Griseofulvin

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  • Identifiers

    CAS number
    126-07-8

    Molecular formula
    C17H17ClO6

    SMILES
    C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C=C3OC)OC)Cl)OC

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Sweet 48.2%
    Caramellic 43.85%
    Burnt 33.33%
    Vanilla 30.56%
    Spicy 27.02%
    Fruity 25.44%
    Phenolic 25.0%
    Odorless 24.16%
    Woody 23.62%
    Powdery 23.58%

     

    Flavor
    Bitter 80.33%
    Bland 22.84%
    Parsley 21.59%
    Cedarleaf 20.65%
    Sweet-like 20.44%
    Lovage 20.11%
    Ripe apricot 19.99%
    Cotton candy 19.85%
    Seedy 19.78%
    Red fruit 19.61%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    5.85 (weak acid)

    Molecular weight
    352.8 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    683°C

    Melting point expt.

    • 428 °F (NTP, 1992)
    • 220 °C

    Flash point

    • 175.3 ˚C est.

    Solubility expt.

    • less than 1 mg/mL at 70 °F (NTP, 1992)
    • 8.64 mg/L (at 25 °C)
    • SOL IN N,N-DIMETHYLFORMAMIDE @ 25 °C: 12-14 G/100 ML; SLIGHTLY SOL IN ETHANOL, CHLOROFORM, METHANOL, ACETIC ACID, ACETONE, BENZENE, & ETHYL ACETATE; PRACTICALLY INSOL IN WATER & PETROLEUM ETHER
    • 5.04e-02 g/L

  • Synonyms

    • griseofulvin
    • 126-07-8
    • (+)-Griseofulvin
    • Amudane
    • Griseofulvina
    • Griseofulvinum
    • Grifulvin
    • Grisactin
    • Grisefuline
    • Griseofulvine
    • Grisofulvin
    • Grizeofulvin
    • Spirofulvin
    • Grisovin
    • Lamoryl
    • Likuden
    • Fulcin
    • Grysio
    • Curling factor
    • Fulvicin
    • Poncyl
    • Delmofulvina
    • Fulvinil
    • Fulvistatin
    • Fungivin
    • Gresfeed
    • Grifulin
    • Griscofulvin
    • Griseomix
    • Guservin
    • Murfulvin
    • Fulcine
    • Fulvina
    • Greosin
    • Biogrisin-FP
    • Neo-Fulcin
    • Fulvican grisactin
    • Griseofulvin forte
    • Griseofulvin-forte
    • Fulvicin-P/G
    • Xuanjing
    • Grisactin V
    • Fulvidex (Veterinary)
    • Griseofulvine [INN-French]
    • Griseofulvinum [INN-Latin]
    • Griseofulvina [INN-Spanish]
    • Gricin
    • Griseo
    • GRISEOFULVIN, MICROCRYSTALLINE
    • Fulvidex
    • USAF SC-2
    • Griseofulvin microsize
    • Grisetin
    • Caswell No. 471B
    • Fulvicin-U/F
    • GRISEOFULVIN, ULTRAMICROCRYSTALLINE
    • CCRIS 320
    • MFCD00082343
    • HSDB 1722
    • fulvicin UF
    • EINECS 204-767-4
    • UNII-32HRV3E3D5
    • NSC 34533
    • EPA Pesticide Chemical Code 471400
    • NSC-755822
    • BRN 0095226
    • 32HRV3E3D5
    • DTXSID8020674
    • Grisovin FP
    • CHEBI:27779
    • AI3-51015
    • Griseofulvin permeability diameter
    • Griseofulvin (Standard)
    • GRISEOFULVIN, ULTRAMICROSIZE
    • NSC-34533
    • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S-trans)-
    • 7-Chloro-4,6,2'-trimethoxy-6'-methylgris-2'-en-3,4'-dione
    • Grisactin Ultra
    • DTXCID20674
    • Fulvicin P/G
    • (2S,5'R)-7-chloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
    • (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[1-benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione
    • Griseofulvin [USP:INN:BAN:JAN]
    • 5-18-05-00150 (Beilstein Handbook Reference)
    • 7-Chloro-2',4,6-trimethoxy-6'beta-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
    • 7-Chloro-4,6-dimethoxycoumaran-3-one-2-spiro-1'-(2'-methoxy-6'-methylcyclohex-2'-en-4'-one)
    • (1'S,6'R)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
    • (2S-trans)-7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione
    • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (2S-trans)-
    • NCGC00091120-01
    • Griseofulvin (USP:INN)
    • Griseofulvin [USP:INN]
    • GRISEOFULVIN (IARC)
    • GRISEOFULVIN [IARC]
    • Griseofulvine (INN-French)
    • Griseofulvinum (INN-Latin)
    • Epigriseofulvin
    • Griseofulvina (INN-Spanish)
    • GRISEOFULVIN (MART.)
    • GRISEOFULVIN [MART.]
    • (1'S-trans)- 7-Chloro-2',4,6-trimethoxy-6'-methylspiro(benzofuran-2(3H),1'-cyclohex-2'-ene)-3,4'-dione
    • (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H,4'H-spiro[1-benzofuran-2,1'-cyclohex[2]ene]-3,4'-dione
    • ULTRAGRIS-165
    • ULTRAGRIS-330
    • GRISEOFULVIN (USP-RS)
    • GRISEOFULVIN [USP-RS]
    • Fulvicin Bolus
    • Fulvicin-U/F (Veterinary)
    • Fulvicin Bolus (Veterinary)
    • FULVICIN P/G 165
    • FULVICIN P/G 330
    • GRISEOFULVIN (EP MONOGRAPH)
    • Griseofulvin (USP:INN:BAN:JAN)
    • GRISEOFULVIN [EP MONOGRAPH]
    • GRISEOFULVIN (USP MONOGRAPH)
    • GRISEOFULVIN [USP MONOGRAPH]
    • Griseofulvin, (+)-
    • (2S,6'R)-7-chloro-2',4,6-trimethoxy-6'-methyl-3H-spiro[benzofuran-2,1'-cyclohexan]-2'-ene-3,4'-dione
    • SMR000718755
    • Spiro(benzofuran-2(3H),1'-(2)cyclohexene)-3,4'-dione, 7-chloro-2',4,6-trimethoxy-6'-methyl-, (1'S,6'R)-
    • GRISEOFULVIN PERMEABILITY DIAMETER (USP-RS)
    • GRISEOFULVIN PERMEABILITY DIAMETER [USP-RS]
    • SR-05000001535
    • 2884-22-2
    • GRISEOFULVIN POWDER
    • Griseofulvin and Alpha-IFN
    • GRISEOFULVIN, MICROSIZE
    • Amudane;Fulcin

