Feruloyltyramine

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  • Identifiers

    CAS number
    65646-26-6

    Molecular formula
    C18H19NO4

    SMILES
    COC1=C(C=CC(=C1)/C=C/C(=O)NCCC2=CC=C(C=C2)O)O

    Safety labels

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Meaty 48.18%
    Savory 47.44%
    Odorless 42.96%
    Spicy 34.88%
    Roasted 27.33%
    Cooked 27.0%
    Burnt 26.79%
    Milky 21.54%
    Cooling 20.88%
    Smoky 20.56%

     

    Flavor
    Bitter 63.42%
    Odorless 40.55%
    Mild 31.07%
    Fruity 24.01%
    Bland 22.67%
    Orange flower 20.78%
    Nitrile 20.46%
    Orange blossom 20.23%
    Ethyl benzoate 20.21%
    Sweet-like 20.19%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    10.6 (weak base)

    Molecular weight
    313.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    594°C

    Melting point expt.

    • 144.5 - 145 °C

    Flash point

    • 233.23 ˚C est.

  • Synonyms

    • Feruloyltyramine
    • N-Feruloyltyramine
    • trans-N-Feruloyltyramine
    • 65646-26-6
    • (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • CHEBI:17818
    • DTXSID30904143
    • 2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-
    • (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)prop-2-enamide
    • RefChem:43870
    • DTXCID201332028
    • N-trans-Feruloyltyramine
    • Moupinamide
    • 66648-43-9
    • Alfrutamide
    • feruloyl tyramine
    • (e)-n-feruloyltyramine
    • N-trans-Feruloyltramine
    • MFCD17214811
    • N-Trans-Feruloyl Tyramine
    • WC99S6JM5Y
    • (E)-3-(4-HYDROXY-3-METHOXYPHENYL)-N-(4-HYDROXYPHENETHYL)ACRYLAMIDE
    • N-E-FERULOYL TYRAMINE
    • (E)-3-(4-hydroxy-3-methoxy-phenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • (E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • (2E)-3-(4-hydroxy-3-methoxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
    • (E)-Feruloyltyramine
    • N-trans-feryroyltyramine
    • N-FERYROYLTYRAMINE
    • UNII-WC99S6JM5Y
    • N-[(E)-feruloyl]tyramine
    • CHEMBL206555
    • MEGxp0_000693
    • orb1303417
    • SCHEMBL2378679
    • SCHEMBL29477339
    • ACon1_001233
    • HY-N2410R
    • HY-N2410
    • RCA64843
    • N-trans-Feruloyltyramine (Standard)
    • AKOS025287596
    • EBC-461053
    • Moupinamide, >=95% (LC/MS-ELSD)
    • NCGC00169550-01
    • DA-66261
    • DA-73339
    • MS-24583
    • (2,3)trans-N-(p-Hydroxyphenethyl)ferulamide
    • CS-0022611
    • N-P-TRANS-HYDROXYPHENETHYL FERULAMINE
    • C02717
    • F17679
    • BRD-K98045316-001-01-0
    • Q27102643
    • (E)-N-hydroxy phenyl ethyl-3-(4-hydroxy-3-methoxyphenyl) acrylamide
    • (E)-3-(4-Hydroxy-3-methoxy-phenyl)-N-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide
    • 2-Propenamide, 3-(4-hydroxy-3-methoxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-, (2E)-
    • 66648-43-9

