Angustifoline

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  • Identifiers

    CAS number
    550-43-6

    Molecular formula
    C14H22N2O

    SMILES
    C=CC[C@H]1[C@H]2C[C@@H](CN1)[C@H]3CCCC(=O)N3C2

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Nutty 44.54%
    Roasted 39.73%
    Popcorn 36.58%
    Fishy 33.99%
    Odorless 26.63%
    Spicy 26.34%
    Meaty 26.03%
    Burnt 24.74%
    Animal 21.43%
    Green 21.06%

     

    Flavor
    Bitter 71.91%
    Alkaline 22.68%
    Animal 22.07%
    Cedarleaf 21.28%
    Shrimp 21.04%
    Nitrile 20.51%
    Cereal 19.97%
    Sweet-like 19.58%
    Very strong 19.55%
    Indole 19.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.4

    pKa est.
    7.1 (neutral)

    Molecular weight
    234.34 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    417°C

    Flash point

    • 178.68 ˚C est.

  • Synonyms

    • Angustifoline
    • 550-43-6
    • (1S,2R,9S,10S)-10-prop-2-enyl-7,11-diazatricyclo[7.3.1.02,7]tridecan-6-one
    • (1S,2R,9S,10S)-10-prop-2-enyl-7,11-diazatricyclo(7.3.1.02,7)tridecan-6-one
    • RefChem:558082
    • (-)-Angustifoline
    • Mixture of (-)-Angustifoline and Isoangustifoline
    • 133398-34-2
    • Angustifolinehydrochloride
    • Angustifoline hydrochloride
    • CHEMBL459206
    • orb1680206
    • SCHEMBL1674758
    • HY-N10087
    • AKOS040763547
    • DA-70869
    • CS-0255525
    • (1S,4S,5S,11AR)-4-allyldecahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
    • 550-43-6

