1-[5-(Methoxymethyl)-2-furanyl]-9H-pyrido[3,4-b]indole-3-carboxylic acid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    159898-11-0

    Molecular formula
    C18H14N2O4

    SMILES
    COCC1=CC=C(O1)C2=C3C(=CC(=N2)C(=O)O)C4=CC=CC=C4N3

    Safety labels

  • Odor profile

    Fragrance
    Fruity 50.08%
    Grape 39.62%
    Roasted 31.85%
    Neroli 30.49%
    Floral 30.29%
    Fatty 30.12%
    Odorless 28.99%
    Cooked 28.65%
    Burnt 26.47%
    Nutty 24.52%

     

    Flavor
    Bitter 80.9%
    Odorless 37.36%
    Mild 23.82%
    Bland 22.06%
    Bread crust 21.51%
    Roasted peanuts 20.99%
    Taco 20.76%
    Very strong 20.71%
    Sweet-like 20.7%
    Indole 20.39%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.6

    pKa est.
    5.62 (weak acid)

    Molecular weight
    322.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    773°C

    Melting point expt.

    • 199 - 200 °C

    Flash point

    • 294.61 ˚C est.

  • Synonyms

    • 1-[5-(Methoxymethyl)-2-furanyl]-9H-pyrido[3,4-b]indole-3-carboxylic acid
    • 159898-11-0
    • 1-(5-(Methoxymethyl)-2-furanyl)-9H-pyrido(3,4-b)indole-3-carboxylic acid
    • RefChem:225635
    • Flazine methyl ether
    • O-Methylflazine
    • SCHEMBL26943272
    • CHEBI:175110
    • DTXSID201148667
    • 1-[5-(methoxymethyl)uran-2-yl]-9H-pyrido[3,4-b]indole-3-carboxylic acid
    • 1-[5-(METHOXYMETHYL)FURAN-2-YL]-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID
    • 159898-11-0

