N-Acetoxymethylflindersine

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  • Identifiers

    CAS number
    149998-45-8

    Molecular formula
    C17H17NO4

    SMILES
    CC(=O)OCN1C2=CC=CC=C2C3=C(C1=O)C=CC(O3)(C)C

    Safety labels

  • Odor profile

    Fragrance
    Floral 63.81%
    Fruity 51.21%
    Sweet 45.41%
    Grape 45.03%
    Neroli 38.94%
    Powdery 32.15%
    Herbal 29.66%
    Berry 28.73%
    Orange 26.13%
    Phenolic 23.83%

     

    Flavor
    Bitter 84.97%
    Odorless 22.23%
    Orange blossom 19.57%
    Parsley 19.36%
    Ripe apricot 19.28%
    Aniseed 19.26%
    Lovage 19.22%
    Orange flower 19.18%
    Red fruit 19.15%
    Tarragon 19.0%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.2

    pKa est.
    7.01 (neutral)

    Molecular weight
    299.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    542°C

    Flash point

    • 216.76 ˚C est.

  • Synonyms

    • N-Acetoxymethylflindersine
    • N-(Acetoxymethyl)flindersine
    • CHEBI:190065
    • DTXSID401309122
    • 149998-45-8
    • (2,2-dimethyl-5-oxopyrano[3,2-c]quinolin-6-yl)methyl acetate
    • (2,2-Dimethyl-5-oxo-2H-pyrano[3,2-c]quinolin-6(5H)-yl)methyl acetate
    • {2,2-dimethyl-5-oxo-2H,5H,6H-pyrano[3,2-c]quinolin-6-yl}methyl acetate
    • 149998-45-8

