Ketoconazole

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  • Identifiers

    CAS number
    65277-42-1

    Molecular formula
    C26H28Cl2N4O4

    SMILES
    CC(=O)N1CCN(CC1)C2=CC=C(C=C2)OC[C@@H]3CO[C@@](O3)(CN4C=CN=C4)C5=C(C=C(C=C5)Cl)Cl

    Safety labels

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 44.81%
    Sweet 26.66%
    Grape 25.48%
    Roasted 25.37%
    Animal 24.29%
    Cooked 21.66%
    Savory 21.63%
    Nutty 20.69%
    Floral 20.07%
    Meaty 19.92%

     

    Flavor
    Bitter 82.92%
    Odorless 26.76%
    Sweet-like 21.11%
    Bland 20.55%
    Cedarleaf 19.86%
    Cereal 19.84%
    Very strong 19.5%
    Orange flower 19.49%
    Bread crust 19.45%
    Scallion 19.42%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    4.3

    pKa est.
    5.81 (weak acid)

    Molecular weight
    531.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1068°C

    Melting point expt.

    • 146
    • 146 °C
    • 148-152 °C

    Flash point

    • 272.67 ˚C est.

    Solubility expt.

    • 0.0866 mg/L
    • Solubility in water: none

  • Synonyms

    • ketoconazole
    • Nizoral
    • 65277-42-1
    • Panfungol
    • Ketoderm
    • Fungarest
    • Fungoral
    • Ketoisdin
    • Ketozole
    • Extina
    • Orifungal M
    • Nizoral a-D
    • Ketoconazol
    • Xolegel
    • Ketoconazolum
    • 1-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]ethanone
    • Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, cis-
    • R 41400
    • R9400W927I
    • Piperazine, 1-acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-, cis-
    • R-41400
    • Dandrazol
    • Dandrid
    • Ketopine
    • Nizorelle
    • (+-)-cis-1-Acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine
    • Daktarin gold
    • Daktarin intensiv
    • J02AB02
    • R 41,400
    • NSC317629
    • NIZORAL ANTI-DANDRUFF
    • ketoconazolo
    • Podiatrole
    • DTXCID301437106
    • Ketodan
    • Ketosidin
    • CeraSoothe KET
    • Ketoconazole Foam
    • Suffusion TRIS
    • T8 Keto Flush
    • 1-(4-(4-(((2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethan-1-one
    • 1-(4-(4-(((2S,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethanone
    • 1-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one
    • Antifungal Treatment
    • Keto-C-Tris FLUSH
    • Keto-C-Tris WIPES
    • Ketomax TRIS FLUSH
    • BlooSkim Anti Dandruff
    • RefChem:5932
    • Scalp Treatment Shampoo
    • KETOCONAZOLE Shampoo
    • Ketoconazole Cream, 2%
    • TrizUltra and Keto Flush
    • GlyTouCan:G57819FA
    • TrizUltra Plus Keto Flush
    • R41400
    • Frisco Antiseptic Ear Flush
    • R41,400
    • VETRASEB CERADERM TRIS
    • 1% ketoconazole anti dandruff
    • Forticept Antiseptic Ear Flush
    • Forticept Antiseptic Ear Wipes
    • Iristar Anti dandruff Shampoo.
    • Ketoconazole 2% and Urea 20%
    • CHEBI:47519
    • TAGRlD Scalp Treatment Shampoo.
    • D01AC08
    • G01AF11
    • MySimplePetLab Infected Ear Relief
    • POAGCI Ketoconazole VCP-KAD001
    • G57819FA
    • Ketoconazole 0.2% Medicated Wipes
    • Paw Science MEDICATED EAR FLUSH
    • 1% Ketoconazole Antifungal Treatment
    • 1% ketoconazole anti dandruff shampoo
    • lanimpress1%ketoconazoleantidandruffshampoo
    • Pureskin Scalp Protection anti dandruff shampoo
    • Pureskin Scalp Protection anti dandruff shampoo.
    • ANTIBACTERIAL and ANTIFUNGAL MEDICATED TRIS FLUSH
    • 1-(4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethan-1-one
    • 1-Acetyl-4-(4-(((2RS, 4SR)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine
    • 265-667-4
    • Cis-1-Acetyl-4-(4-((2-(2,4-dichlorophenyl)-2-(1H-imidazole-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine
    • 1-(4-(4-((2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethanone
    • 79156-75-5
    • DTXSID7029879
    • NSC-317629
    • Levoketoconazole
    • (-)-Ketoconazole
    • 142128-57-2
    • Normocort
    • 2S,4R Ketoconazole
    • 2S,4R-Ketoconazole
    • COR-003
    • (2S,4R)-ketoconazole
    • COR003
    • Ketoconazole, (2S,4R)-
    • (-)-(2S,4R)-Ketoconazole
    • Levoketoconazole [USAN]
    • DIO-902
    • Kuric
    • 2DJ8R0NT7K
    • CHEMBL295698
    • 1-(4-(4-(((2S,4R)-2-((1H-Imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethanone
    • MFCD00058579
    • C26H28Cl2N4O4
    • 1-(4-(4-(((2S,4R)-2-((1H-imidazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)ethan-1-one
    • cis-1-Acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
    • 1-acetyl-4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine
    • Ethanone, 1-(4-(4-(((2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)-
    • Brizoral
    • Sebazole
    • Teryzolin
    • Terzolin
    • Onofin K
    • NSC 317629
    • Ketoconazol [INN-Spanish]
    • Ketoconazolum [INN-Latin]
    • (+-)-cis-1-acetyl-4-(p-((2-(2,4-dichlorophenyl)-2-(imidazol-1- ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazine
    • 1-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]ethan-1-one
    • UNII-2DJ8R0NT7K
    • levoketoconazol
    • Recorlev
    • (+)-(2R,4S)-Ketoconazole
    • UNII-R9400W927I
    • HSDB 7447
    • 65277-42-1