  • Applications

    Griseofulvin (CAS 126-07-8) is a polyketide antifungal agent used primarily in pharmaceutical and veterinary contexts. In human medicine it is prescribed as a systemic or topical treatment for dermatophyte infections such as tinea. In veterinary medicine it is used to treat fungal infections in animals. In laboratory settings it serves as a reference antifungal compound for in vitro susceptibility testing and drug discovery efforts. In pharmaceutical development it is considered during formulation development and quality control as an active pharmaceutical ingredient, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.54
    methanol 3.51
    isopropanol 2.98
    water 0.01
    ethyl acetate 41.01
    n-propanol 3.67
    acetone 43.68
    n-butanol 5.01
    acetonitrile 34.92
    DMF 41.92
    toluene 18.57
    isobutanol 4.27
    1,4-dioxane 53.07
    methyl acetate 43.69
    THF 93.83
    2-butanone 38.17
    n-pentanol 5.33
    sec-butanol 4.3
    n-hexane 0.41
    ethylene glycol 2.26
    NMP 149.84
    cyclohexane 1.6
    DMSO 72.53
    n-butyl acetate 30.06
    n-octanol 5.06
    chloroform 133.07
    n-propyl acetate 27.85
    acetic acid 32.1
    dichloromethane 120.38
    cyclohexanone 83.94
    propylene glycol 2.14
    isopropyl acetate 28.35
    DMAc 101.3
    2-ethoxyethanol 17.7
    isopentanol 8.17
    n-heptane 0.55
    ethyl formate 25.0
    1,2-dichloroethane 83.81
    n-hexanol 7.68
    2-methoxyethanol 23.72
    isobutyl acetate 23.0
    tetrachloromethane 14.88
    n-pentyl acetate 20.4
    transcutol 36.41
    n-heptanol 6.49
    ethylbenzene 10.83
    MIBK 23.55
    2-propoxyethanol 30.88
    tert-butanol 7.12
    MTBE 9.54
    2-butoxyethanol 20.98
    propionic acid 16.22
    o-xylene 13.99
    formic acid 11.72
    diethyl ether 11.14
    m-xylene 12.17
    p-xylene 15.91
    chlorobenzene 47.19
    dimethyl carbonate 37.63
    n-octane 0.33
    formamide 18.62
    cyclopentanone 97.13
    2-pentanone 30.97
    anisole 27.76
    cyclopentyl methyl ether 32.11
    gamma-butyrolactone 120.15
    1-methoxy-2-propanol 18.31
    pyridine 66.11
    3-pentanone 31.4
    furfural 113.77
    n-dodecane 0.51
    diethylene glycol 30.09
    diisopropyl ether 4.69
    tert-amyl alcohol 8.0
    acetylacetone 65.14
    n-hexadecane 0.64
    acetophenone 43.01
    methyl propionate 37.11
    isopentyl acetate 31.4
    trichloroethylene 169.83
    n-nonanol 6.11
    cyclohexanol 15.99
    benzyl alcohol 26.38
    2-ethylhexanol 10.18
    isooctanol 6.88
    dipropyl ether 9.49
    1,2-dichlorobenzene 49.58
    ethyl lactate 22.25
    propylene carbonate 75.64
    n-methylformamide 19.94
    2-pentanol 4.29
    n-pentane 0.34
    1-propoxy-2-propanol 21.74
    1-methoxy-2-propyl acetate 42.65
    2-(2-methoxypropoxy) propanol 34.24
    mesitylene 7.08
