin-4-yl}oxy)ethyl carbonate
    • ethyl 1-((2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl carbonate
    • Ampiroxicam (Standard)
    • Ampiroxicam (JP18/INN)
    • SCHEMBL49363
    • MLS001424306
    • Ampiroxicam - Bio-X trade mark
    • CHEMBL1566249
    • SCHEMBL21357883
    • Ampiroxicam, >=98% (HPLC)
    • HMS2052J03
    • HMS2090I13
    • HMS2232L11
    • HMS3372K07
    • HMS3394J03
    • HMS3652M15
    • HMS3715N12
    • HMS3885A18
    • Pharmakon1600-01504830
    • BCP13545
    • Tox21_112227
    • HY-17484R
    • NSC759807
    • s4011
    • AKOS015900478
    • Tox21_112227_1
    • CCG-101155
    • CCG-213956
    • FA17891
    • NC00405
    • NCGC00164605-02
    • AC-18891
    • AC-32693
    • AS-56304
    • BA164172
    • ethyl 1-[[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)-1lambda6,2-benzothiazin-4-yl]oxy]ethyl carbonate
    • HY-17484
    • SMR000469285
    • DB-057785
    • NS00123293
    • SW219542-1
    • C77384
    • D01397
    • AB00698363-05
    • AB00698363_06
    • AB00698363_07
    • SR-01000763537
    • Q3614672
    • SR-01000763537-3
    • BRD-A39172021-001-06-1
    • BRD-A39172021-001-09-5
    • BRD-A39172021-001-10-3
    • BRD-A39172021-001-11-1
    • BRD-A39172021-001-13-7
    • methyl 3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]oct-3-ene-4-carboxylate
    • 807-877-6
    • ETHYL 1-([2-METHYL-1,1-DIOXIDO-3-[(2-PYRIDINYLAMINO)CARBONYL]-2H-1,2-BENZOTHIAZIN-4-YL]OXY)ETHYL CARBONATE
    • ethyl 1-[[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)-1$l^{6,2-benzothiazin-4-yl]oxy]ethyl carbonate