  • Applications

    Ketoconazole (CAS 65277-42-1) is primarily used as an antifungal active pharmaceutical ingredient in human and veterinary medicine. In human medicine, it is formulated in topical products (creams, gels, and shampoos) for dermatophytoses and seborrheic dermatitis, and, when indicated, in oral tablets for systemic mycoses. In cosmetics and personal care, it is widely used in anti-dandruff and scalp-care shampoos to control Malassezia-related conditions. In veterinary medicine, it appears in antifungal formulations for animals. In pharmaceutical development and manufacturing, it serves as an API for formulation development, stability testing, and quality control under applicable regulatory approvals; use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.83
    methanol 24.42
    isopropanol 8.64
    water 0.02
    ethyl acetate 25.53
    n-propanol 45.67
    acetone 25.0
    n-butanol 16.83
    acetonitrile 15.63
    DMF 109.73
    toluene 10.97
    isobutanol 16.03
    1,4-dioxane 49.55
    methyl acetate 36.0
    THF 106.93
    2-butanone 52.57
    n-pentanol 13.06
    sec-butanol 15.85
    n-hexane 0.1
    ethylene glycol 7.93
    NMP 127.24
    cyclohexane 0.44
    DMSO 57.51
    n-butyl acetate 8.73
    n-octanol 4.03
    chloroform 518.75
    n-propyl acetate 14.7
    acetic acid 67.22
    dichloromethane 505.83
    cyclohexanone 73.32
    propylene glycol 16.86
    isopropyl acetate 10.33
    DMAc 227.72
    2-ethoxyethanol 55.27
    isopentanol 7.47
    n-heptane 0.18
    ethyl formate 33.92
    1,2-dichloroethane 101.62
    n-hexanol 3.98
    2-methoxyethanol 70.58
    isobutyl acetate 7.84
    tetrachloromethane 10.91
    n-pentyl acetate 13.35
    transcutol 57.01
    n-heptanol 4.5
    ethylbenzene 2.81
    MIBK 7.89
    2-propoxyethanol 32.59
    tert-butanol 3.92
    MTBE 4.67
    2-butoxyethanol 24.02
    propionic acid 40.05
    o-xylene 4.16
    formic acid 40.46
    diethyl ether 6.93
    m-xylene 3.17
    p-xylene 4.11
    chlorobenzene 29.79
    dimethyl carbonate 27.47
    n-octane 0.09
    formamide 52.45
    cyclopentanone 97.12
    2-pentanone 21.63
    anisole 13.49
    cyclopentyl methyl ether 20.23
    gamma-butyrolactone 121.64
    1-methoxy-2-propanol 38.56
    pyridine 121.9
    3-pentanone 21.12
    furfural 125.59
    n-dodecane 0.13
    diethylene glycol 22.06
    diisopropyl ether 0.82
    tert-amyl alcohol 6.67
    acetylacetone 30.04
    n-hexadecane 0.15
    acetophenone 21.84
    methyl propionate 38.03
    isopentyl acetate 7.14
    trichloroethylene 406.87
    n-nonanol 4.59
    cyclohexanol 14.19
    benzyl alcohol 25.24
    2-ethylhexanol 2.46
    isooctanol 3.62
    dipropyl ether 4.23
    1,2-dichlorobenzene 26.67
    ethyl lactate 15.34
    propylene carbonate 48.6
    n-methylformamide 73.64
    2-pentanol 4.9
    n-pentane 0.14
    1-propoxy-2-propanol 17.59
    1-methoxy-2-propyl acetate 19.26
