Fluprednisolone

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  • Identifiers

    CAS number
    53-34-9

    Molecular formula
    C21H27FO5

    SMILES
    C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)C[C@@H](C4=CC(=O)C=C[C@]34C)F)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 45.79%
    Woody 37.91%
    Spicy 26.59%
    Sweet 26.04%
    Mint 22.0%
    Cooling 20.28%
    Burnt 18.14%
    Caramellic 18.02%
    Balsamic 17.45%
    Camphoreous 17.08%

     

    Flavor
    Bitter 88.99%
    Odorless 23.37%
    Sweet-like 22.52%
    Cedarleaf 20.84%
    Bland 20.7%
    Lovage 19.22%
    Fenugreek 19.18%
    Leaves 19.17%
    Nitrile 19.02%
    Basil 18.84%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    5.5 (weak acid)

    Molecular weight
    378.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    608°C

    Melting point expt.

    • 208-213 °C
    • Crystals. MP: 235-238 °C /21-Acetate/

    Flash point

    • 254.72 ˚C est.

    Solubility expt.

    • SPARINGLY SOL IN ALC, METHANOL, ETHYL ACETATE. SLIGHTLY SOL IN CHLOROFORM, ETHER, ETHYLENE DICHLORIDE. VERY SLIGHTLY SOL IN BENZENE.

  • Synonyms

    • fluprednisolone
    • 53-34-9
    • Alphadrol
    • Etadrol
    • Isopredon
    • Vladicort
    • 6alpha-Fluoroprednisolone
    • Fluprednisolonum
    • Prednisolone, 6alpha-fluoro-
    • fluprednisolona
    • F. I. 6150
    • HSDB 3335
    • EINECS 200-170-8
    • 6alpha-Fluoro-1-dehydrohydrocortisone
    • NSC 47439
    • NSC-47439
    • Fluprednisolonum [INN-Latin]
    • U 7800
    • U-7800
    • FI 6150
    • Pregna-1,4-diene-3,20-dione, 6-fluoro-11,17,21-trihydroxy-, (6alpha,11beta)-
    • Corticosterone, 1-dehydro-6alpha-fluoro-
    • DTXSID5046067
    • UNII-9H05937G3X
    • 6|A-Fluoroprednisolone
    • 9H05937G3X
    • 6alpha-Fluoro-11beta,17,21-trihydroxypregna-1,4-diene-3,20-dione
    • (6S,8S,9S,10R,11S,13S,14S,17R)-6-fluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
    • DTXCID3026067
    • CHEBI:34474
    • 6a-Fluprednisolone
    • 6alpha-Fluoro-1,4-pregnadiene-11beta,17alpha,21-triol-3,20-dione
    • NSC47439
    • Pregna-1,4-diene-3,20-dione, 6alpha-fluoro-11beta,17,21-trihydroxy-
    • NCGC00182067-02
    • B 673
    • Fluprednisolonum (INN-Latin)
    • FLUPREDNISOLONE (MART.)
    • FLUPREDNISOLONE [MART.]
    • 6alpha-Fluprednisolone
    • 6-Fluoroprednisolone
    • 6alpha-Fluoro-11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione
    • CAS-53-34-9
    • 6.alpha.-Fluoroprednisolone
    • 6-|A-Fluoroprednisolone
    • 6-alpha-Fluoroprednisolone
    • Prednisolone, 6.alpha.-fluoro-
    • Pregna-1,4-diene-3,20-dione, 6-fluoro-11,17,21-trihydroxy-, (6.alpha.,11.beta.)-
    • Alphadrol (TN)
    • NCGC00159474-02
    • Fluprednisolone [USAN:INN:BAN:NF]
    • Corticosterone, 1-dehydro-6.alpha.-fluoro-
    • FLUPREDNISOLONE [MI]
    • Fluprednisolone (USAN/INN)
    • SCHEMBL24232
    • 6- alpha -Fluoroprednisolone
    • FLUPREDNISOLONE [INN]
    • FLUPREDNISOLONE [HSDB]
    • FLUPREDNISOLONE [USAN]
    • CHEMBL1200774
    • FLUPREDNISOLONE [WHO-DD]
    • 6-alpha-Fluoroprednisolone 100 microg/mL in Acetonitrile
    • MYYIMZRZXIQBGI-HVIRSNARSA-N
    • Tox21_111698
    • Tox21_113143
    • FLUPREDNISOLONE [ORANGE BOOK]
    • AKOS040759634
    • Tox21_111698_1
    • DB09378
    • FF36696
    • NCGC00159474-03
    • DA-73407
    • TS-09934
    • HY-107935
    • CS-0030934
    • D04227
    • EN300-19651649
    • Q732234
    • 6-alpha-Fluoroprednisolone, VETRANAL(TM), analytical standard
    • Pregna-1,20-dione, 6.alpha.-fluoro-11.beta.,17,21-trihydroxy-
    • 6.alpha.-Fluoro-11.beta.,21-trihydroxypregna-1,4-diene-3,20-dione
    • Pregna-1,20-dione, 6-fluoro-11,17,21-trihydroxy-, (6.alpha.,11.beta.)-
    • (1R,3aS,3bS,5S,9aR,9bS,10S,11aS)-5-fluoro-1,10-dihydroxy-1-(2-hydroxyacetyl)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-one
    • 200-170-8

