Paprazine

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  • Identifiers

    CAS number
    36417-86-4

    Molecular formula
    C17H17NO3

    SMILES
    C1=CC(=CC=C1CCNC(=O)/C=C/C2=CC=C(C=C2)O)O

    Safety labels

  • Odor profile

    Fragrance
    Meaty 46.75%
    Savory 42.29%
    Odorless 37.05%
    Spicy 32.63%
    Cooked 28.82%
    Burnt 27.3%
    Roasted 26.0%
    Bitter 23.16%
    Fruity 23.0%
    Animal 20.78%

     

    Flavor
    Bitter 61.72%
    Odorless 38.08%
    Mild 33.28%
    Fruity 23.84%
    Nitrile 21.87%
    Orange flower 20.99%
    Orange blossom 20.64%
    Petitgrain 20.16%
    Ethyl benzoate 19.87%
    Urine 19.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    10.26 (weak base)

    Molecular weight
    283.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    569°C

    Melting point expt.

    • 260 - 261 °C

    Flash point

    • 240.57 ˚C est.

  • Synonyms

    • N-p-trans-Coumaroyltyramine
    • 36417-86-4
    • Paprazine
    • N-P-Coumaroyltyramine
    • N-trans-Coumaroyltyramine
    • 4-coumaroyltyramine
    • trans-N-(p-coumaroyl)tyramine
    • 5WQM3PJ2UK
    • (E)-N-(4-Hydroxyphenethyl)-3-(4-hydroxyphenyl)acrylamide
    • (2E)-3-(4-Hydroxyphenyl)-N-(2-(4-hydroxyphenyl)ethyl)-2-propenamide
    • (2E)-3-(4-Hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide
    • RefChem:43918
    • p-coumaroyltyramine
    • n-coumaroyltyramine
    • N-trans-p-coumaroyltyramine
    • (E)-3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • MFCD20260399
    • 2-Propenamide, 3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-
    • UNII-5WQM3PJ2UK
    • trans-n-p-coumaroyl tyramine
    • CHEMBL64286
    • (2e)-3-(4-hydroxyphenyl)-n-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
    • N-(p-Hydroxyphenyl)ethyl p-hydroxycinnamide
    • N-trans-Paprazine
    • N-p-coumaroyl-tyramine
    • (2E)-3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]acrylamide
    • trans-N-p-Coumaroyltyramine
    • coumaroyltyramine
    • Coumaroyl tyramine
    • NSC719214
    • N-E-coumaroyl tyramine
    • N-P-Coumaroyl Tyramine
    • trans-n-coumaroyltyramine
    • N-trans-p-coumaroytyramine
    • n-(p-trans-coumaroyl)tyramine
    • orb1297599
    • N-(p-trans-coumaroyl) tyramine
    • Trans-N-Hydroxycinnamoyltyramine
    • SCHEMBL19551426
    • ACon1_001913
    • CHEBI:65665
    • HY-N2230R
    • trans-N-p-hydroxycinnamoyltyramine
    • DTXSID401318618
    • N-p-hydroxy-trans-coumaroyltyramine
    • BDBM50069772
    • MSK162730
    • AKOS016814940
    • EBC-609394
    • EBC-667084
    • FP74489
    • N-p-trans-Coumaroyltyramine (Standard)
    • NSC-719214
    • NCGC00180009-01
    • DA-76288
    • SY110811
    • DB-321785
    • NS00097219
    • F17680
    • BRD-K84677622-001-01-5
    • Q27134147
    • Z1690788261
    • (2E)-3-(4-Hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-2-propenamide #
    • (E)-3-(4-Hydroxy-phenyl)-N-[2-(4-hydroxy-phenyl)-ethyl]-acrylamide
    • 2-Propenamide, 3-(4-hydroxyphenyl)-N-[2-(4-hydroxyphenyl)ethyl]-, (2E)-
    • 111129-11-4
    • 36417-86-4