  • Applications

    Ampiroxicam is used in pharmaceutical applications as an active pharmaceutical ingredient (API) in nonsteroidal anti-inflammatory drug (NSAID) formulations, providing analgesic and anti-inflammatory effects. It is also used in pharmaceutical research and development for structure-activity relationship (SAR) studies and pharmacology/toxicology investigations of oxicam COX inhibitors. In analytical laboratories, it serves as a reference standard and, where permitted, a calibrant for method development (e.g., HPLC) and quality control. The compound may be used as an intermediate or starting material in the synthesis of related oxicam NSAIDs, supporting medicinal chemistry programs. In academic and industrial settings, ampiroxicam is evaluated under appropriate regulatory controls for formulation development and pharmacological research.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 5.27
    methanol 9.97
    isopropanol 2.4
    water 0.14
    ethyl acetate 13.83
    n-propanol 4.44
    acetone 25.78
    n-butanol 3.3
    acetonitrile 21.05
    DMF 51.86
    toluene 2.36
    isobutanol 2.38
    1,4-dioxane 21.72
    methyl acetate 18.69
    THF 28.83
    2-butanone 25.22
    n-pentanol 2.72
    sec-butanol 3.01
    n-hexane 0.04
    ethylene glycol 2.02
    NMP 106.15
    cyclohexane 0.15
    DMSO 50.57
    n-butyl acetate 5.87
    n-octanol 0.78
    chloroform 20.6
    n-propyl acetate 7.64
    acetic acid 20.87
    dichloromethane 28.58
    cyclohexanone 41.17
    propylene glycol 1.87
    isopropyl acetate 4.79
    DMAc 106.06
    2-ethoxyethanol 13.72
    isopentanol 2.26
    n-heptane 0.05
    ethyl formate 13.85
    1,2-dichloroethane 17.95
    n-hexanol 1.19
    2-methoxyethanol 20.76
    isobutyl acetate 2.62
    tetrachloromethane 1.21
    n-pentyl acetate 4.17
    transcutol 8.14
    n-heptanol 1.19
    ethylbenzene 0.95
    MIBK 4.29
    2-propoxyethanol 11.43
    tert-butanol 1.58
    MTBE 0.97
    2-butoxyethanol 6.98
    propionic acid 10.94
    o-xylene 1.38
    formic acid 18.58
    diethyl ether 2.97
    m-xylene 0.9
    p-xylene 1.67
    chlorobenzene 6.35
    dimethyl carbonate 13.96
    n-octane 0.04
    formamide 32.01
    cyclopentanone 48.62
    2-pentanone 12.34
    anisole 3.48
    cyclopentyl methyl ether 4.21
    gamma-butyrolactone 57.41
    1-methoxy-2-propanol 9.46
    pyridine 33.57
    3-pentanone 12.47
    furfural 49.5
    n-dodecane 0.05
    diethylene glycol 10.67
    diisopropyl ether 0.35
    tert-amyl alcohol 2.06
    acetylacetone 19.49
    n-hexadecane 0.06
    acetophenone 9.31
    methyl propionate 17.04
    isopentyl acetate 4.06
    trichloroethylene 40.64
    n-nonanol 0.91
    cyclohexanol 3.27
    benzyl alcohol 7.2
    2-ethylhexanol 0.91
    isooctanol 0.95
    dipropyl ether 1.52
    1,2-dichlorobenzene 5.67
    ethyl lactate 6.4
    propylene carbonate 20.66
    n-methylformamide 26.22
    2-pentanol 1.24
    n-pentane 0.06
    1-propoxy-2-propanol 5.85
    1-methoxy-2-propyl acetate 8.49
    2-(2-methoxypropoxy) propanol 7.66
    mesitylene 0.46
    ε-caprolactone 28.06
    p-cymene 0.77
    epichlorohydrin 46.55
    1,1,1-trichloroethane 6.34
    2-aminoethanol 3.88
    morpholine-4-carbaldehyde 54.85
    sulfolane 68.21
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 12.44
    n-hexyl acetate 3.02
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 7.39
    sec-butyl acetate 3.3
    tert-butyl acetate 3.05
    decalin 0.07
    glycerin 5.51
    diglyme 14.89
    acrylic acid 14.55
    isopropyl myristate 1.53
    n-butyric acid 10.12
    acetyl acetate 10.55
    di(2-ethylhexyl) phthalate 4.1
    ethyl propionate 7.33
    nitromethane 59.37
    1,2-diethoxyethane 4.54
    benzonitrile 12.73
    trioctyl phosphate 2.24
    1-bromopropane 4.05
    gamma-valerolactone 69.97
    n-decanol 0.76
    triethyl phosphate 4.6
    4-methyl-2-pentanol 0.6
    propionitrile 12.86
    vinylene carbonate 22.4
    1,1,2-trichlorotrifluoroethane 32.82
    DMS 7.51
    cumene 0.56
    2-octanol 0.65
    2-hexanone 7.83
    octyl acetate 2.42
    limonene 0.9
    1,2-dimethoxyethane 21.49
    ethyl orthosilicate 3.35
    tributyl phosphate 2.71
    diacetone alcohol 6.62
    N,N-dimethylaniline 2.46
    acrylonitrile 22.48
    aniline 6.49
    1,3-propanediol 6.16
    bromobenzene 4.86
    dibromomethane 12.56
    1,1,2,2-tetrachloroethane 23.23
    2-methyl-cyclohexyl acetate 4.58
    tetrabutyl urea 5.41
    diisobutyl methanol 0.48
    2-phenylethanol 5.21
    styrene 1.47
    dioctyl adipate 4.08
    dimethyl sulfate 24.73
    ethyl butyrate 6.18
    methyl lactate 11.36
    butyl lactate 4.35
    diethyl carbonate 5.73
    propanediol butyl ether 3.7
    triethyl orthoformate 4.5
    p-tert-butyltoluene 0.52
    methyl 4-tert-butylbenzoate 7.16
    morpholine 22.79
    tert-butylamine 0.49
    n-dodecanol 0.59
    dimethoxymethane 20.45
    ethylene carbonate 18.77
    cyrene 17.89
    2-ethoxyethyl acetate 8.41
    2-ethylhexyl acetate 3.48
    1,2,4-trichlorobenzene 9.03
    4-methylpyridine 20.78
    dibutyl ether 1.0
    2,6-dimethyl-4-heptanol 0.48
    DEF 21.74
    dimethyl isosorbide 15.16
    tetrachloroethylene 13.74
    eugenol 8.65
    triacetin 6.96
    span 80 5.11
    1,4-butanediol 3.5
    1,1-dichloroethane 8.35
    2-methyl-1-pentanol 2.35
    methyl formate 23.27
    2-methyl-1-butanol 2.72
    n-decane 0.07
    butyronitrile 10.19
    3,7-dimethyl-1-octanol 0.75
    1-chlorooctane 0.44
    1-chlorotetradecane 0.25
    n-nonane 0.05
    undecane 0.06
    tert-butylcyclohexane 0.04
    cyclooctane 0.04
    cyclopentanol 5.79
    tetrahydropyran 9.17
    tert-amyl methyl ether 1.36
    2,5,8-trioxanonane 13.36
    1-hexene 0.36
    2-isopropoxyethanol 6.91
    2,2,2-trifluoroethanol 13.44
    methyl butyrate 10.31

    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