  • Applications

    Feruloyltyramine (CAS 65646-26-6) is typically regarded as a synthetic intermediate in bio-based polymer and specialty chemical syntheses; it is also evaluated as an antioxidant and a bioactive component with potential utility in cosmetics and personal care. In coatings and inks, it can function as a functional additive that may enhance oxidative stability and photostability of the formulation. In the polymers/plastics arena, feruloyltyramine may be used as an additive to improve aging resistance and mechanical performance of plastics or composites. Additionally, it can serve as a precursor for the synthesis of hydroxycinnamoyl amide derivatives used in bioactive and industrial applications. The use of this compound is typically formulation- and regulation-dependent, and not claimed as safe or effective without local guidelines.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.84
    methanol 50.66
    isopropanol 35.82
    water 0.05
    ethyl acetate 16.33
    n-propanol 45.69
    acetone 81.42
    n-butanol 20.82
    acetonitrile 11.33
    DMF 57.01
    toluene 2.81
    isobutanol 14.76
    1,4-dioxane 64.8
    methyl acetate 21.98
    THF 479.39
    2-butanone 56.31
    n-pentanol 16.22
    sec-butanol 28.23
    n-hexane 0.15
    ethylene glycol 17.04
    NMP 13.45
    cyclohexane 0.23
    DMSO 738.45
    n-butyl acetate 3.02
    n-octanol 4.19
    chloroform 9.05
    n-propyl acetate 5.11
    acetic acid 46.45
    dichloromethane 8.35
    cyclohexanone 34.07
    propylene glycol 39.89
    isopropyl acetate 7.31
    DMAc 140.65
    2-ethoxyethanol 76.85
    isopentanol 11.18
    n-heptane 0.31
    ethyl formate 10.01
    1,2-dichloroethane 10.0
    n-hexanol 7.5
    2-methoxyethanol 130.7
    isobutyl acetate 3.07
    tetrachloromethane 0.9
    n-pentyl acetate 3.95
    transcutol 84.07
    n-heptanol 5.2
    ethylbenzene 1.61
    MIBK 9.55
    2-propoxyethanol 37.03
    tert-butanol 39.4
    MTBE 12.1
    2-butoxyethanol 17.97
    propionic acid 21.58
    o-xylene 2.02
    formic acid 29.96
    diethyl ether 10.53
    m-xylene 1.44
    p-xylene 1.85
    chlorobenzene 2.64
    dimethyl carbonate 12.92
    n-octane 0.25
    formamide 71.33
    cyclopentanone 70.16
    2-pentanone 25.8
    anisole 8.72
    cyclopentyl methyl ether 17.05
    gamma-butyrolactone 50.01
    1-methoxy-2-propanol 79.01
    pyridine 24.72
    3-pentanone 16.21
    furfural 28.65
    n-dodecane 0.26
    diethylene glycol 42.27
    diisopropyl ether 1.66
    tert-amyl alcohol 23.66
    acetylacetone 33.93
    n-hexadecane 0.3
    acetophenone 9.25
    methyl propionate 18.3
    isopentyl acetate 4.36
    trichloroethylene 18.36
    n-nonanol 5.01
    cyclohexanol 14.52
    benzyl alcohol 13.17
    2-ethylhexanol 3.6
    isooctanol 4.44
    dipropyl ether 5.44
    1,2-dichlorobenzene 2.63
    ethyl lactate 8.99
    propylene carbonate 9.85
    n-methylformamide 37.55
    2-pentanol 10.81
    n-pentane 0.11
    1-propoxy-2-propanol 21.22
    1-methoxy-2-propyl acetate 12.04
    2-(2-methoxypropoxy) propanol 22.09
    mesitylene 0.97
    ε-caprolactone 17.81
    p-cymene 1.32
    epichlorohydrin 78.18
    1,1,1-trichloroethane 4.36
    2-aminoethanol 38.07
    morpholine-4-carbaldehyde 37.64
    sulfolane 72.19
    2,2,4-trimethylpentane 0.21
    2-methyltetrahydrofuran 44.02
    n-hexyl acetate 5.65
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 29.74
    sec-butyl acetate 3.74
    tert-butyl acetate 9.81
    decalin 0.24
    glycerin 55.73
    diglyme 52.28
    acrylic acid 19.32
    isopropyl myristate 3.48
    n-butyric acid 19.24
    acetyl acetate 8.1
    di(2-ethylhexyl) phthalate 4.71
    ethyl propionate 6.13
    nitromethane 85.89
    1,2-diethoxyethane 16.33
    benzonitrile 6.19
    trioctyl phosphate 3.2
    1-bromopropane 3.38
    gamma-valerolactone 64.89
    n-decanol 4.02
    triethyl phosphate 4.82
    4-methyl-2-pentanol 4.6
    propionitrile 11.75
    vinylene carbonate 9.03
    1,1,2-trichlorotrifluoroethane 47.16
    DMS 7.74
    cumene 1.17
    2-octanol 3.12
    2-hexanone 11.0
    octyl acetate 4.46
    limonene 1.9
    1,2-dimethoxyethane 73.41
    ethyl orthosilicate 4.79
    tributyl phosphate 3.97
    diacetone alcohol 26.32
    N,N-dimethylaniline 5.58
    acrylonitrile 15.85
    aniline 10.41
    1,3-propanediol 55.98
    bromobenzene 1.77
    dibromomethane 4.11
    1,1,2,2-tetrachloroethane 18.49
    2-methyl-cyclohexyl acetate 5.66
    tetrabutyl urea 6.97
    diisobutyl methanol 2.93
    2-phenylethanol 8.6
    styrene 1.95
    dioctyl adipate 6.86
    dimethyl sulfate 24.23
    ethyl butyrate 4.31
    methyl lactate 21.26
    butyl lactate 7.14
    diethyl carbonate 3.87
    propanediol butyl ether 16.4
    triethyl orthoformate 5.7
    p-tert-butyltoluene 1.31
    methyl 4-tert-butylbenzoate 11.37
    morpholine 92.99
    tert-butylamine 7.95
    n-dodecanol 3.15
    dimethoxymethane 78.3
    ethylene carbonate 7.72
    cyrene 20.54
    2-ethoxyethyl acetate 10.33
    2-ethylhexyl acetate 2.74
    1,2,4-trichlorobenzene 4.28
    4-methylpyridine 12.09
    dibutyl ether 5.24
    2,6-dimethyl-4-heptanol 2.93
    DEF 16.85
    dimethyl isosorbide 28.41
    tetrachloroethylene 9.71
    eugenol 13.29
    triacetin 10.7
    span 80 13.57
    1,4-butanediol 20.15
    1,1-dichloroethane 5.39
    2-methyl-1-pentanol 10.05
    methyl formate 26.17
    2-methyl-1-butanol 12.11
    n-decane 0.43
    butyronitrile 8.77
    3,7-dimethyl-1-octanol 4.26
    1-chlorooctane 1.8
    1-chlorotetradecane 0.91
    n-nonane 0.33
    undecane 0.32
    tert-butylcyclohexane 0.2
    cyclooctane 0.12
    cyclopentanol 24.66
    tetrahydropyran 48.23
    tert-amyl methyl ether 9.17
    2,5,8-trioxanonane 43.32
    1-hexene 1.13
    2-isopropoxyethanol 33.19
    2,2,2-trifluoroethanol 13.31
    methyl butyrate 7.66

    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