  • Applications

    The compound 1-[5-(Methoxymethyl)-2-furanyl]-9H-pyrido[3,4-b]indole-3-carboxylic acid (CAS 159898-11-0) primarily serves as a synthetic building block in pharmaceutical research, providing a fused heterocyclic core that can be elaborated into small-molecule drug candidates and used for structure-activity relationship (SAR) exploration. In medicinal chemistry, it is commonly used as a versatile scaffold for library generation and SAR studies, enabling derivatization at the carboxyl group and at heteroaromatic positions. In process chemistry, it can be converted to amide, ester, or other derivatives and used as a stepping stone in multi-step syntheses of complex heterocycles. In research tool applications, it may be explored as a fluorescent probe or imaging scaffold, given the indole-fused structure, with related derivatives often evaluated for optical properties. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.3
    methanol 4.96
    isopropanol 1.77
    water 0.13
    ethyl acetate 2.07
    n-propanol 3.21
    acetone 1.71
    n-butanol 2.69
    acetonitrile 0.68
    DMF 53.85
    toluene 0.36
    isobutanol 2.12
    1,4-dioxane 2.35
    methyl acetate 3.28
    THF 10.05
    2-butanone 4.93
    n-pentanol 2.1
    sec-butanol 2.83
    n-hexane 0.03
    ethylene glycol 9.49
    NMP 46.62
    cyclohexane 0.04
    DMSO 38.14
    n-butyl acetate 1.98
    n-octanol 0.96
    chloroform 1.12
    n-propyl acetate 1.98
    acetic acid 9.46
    dichloromethane 1.58
    cyclohexanone 6.71
    propylene glycol 9.09
    isopropyl acetate 1.67
    DMAc 82.65
    2-ethoxyethanol 14.8
    isopentanol 2.52
    n-heptane 0.07
    ethyl formate 2.33
    1,2-dichloroethane 1.4
    n-hexanol 1.53
    2-methoxyethanol 33.11
    isobutyl acetate 1.22
    tetrachloromethane 0.17
    n-pentyl acetate 2.46
    transcutol 40.84
    n-heptanol 1.87
    ethylbenzene 0.28
    MIBK 2.03
    2-propoxyethanol 14.43
    tert-butanol 1.5
    MTBE 0.83
    2-butoxyethanol 9.55
    propionic acid 7.61
    o-xylene 0.41
    formic acid 21.91
    diethyl ether 0.82
    m-xylene 0.37
    p-xylene 0.4
    chlorobenzene 0.52
    dimethyl carbonate 6.56
    n-octane 0.04
    formamide 33.55
    cyclopentanone 10.87
    2-pentanone 2.81
    anisole 1.25
    cyclopentyl methyl ether 2.66
    gamma-butyrolactone 14.27
    1-methoxy-2-propanol 22.8
    pyridine 4.35
    3-pentanone 2.82
    furfural 14.61
    n-dodecane 0.05
    diethylene glycol 22.44
    diisopropyl ether 0.32
    tert-amyl alcohol 2.65
    acetylacetone 4.55
    n-hexadecane 0.05
    acetophenone 3.25
    methyl propionate 5.75
    isopentyl acetate 2.28
    trichloroethylene 3.44
    n-nonanol 1.17
    cyclohexanol 2.31
    benzyl alcohol 3.49
    2-ethylhexanol 1.14
    isooctanol 1.64
    dipropyl ether 1.17
    1,2-dichlorobenzene 0.77
    ethyl lactate 6.23
    propylene carbonate 6.34
    n-methylformamide 17.46
    2-pentanol 1.69
    n-pentane 0.04
    1-propoxy-2-propanol 8.46
    1-methoxy-2-propyl acetate 6.27
    2-(2-methoxypropoxy) propanol 12.1
    mesitylene 0.25
    ε-caprolactone 7.73
    p-cymene 0.49
    epichlorohydrin 12.37
    1,1,1-trichloroethane 0.42
    2-aminoethanol 10.92
    morpholine-4-carbaldehyde 32.21
    sulfolane 31.72
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 3.59
    n-hexyl acetate 2.16
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 13.82
    sec-butyl acetate 1.37
    tert-butyl acetate 1.95
    decalin 0.04
    glycerin 31.69
    diglyme 23.08
    acrylic acid 12.25
    isopropyl myristate 1.02
    n-butyric acid 5.74
    acetyl acetate 1.51
    di(2-ethylhexyl) phthalate 2.64
    ethyl propionate 2.14
    nitromethane 14.21
    1,2-diethoxyethane 3.58
    benzonitrile 1.74
    trioctyl phosphate 1.68
    1-bromopropane 0.56
    gamma-valerolactone 22.56
    n-decanol 0.91
    triethyl phosphate 2.6
    4-methyl-2-pentanol 1.07
    propionitrile 1.42
    vinylene carbonate 6.12
    1,1,2-trichlorotrifluoroethane 28.03
    DMS 5.33
    cumene 0.28
    2-octanol 1.04
    2-hexanone 2.13
    octyl acetate 1.57
    limonene 0.62
    1,2-dimethoxyethane 11.53
    ethyl orthosilicate 2.23
    tributyl phosphate 1.97
    diacetone alcohol 7.73
    N,N-dimethylaniline 1.55
    acrylonitrile 3.26
    aniline 2.05
    1,3-propanediol 11.82
    bromobenzene 0.36
    dibromomethane 0.64
    1,1,2,2-tetrachloroethane 3.12
    2-methyl-cyclohexyl acetate 2.42
    tetrabutyl urea 3.44
    diisobutyl methanol 0.76
    2-phenylethanol 3.09
    styrene 0.31
    dioctyl adipate 2.53
    dimethyl sulfate 18.07
    ethyl butyrate 2.0
    methyl lactate 16.16
    butyl lactate 6.06
    diethyl carbonate 1.92
    propanediol butyl ether 9.9
    triethyl orthoformate 2.47
    p-tert-butyltoluene 0.44
    methyl 4-tert-butylbenzoate 5.84
    morpholine 6.73
    tert-butylamine 0.56
    n-dodecanol 0.68
    dimethoxymethane 15.76
    ethylene carbonate 4.07
    cyrene 15.09
    2-ethoxyethyl acetate 5.94
    2-ethylhexyl acetate 1.71
    1,2,4-trichlorobenzene 1.39
    4-methylpyridine 2.83
    dibutyl ether 0.76
    2,6-dimethyl-4-heptanol 0.76
    DEF 9.37
    dimethyl isosorbide 13.94
    tetrachloroethylene 2.33
    eugenol 8.21
    triacetin 6.69
    span 80 7.83
    1,4-butanediol 5.09
    1,1-dichloroethane 0.49
    2-methyl-1-pentanol 2.16
    methyl formate 9.69
    2-methyl-1-butanol 3.01
    n-decane 0.07
    butyronitrile 1.06
    3,7-dimethyl-1-octanol 1.05
    1-chlorooctane 0.29
    1-chlorotetradecane 0.16
    n-nonane 0.05
    undecane 0.06
    tert-butylcyclohexane 0.04
    cyclooctane 0.02
    cyclopentanol 3.57
    tetrahydropyran 1.56
    tert-amyl methyl ether 1.37
    2,5,8-trioxanonane 17.41
    1-hexene 0.17
    2-isopropoxyethanol 7.75
    2,2,2-trifluoroethanol 7.15
    methyl butyrate 2.98

    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