    ε-caprolactone 75.73
    p-cymene 10.15
    epichlorohydrin 121.15
    1,1,1-trichloroethane 71.86
    2-aminoethanol 3.23
    morpholine-4-carbaldehyde 98.72
    sulfolane 142.97
    2,2,4-trimethylpentane 0.63
    2-methyltetrahydrofuran 50.26
    n-hexyl acetate 22.44
    isooctane 0.38
    2-(2-butoxyethoxy)ethanol 28.27
    sec-butyl acetate 22.72
    tert-butyl acetate 30.83
    decalin 1.78
    glycerin 9.51
    diglyme 55.43
    acrylic acid 23.99
    isopropyl myristate 13.17
    n-butyric acid 25.07
    acetyl acetate 52.54
    di(2-ethylhexyl) phthalate 21.53
    ethyl propionate 30.4
    nitromethane 85.46
    1,2-diethoxyethane 18.72
    benzonitrile 44.98
    trioctyl phosphate 14.09
    1-bromopropane 22.79
    gamma-valerolactone 118.53
    n-decanol 4.95
    triethyl phosphate 27.06
    4-methyl-2-pentanol 5.31
    propionitrile 22.39
    vinylene carbonate 72.07
    1,1,2-trichlorotrifluoroethane 102.93
    DMS 40.63
    cumene 8.03
    2-octanol 4.47
    2-hexanone 26.65
    octyl acetate 16.58
    limonene 12.27
    1,2-dimethoxyethane 39.73
    ethyl orthosilicate 22.17
    tributyl phosphate 17.34
    diacetone alcohol 33.88
    N,N-dimethylaniline 20.25
    acrylonitrile 37.61
    aniline 29.26
    1,3-propanediol 7.79
    bromobenzene 48.8
    dibromomethane 68.88
    1,1,2,2-tetrachloroethane 118.84
    2-methyl-cyclohexyl acetate 35.09
    tetrabutyl urea 24.69
    diisobutyl methanol 6.51
    2-phenylethanol 31.54
    styrene 13.21
    dioctyl adipate 25.35
    dimethyl sulfate 66.58
    ethyl butyrate 27.81
    methyl lactate 26.45
    butyl lactate 18.88
    diethyl carbonate 26.76
    propanediol butyl ether 14.01
    triethyl orthoformate 24.86
    p-tert-butyltoluene 8.45
    methyl 4-tert-butylbenzoate 36.73
    morpholine 45.83
    tert-butylamine 3.62
    n-dodecanol 4.04
    dimethoxymethane 36.03
    ethylene carbonate 58.56
    cyrene 61.52
    2-ethoxyethyl acetate 33.17
    2-ethylhexyl acetate 28.25
    1,2,4-trichlorobenzene 63.43
    4-methylpyridine 60.72
    dibutyl ether 7.28
    2,6-dimethyl-4-heptanol 6.51
    DEF 42.42
    dimethyl isosorbide 70.89
    tetrachloroethylene 76.43
    eugenol 36.83
    triacetin 38.11
    span 80 23.37
    1,4-butanediol 4.23
    1,1-dichloroethane 53.71
    2-methyl-1-pentanol 9.2
    methyl formate 28.12
    2-methyl-1-butanol 7.27
    n-decane 0.71
    butyronitrile 19.14
    3,7-dimethyl-1-octanol 7.67
    1-chlorooctane 4.71
    1-chlorotetradecane 2.88
    n-nonane 0.51
    undecane 0.59
    tert-butylcyclohexane 1.11
    cyclooctane 0.55
    cyclopentanol 16.9
    tetrahydropyran 32.89
    tert-amyl methyl ether 11.65
    2,5,8-trioxanonane 49.68
    1-hexene 2.49
    2-isopropoxyethanol 17.38
    2,2,2-trifluoroethanol 27.24
    methyl butyrate 34.68

    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