  • Applications

    Fluprednisolone (CAS 53-34-9) is a synthetic glucocorticoid with anti-inflammatory and immunosuppressive activity. In the pharmaceutical industry, it is used as an active pharmaceutical ingredient for topical corticosteroid products and, where appropriate, in systemic or ophthalmic formulations under medical supervision. In veterinary medicine, it may be used in products with indications related to inflammation and allergy. In research and development, Fluprednisolone is commonly used as a reference compound and as a starting material or intermediate in the synthesis of related corticosteroids. Its use is subject to local regulations and formulation limits, and it is typically tightly controlled in pharmaceutical manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 34.24
    methanol 116.67
    isopropanol 11.13
    water 0.48
    ethyl acetate 8.04
    n-propanol 16.78
    acetone 34.91
    n-butanol 8.43
    acetonitrile 15.44
    DMF 89.89
    toluene 3.04
    isobutanol 5.28
    1,4-dioxane 38.02
    methyl acetate 8.39
    THF 105.05
    2-butanone 12.63
    n-pentanol 3.43
    sec-butanol 2.93
    n-hexane 0.15
    ethylene glycol 22.11
    NMP 31.87
    cyclohexane 0.39
    DMSO 178.85
    n-butyl acetate 4.04
    n-octanol 1.89
    chloroform 14.14
    n-propyl acetate 3.82
    acetic acid 39.24
    dichloromethane 13.03
    cyclohexanone 19.15
    propylene glycol 10.37
    isopropyl acetate 5.36
    DMAc 40.1
    2-ethoxyethanol 30.03
    isopentanol 4.89
    n-heptane 0.15
    ethyl formate 9.24
    1,2-dichloroethane 7.54
    n-hexanol 4.9
    2-methoxyethanol 104.66
    isobutyl acetate 1.99
    tetrachloromethane 2.09
    n-pentyl acetate 4.11
    transcutol 26.87
    n-heptanol 3.63
    ethylbenzene 1.31
    MIBK 6.38
    2-propoxyethanol 36.0
    tert-butanol 6.58
    MTBE 1.74
    2-butoxyethanol 16.6
    propionic acid 8.48
    o-xylene 1.82
    formic acid 60.99
    diethyl ether 6.06
    m-xylene 2.26
    p-xylene 1.52
    chlorobenzene 2.49
    dimethyl carbonate 12.71
    n-octane 0.1
    formamide 84.1
    cyclopentanone 37.83
    2-pentanone 11.06
    anisole 4.7
    cyclopentyl methyl ether 9.27
    gamma-butyrolactone 33.55
    1-methoxy-2-propanol 49.78
    pyridine 18.46
    3-pentanone 6.8
    furfural 29.09
    n-dodecane 0.05
    diethylene glycol 54.5
    diisopropyl ether 1.07
    tert-amyl alcohol 2.2
    acetylacetone 21.19
    n-hexadecane 0.06
    acetophenone 6.27
    methyl propionate 9.72
    isopentyl acetate 3.53
    trichloroethylene 15.17
    n-nonanol 2.17
    cyclohexanol 3.94
    benzyl alcohol 6.78
    2-ethylhexanol 1.79
    isooctanol 2.53
    dipropyl ether 2.84
    1,2-dichlorobenzene 2.47
    ethyl lactate 5.72
    propylene carbonate 9.76
    n-methylformamide 60.79
    2-pentanol 2.57
    n-pentane 0.23
    1-propoxy-2-propanol 13.8