  • Applications

    N-Acetoxymethylflindersine (CAS 149998-45-8) is primarily used as an organic-synthesis intermediate, serving as a building block for alkaloid-type derivatives based on the flindersine framework. In pharmaceutical and medicinal-chemistry contexts, it is commonly employed as a precursor to explore new analogs and structure-activity relationships within natural product–type scaffolds. It is also studied as a synthetic intermediate in agrochemical research to access alkaloid-like compounds with potential bioactivity. Use is typically confined to laboratory-scale synthesis and formulation development, and its use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 12.9
    methanol 21.37
    isopropanol 8.11
    water 0.45
    ethyl acetate 39.0
    n-propanol 11.48
    acetone 71.52
    n-butanol 9.2
    acetonitrile 48.3
    DMF 258.55
    toluene 9.46
    isobutanol 10.45
    1,4-dioxane 100.25
    methyl acetate 67.56
    THF 149.96
    2-butanone 54.0
    n-pentanol 10.48
    sec-butanol 7.4
    n-hexane 0.21
    ethylene glycol 18.81
    NMP 274.07
    cyclohexane 0.6
    DMSO 197.26
    n-butyl acetate 32.39
    n-octanol 7.17
    chloroform 147.44
    n-propyl acetate 38.62
    acetic acid 114.15
    dichloromethane 135.49
    cyclohexanone 96.88
    propylene glycol 18.23
    isopropyl acetate 25.34
    DMAc 369.6
    2-ethoxyethanol 51.28
    isopentanol 12.19
    n-heptane 0.2
    ethyl formate 44.7
    1,2-dichloroethane 72.34
    n-hexanol 8.55
    2-methoxyethanol 95.5
    isobutyl acetate 33.11
    tetrachloromethane 7.24
    n-pentyl acetate 22.5
    transcutol 159.37
    n-heptanol 7.75
    ethylbenzene 6.91
    MIBK 24.53
    2-propoxyethanol 68.68
    tert-butanol 11.8
    MTBE 7.69
    2-butoxyethanol 38.52
    propionic acid 49.0
    o-xylene 7.75
    formic acid 77.0
    diethyl ether 7.63
    m-xylene 7.67
    p-xylene 13.5
    chlorobenzene 30.26
    dimethyl carbonate 69.18
    n-octane 0.17
    formamide 101.53
    cyclopentanone 150.33
    2-pentanone 29.86
    anisole 30.89
    cyclopentyl methyl ether 32.94
    gamma-butyrolactone 201.87
    1-methoxy-2-propanol 57.1
    pyridine 82.41
    3-pentanone 28.92
    furfural 176.41
    n-dodecane 0.4
    diethylene glycol 81.31
    diisopropyl ether 2.78
    tert-amyl alcohol 10.06
    acetylacetone 72.66
    n-hexadecane 0.47
    acetophenone 50.98
    methyl propionate 54.44
    isopentyl acetate 33.69
    trichloroethylene 200.26
    n-nonanol 7.83
    cyclohexanol 16.28
    benzyl alcohol 39.39
    2-ethylhexanol 8.59
    isooctanol 7.9
    dipropyl ether 8.18
    1,2-dichlorobenzene 35.73
    ethyl lactate 39.16
    propylene carbonate 110.99
    n-methylformamide 91.0
    2-pentanol 4.46
    n-pentane 0.12
    1-propoxy-2-propanol 38.6
    1-methoxy-2-propyl acetate 56.51
    2-(2-methoxypropoxy) propanol 54.3
    mesitylene 4.84
    ε-caprolactone 97.03
    p-cymene 6.59
    epichlorohydrin 186.1
    1,1,1-trichloroethane 44.25
    2-aminoethanol 22.77
    morpholine-4-carbaldehyde 251.07
    sulfolane 222.83
    2,2,4-trimethylpentane 0.31
    2-methyltetrahydrofuran 58.3
    n-hexyl acetate 27.78
    isooctane 0.21
    2-(2-butoxyethoxy)ethanol 60.7
    sec-butyl acetate 25.55
    tert-butyl acetate 26.83
    decalin 0.89
    glycerin 51.46
    diglyme 110.6
    acrylic acid 70.88
    isopropyl myristate 12.61
    n-butyric acid 45.6
    acetyl acetate 46.31
    di(2-ethylhexyl) phthalate 26.95
    ethyl propionate 35.03
    nitromethane 238.01
    1,2-diethoxyethane 32.68
    benzonitrile 50.28
    trioctyl phosphate 15.09
    1-bromopropane 14.28
    gamma-valerolactone 234.75
    n-decanol 6.3
    triethyl phosphate 27.11
    4-methyl-2-pentanol 5.6
    propionitrile 30.04
    vinylene carbonate 121.66
    1,1,2-trichlorotrifluoroethane 175.12
    DMS 62.06
    cumene 6.13
    2-octanol 4.7
    2-hexanone 33.25
    octyl acetate 17.45
    limonene 6.97
    1,2-dimethoxyethane 95.55
    ethyl orthosilicate 22.41
    tributyl phosphate 20.7
    diacetone alcohol 44.02
    N,N-dimethylaniline 23.38
    acrylonitrile 55.64
    aniline 26.79
    1,3-propanediol 30.41
    bromobenzene 28.44
    dibromomethane 56.53
    1,1,2,2-tetrachloroethane 139.68
    2-methyl-cyclohexyl acetate 33.59
    tetrabutyl urea 28.65
    diisobutyl methanol 5.8
    2-phenylethanol 34.39
    styrene 8.85
    dioctyl adipate 28.1
    dimethyl sulfate 127.6
    ethyl butyrate 28.4
    methyl lactate 61.42
    butyl lactate 30.73
    diethyl carbonate 29.56
    propanediol butyl ether 36.87
    triethyl orthoformate 25.61
    p-tert-butyltoluene 5.59
    methyl 4-tert-butylbenzoate 41.43
    morpholine 102.68
    tert-butylamine 3.86
    n-dodecanol 4.99
    dimethoxymethane 101.75
    ethylene carbonate 95.36
    cyrene 79.0
    2-ethoxyethyl acetate 45.19
    2-ethylhexyl acetate 27.38
    1,2,4-trichlorobenzene 54.99
    4-methylpyridine 72.44
    dibutyl ether 8.07
    2,6-dimethyl-4-heptanol 5.8
    DEF 60.41
    dimethyl isosorbide 95.71
    tetrachloroethylene 72.66
    eugenol 47.64
    triacetin 54.45
    span 80 37.4
    1,4-butanediol 16.03
    1,1-dichloroethane 46.3
    2-methyl-1-pentanol 13.77
    methyl formate 101.73
    2-methyl-1-butanol 11.03
    n-decane 0.51
    butyronitrile 23.1
    3,7-dimethyl-1-octanol 9.06
    1-chlorooctane 3.32
    1-chlorotetradecane 1.93
    n-nonane 0.36
    undecane 0.44
    tert-butylcyclohexane 0.65
    cyclooctane 0.2
    cyclopentanol 25.46
    tetrahydropyran 36.84
    tert-amyl methyl ether 8.26
    2,5,8-trioxanonane 90.41
    1-hexene 1.59
    2-isopropoxyethanol 38.23
    2,2,2-trifluoroethanol 62.59
    methyl butyrate 47.71

    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