    2-(2-methoxypropoxy) propanol 21.29
    mesitylene 1.15
    ε-caprolactone 73.97
    p-cymene 1.57
    epichlorohydrin 220.15
    1,1,1-trichloroethane 46.72
    2-aminoethanol 25.87
    morpholine-4-carbaldehyde 116.38
    sulfolane 95.65
    2,2,4-trimethylpentane 0.13
    2-methyltetrahydrofuran 45.03
    n-hexyl acetate 11.63
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 26.79
    sec-butyl acetate 7.23
    tert-butyl acetate 7.06
    decalin 0.19
    glycerin 24.9
    diglyme 57.09
    acrylic acid 45.68
    isopropyl myristate 3.45
    n-butyric acid 39.2
    acetyl acetate 19.13
    di(2-ethylhexyl) phthalate 7.57
    ethyl propionate 12.63
    nitromethane 117.36
    1,2-diethoxyethane 15.24
    benzonitrile 25.72
    trioctyl phosphate 3.94
    1-bromopropane 27.61
    gamma-valerolactone 176.21
    n-decanol 2.92
    triethyl phosphate 7.14
    4-methyl-2-pentanol 1.95
    propionitrile 21.13
    vinylene carbonate 67.1
    1,1,2-trichlorotrifluoroethane 190.32
    DMS 14.94
    cumene 1.42
    2-octanol 2.75
    2-hexanone 15.54
    octyl acetate 6.19
    limonene 2.13
    1,2-dimethoxyethane 56.94
    ethyl orthosilicate 6.07
    tributyl phosphate 4.91
    diacetone alcohol 13.96
    N,N-dimethylaniline 7.97
    acrylonitrile 42.88
    aniline 25.28
    1,3-propanediol 27.11
    bromobenzene 31.04
    dibromomethane 170.56
    1,1,2,2-tetrachloroethane 220.8
    2-methyl-cyclohexyl acetate 8.25
    tetrabutyl urea 8.84
    diisobutyl methanol 1.15
    2-phenylethanol 11.86
    styrene 4.81
    dioctyl adipate 9.36
    dimethyl sulfate 47.03
    ethyl butyrate 9.17
    methyl lactate 29.01
    butyl lactate 14.5
    diethyl carbonate 7.98
    propanediol butyl ether 17.43
    triethyl orthoformate 9.3
    p-tert-butyltoluene 1.21
    methyl 4-tert-butylbenzoate 16.13
    morpholine 99.34
    tert-butylamine 1.31
    n-dodecanol 1.88
    dimethoxymethane 62.01
    ethylene carbonate 45.3
    cyrene 37.84
    2-ethoxyethyl acetate 29.29
    2-ethylhexyl acetate 6.17
    1,2,4-trichlorobenzene 43.12
    4-methylpyridine 64.87
    dibutyl ether 3.98
    2,6-dimethyl-4-heptanol 1.15
    DEF 47.46
    dimethyl isosorbide 33.7
    tetrachloroethylene 108.22
    eugenol 19.76
    triacetin 21.99
    span 80 15.18
    1,4-butanediol 14.05
    1,1-dichloroethane 75.45
    2-methyl-1-pentanol 7.82
    methyl formate 51.87
    2-methyl-1-butanol 13.08
    n-decane 0.22
    butyronitrile 15.6
    3,7-dimethyl-1-octanol 2.92
    1-chlorooctane 1.98
    1-chlorotetradecane 0.63
    n-nonane 0.17
    undecane 0.16
    tert-butylcyclohexane 0.12
    cyclooctane 0.11
    cyclopentanol 27.43
    tetrahydropyran 42.26
    tert-amyl methyl ether 5.66
    2,5,8-trioxanonane 36.25
    1-hexene 0.98
    2-isopropoxyethanol 25.61
    2,2,2-trifluoroethanol 32.09
    methyl butyrate 21.24

    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