    1-methoxy-2-propyl acetate 11.22
    2-(2-methoxypropoxy) propanol 11.01
    mesitylene 1.27
    ε-caprolactone 12.66
    p-cymene 0.95
    epichlorohydrin 40.47
    1,1,1-trichloroethane 3.56
    2-aminoethanol 31.37
    morpholine-4-carbaldehyde 52.79
    sulfolane 47.38
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 11.0
    n-hexyl acetate 4.06
    isooctane 0.08
    2-(2-butoxyethoxy)ethanol 15.89
    sec-butyl acetate 2.19
    tert-butyl acetate 5.7
    decalin 0.16
    glycerin 33.08
    diglyme 31.93
    acrylic acid 13.21
    isopropyl myristate 1.44
    n-butyric acid 11.11
    acetyl acetate 8.55
    di(2-ethylhexyl) phthalate 3.16
    ethyl propionate 4.24
    nitromethane 71.16
    1,2-diethoxyethane 6.24
    benzonitrile 5.27
    trioctyl phosphate 2.19
    1-bromopropane 2.45
    gamma-valerolactone 65.41
    n-decanol 1.26
    triethyl phosphate 2.7
    4-methyl-2-pentanol 2.09
    propionitrile 8.05
    vinylene carbonate 11.7
    1,1,2-trichlorotrifluoroethane 34.81
    DMS 6.05
    cumene 0.86
    2-octanol 1.45
    2-hexanone 4.67
    octyl acetate 2.15
    limonene 1.18
    1,2-dimethoxyethane 37.53
    ethyl orthosilicate 2.34
    tributyl phosphate 1.92
    diacetone alcohol 12.98
    N,N-dimethylaniline 3.26
    acrylonitrile 15.12
    aniline 5.92
    1,3-propanediol 36.91
    bromobenzene 2.0
    dibromomethane 6.45
    1,1,2,2-tetrachloroethane 9.71
    2-methyl-cyclohexyl acetate 3.5
    tetrabutyl urea 3.49
    diisobutyl methanol 1.25
    2-phenylethanol 7.68
    styrene 1.34
    dioctyl adipate 3.18
    dimethyl sulfate 20.14
    ethyl butyrate 3.49
    methyl lactate 16.56
    butyl lactate 5.73
    diethyl carbonate 2.74
    propanediol butyl ether 11.14
    triethyl orthoformate 3.3
    p-tert-butyltoluene 0.88
    methyl 4-tert-butylbenzoate 7.44
    morpholine 40.04
    tert-butylamine 1.79
    n-dodecanol 0.73
    dimethoxymethane 80.89
    ethylene carbonate 9.57
    cyrene 16.89
    2-ethoxyethyl acetate 9.24
    2-ethylhexyl acetate 2.46
    1,2,4-trichlorobenzene 3.42
    4-methylpyridine 9.77
    dibutyl ether 1.19
    2,6-dimethyl-4-heptanol 1.25
    DEF 11.75
    dimethyl isosorbide 17.66
    tetrachloroethylene 9.18
    eugenol 10.33
    triacetin 6.68
    span 80 8.26
    1,4-butanediol 8.99
    1,1-dichloroethane 4.21
    2-methyl-1-pentanol 2.27
    methyl formate 40.08
    2-methyl-1-butanol 3.27
    n-decane 0.11
    butyronitrile 5.76
    3,7-dimethyl-1-octanol 1.38
    1-chlorooctane 0.57
    1-chlorotetradecane 0.19
    n-nonane 0.1
    undecane 0.07
    tert-butylcyclohexane 0.11
    cyclooctane 0.16
    cyclopentanol 6.94
    tetrahydropyran 12.42
    tert-amyl methyl ether 1.48
    2,5,8-trioxanonane 21.61
    1-hexene 0.61
    2-isopropoxyethanol 11.2
    2,2,2-trifluoroethanol 18.05
    methyl butyrate 5.16

    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