  • Applications

    Paprazine (CAS 36417-86-4) may be used as an intermediate in organic synthesis for pharmaceuticals and specialty chemicals; may serve as a solvent or co-solvent in industrial manufacturing and formulation processes; may act as a building block or precursor in polymer and plastic formulations; may be evaluated for fragrance or odorant applications or as a fixative in perfumery; may function as a processing aid or additive in cosmetics, personal care, and household products; may be used in coatings or inks as a solvent or diluent component.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 21.34
    methanol 50.67
    isopropanol 14.59
    water 0.11
    ethyl acetate 10.08
    n-propanol 17.74
    acetone 19.79
    n-butanol 11.41
    acetonitrile 6.73
    DMF 30.28
    toluene 0.94
    isobutanol 6.49
    1,4-dioxane 35.72
    methyl acetate 13.33
    THF 125.62
    2-butanone 23.28
    n-pentanol 10.25
    sec-butanol 11.48
    n-hexane 0.05
    ethylene glycol 12.1
    NMP 5.77
    cyclohexane 0.04
    DMSO 203.39
    n-butyl acetate 3.38
    n-octanol 2.85
    chloroform 1.4
    n-propyl acetate 4.51
    acetic acid 24.23
    dichloromethane 0.75
    cyclohexanone 10.86
    propylene glycol 32.76
    isopropyl acetate 6.35
    DMAc 99.62
    2-ethoxyethanol 64.17
    isopentanol 8.41
    n-heptane 0.15
    ethyl formate 6.86
    1,2-dichloroethane 1.54
    n-hexanol 5.63
    2-methoxyethanol 104.7
    isobutyl acetate 2.98
    tetrachloromethane 0.31
    n-pentyl acetate 3.09
    transcutol 121.59
    n-heptanol 3.91
    ethylbenzene 0.85
    MIBK 7.94
    2-propoxyethanol 36.59
    tert-butanol 17.43
    MTBE 6.46
    2-butoxyethanol 17.4
    propionic acid 13.47
    o-xylene 1.04
    formic acid 23.01
    diethyl ether 4.07
    m-xylene 0.81
    p-xylene 1.0
    chlorobenzene 0.91
    dimethyl carbonate 8.93
    n-octane 0.09
    formamide 51.66
    cyclopentanone 17.1
    2-pentanone 11.13
    anisole 7.19
    cyclopentyl methyl ether 5.84
    gamma-butyrolactone 19.02
    1-methoxy-2-propanol 65.24
    pyridine 12.6
    3-pentanone 7.39
    furfural 18.36
    n-dodecane 0.13
    diethylene glycol 39.85
    diisopropyl ether 1.17
    tert-amyl alcohol 11.29
    acetylacetone 20.76
    n-hexadecane 0.15
    acetophenone 7.12
    methyl propionate 10.24
    isopentyl acetate 4.66
    trichloroethylene 4.52
    n-nonanol 3.55
    cyclohexanol 4.52
    benzyl alcohol 9.23
    2-ethylhexanol 2.97
    isooctanol 3.45
    dipropyl ether 4.61
    1,2-dichlorobenzene 1.27
    ethyl lactate 8.15
    propylene carbonate 6.97
    n-methylformamide 19.34
    2-pentanol 5.85
    n-pentane 0.03
    1-propoxy-2-propanol 21.24
    1-methoxy-2-propyl acetate 13.5
    2-(2-methoxypropoxy) propanol 24.1
    mesitylene 0.64
    ε-caprolactone 9.13
    p-cymene 1.06
    epichlorohydrin 32.42
    1,1,1-trichloroethane 1.26
    2-aminoethanol 28.99
    morpholine-4-carbaldehyde 27.36
    sulfolane 24.98
    2,2,4-trimethylpentane 0.1
    2-methyltetrahydrofuran 12.27
    n-hexyl acetate 4.53
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 33.8
    sec-butyl acetate 3.68
    tert-butyl acetate 9.01
    decalin 0.1
    glycerin 48.52
    diglyme 62.62
    acrylic acid 12.29
    isopropyl myristate 3.03
    n-butyric acid 13.71
    acetyl acetate 6.03
    di(2-ethylhexyl) phthalate 4.2
    ethyl propionate 5.52
    nitromethane 49.7
    1,2-diethoxyethane 18.78
    benzonitrile 3.78
    trioctyl phosphate 2.53
    1-bromopropane 0.53
    gamma-valerolactone 34.18
    n-decanol 2.92
    triethyl phosphate 4.52
    4-methyl-2-pentanol 3.74
    propionitrile 6.0
    vinylene carbonate 6.02
    1,1,2-trichlorotrifluoroethane 30.74
    DMS 6.47
    cumene 0.83
    2-octanol 1.99
    2-hexanone 7.47
    octyl acetate 3.73
    limonene 1.24
    1,2-dimethoxyethane 65.87
    ethyl orthosilicate 4.68
    tributyl phosphate 3.26
    diacetone alcohol 23.42
    N,N-dimethylaniline 5.04
    acrylonitrile 8.9
    aniline 4.7
    1,3-propanediol 39.32
    bromobenzene 0.59
    dibromomethane 0.4
    1,1,2,2-tetrachloroethane 5.87
    2-methyl-cyclohexyl acetate 5.32
    tetrabutyl urea 5.66
    diisobutyl methanol 2.68
    2-phenylethanol 7.32
    styrene 1.02
    dioctyl adipate 5.96
    dimethyl sulfate 13.99
    ethyl butyrate 4.78
    methyl lactate 17.26
    butyl lactate 6.41
    diethyl carbonate 3.97
    propanediol butyl ether 16.26
    triethyl orthoformate 6.22
    p-tert-butyltoluene 1.09
    methyl 4-tert-butylbenzoate 11.24
    morpholine 47.97
    tert-butylamine 4.12
    n-dodecanol 2.25
    dimethoxymethane 49.45
    ethylene carbonate 4.99
    cyrene 18.37
    2-ethoxyethyl acetate 9.39
    2-ethylhexyl acetate 2.81
    1,2,4-trichlorobenzene 2.15
    4-methylpyridine 5.08
    dibutyl ether 4.04
    2,6-dimethyl-4-heptanol 2.68
    DEF 10.74
    dimethyl isosorbide 32.49
    tetrachloroethylene 3.44
    eugenol 13.49
    triacetin 10.4
    span 80 13.39
    1,4-butanediol 13.94
    1,1-dichloroethane 0.84
    2-methyl-1-pentanol 7.88
    methyl formate 13.76
    2-methyl-1-butanol 7.26
    n-decane 0.19
    butyronitrile 5.4
    3,7-dimethyl-1-octanol 3.45
    1-chlorooctane 0.83
    1-chlorotetradecane 0.5
    n-nonane 0.13
    undecane 0.15
    tert-butylcyclohexane 0.12
    cyclooctane 0.03
    cyclopentanol 6.35
    tetrahydropyran 12.51
    tert-amyl methyl ether 5.51
    2,5,8-trioxanonane 48.36
    1-hexene 0.37
    2-isopropoxyethanol 27.89
    2,2,2-trifluoroethanol 6.94
    methyl butyrate 6.68

    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