  • Applications

    Angustifoline, CAS 550-43-6, is primarily used as an organic-synthesis building block and intermediate for the preparation of heterocyclic compounds and natural-product derivatives in pharmaceutical and agrochemical research; it also serves as a reference material in analytical methods for structure elucidation. In industry, it can function as a precursor or additive in polymers, coatings, inks, and other specialty chemicals. It may be evaluated for fragrance or cosmetic scent-related applications as a potential odorant or fragrance precursor, depending on formulation and regulatory constraints. Use is subject to local regulations and formulation limits, and it is handled under appropriate safety protocols.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 50.24
    methanol 110.12
    isopropanol 32.63
    water 6.34
    ethyl acetate 51.21
    n-propanol 42.2
    acetone 43.61
    n-butanol 42.08
    acetonitrile 22.85
    DMF 119.93
    toluene 19.98
    isobutanol 34.64
    1,4-dioxane 76.38
    methyl acetate 34.31
    THF 77.56
    2-butanone 38.47
    n-pentanol 25.89
    sec-butanol 20.23
    n-hexane 0.33
    ethylene glycol 57.92
    NMP 93.64
    cyclohexane 1.16
    DMSO 169.29
    n-butyl acetate 41.04
    n-octanol 13.23
    chloroform 187.06
    n-propyl acetate 27.32
    acetic acid 220.08
    dichloromethane 136.15
    cyclohexanone 95.2
    propylene glycol 40.26
    isopropyl acetate 37.42
    DMAc 104.07
    2-ethoxyethanol 70.94
    isopentanol 41.32
    n-heptane 0.53
    ethyl formate 64.63
    1,2-dichloroethane 67.78
    n-hexanol 27.23
    2-methoxyethanol 135.67
    isobutyl acetate 24.56
    tetrachloromethane 18.53
    n-pentyl acetate 31.13
    transcutol 329.2
    n-heptanol 19.17
    ethylbenzene 7.22
    MIBK 29.67
    2-propoxyethanol 94.44
    tert-butanol 25.97
    MTBE 8.63
    2-butoxyethanol 64.27
    propionic acid 80.8
    o-xylene 15.31
    formic acid 188.85
    diethyl ether 10.74
    m-xylene 19.26
    p-xylene 10.23
    chlorobenzene 44.51
    dimethyl carbonate 29.38
    n-octane 0.44
    formamide 148.22
    cyclopentanone 100.3
    2-pentanone 35.89
    anisole 17.62
    cyclopentyl methyl ether 28.91
    gamma-butyrolactone 135.98
    1-methoxy-2-propanol 91.38
    pyridine 79.78
    3-pentanone 26.55
    furfural 189.06
    n-dodecane 0.62
    diethylene glycol 135.52
    diisopropyl ether 4.75
    tert-amyl alcohol 17.43
    acetylacetone 70.95
    n-hexadecane 0.73
    acetophenone 33.6
    methyl propionate 38.8
    isopentyl acetate 40.79
    trichloroethylene 185.92
    n-nonanol 14.02
    cyclohexanol 34.87
    benzyl alcohol 45.37
    2-ethylhexanol 16.32
    isooctanol 17.31
    dipropyl ether 6.78
    1,2-dichlorobenzene 46.33
    ethyl lactate 32.22
    propylene carbonate 92.09
    n-methylformamide 100.89
    2-pentanol 18.17
    n-pentane 0.58
    1-propoxy-2-propanol 55.73
    1-methoxy-2-propyl acetate 61.98
    2-(2-methoxypropoxy) propanol 60.42
    mesitylene 11.62
    ε-caprolactone 87.95
    p-cymene 9.99
    epichlorohydrin 132.27
    1,1,1-trichloroethane 46.49
    2-aminoethanol 69.02
    morpholine-4-carbaldehyde 126.57
    sulfolane 139.9
    2,2,4-trimethylpentane 0.79
    2-methyltetrahydrofuran 37.33
    n-hexyl acetate 33.97
    isooctane 0.78
    2-(2-butoxyethoxy)ethanol 89.6
    sec-butyl acetate 19.82
    tert-butyl acetate 30.67
    decalin 1.2
    glycerin 107.92
    diglyme 131.09
    acrylic acid 102.1
    isopropyl myristate 12.87
    n-butyric acid 131.01
    acetyl acetate 58.45
    di(2-ethylhexyl) phthalate 29.65
    ethyl propionate 20.68
    nitromethane 173.33
    1,2-diethoxyethane 41.87
    benzonitrile 60.5
    trioctyl phosphate 18.72
    1-bromopropane 16.59
    gamma-valerolactone 167.87
    n-decanol 10.94
    triethyl phosphate 21.44
    4-methyl-2-pentanol 16.79
    propionitrile 24.47
    vinylene carbonate 104.43
    1,1,2-trichlorotrifluoroethane 175.94
    DMS 39.84
    cumene 7.41
    2-octanol 10.18
    2-hexanone 20.45
    octyl acetate 18.25
    limonene 10.36
    1,2-dimethoxyethane 61.17
    ethyl orthosilicate 18.6
    tributyl phosphate 23.49
    diacetone alcohol 49.72
    N,N-dimethylaniline 14.1
    acrylonitrile 50.47
    aniline 53.13
    1,3-propanediol 94.95
    bromobenzene 37.57
    dibromomethane 58.55
    1,1,2,2-tetrachloroethane 126.47
    2-methyl-cyclohexyl acetate 26.32
    tetrabutyl urea 27.04
    diisobutyl methanol 10.44
    2-phenylethanol 46.37
    styrene 8.43
    dioctyl adipate 24.16
    dimethyl sulfate 53.02
    ethyl butyrate 25.13
    methyl lactate 53.13
    butyl lactate 42.99
    diethyl carbonate 21.76
    propanediol butyl ether 68.17
    triethyl orthoformate 21.69
    p-tert-butyltoluene 8.75
    methyl 4-tert-butylbenzoate 43.2
    morpholine 79.0
    tert-butylamine 9.31
    n-dodecanol 8.46
    dimethoxymethane 62.31
    ethylene carbonate 84.21
    cyrene 66.17
    2-ethoxyethyl acetate 61.11
    2-ethylhexyl acetate 29.87
    1,2,4-trichlorobenzene 58.03
    4-methylpyridine 63.69
    dibutyl ether 8.38
    2,6-dimethyl-4-heptanol 10.44
    DEF 46.76
    dimethyl isosorbide 84.98
    tetrachloroethylene 104.13
    eugenol 52.98
    triacetin 52.3
    span 80 49.9
    1,4-butanediol 40.57
    1,1-dichloroethane 49.98
    2-methyl-1-pentanol 27.34
    methyl formate 74.37
    2-methyl-1-butanol 32.98
    n-decane 0.83
    butyronitrile 31.14
    3,7-dimethyl-1-octanol 16.86
    1-chlorooctane 4.94
    1-chlorotetradecane 2.59
    n-nonane 0.62
    undecane 0.7
    tert-butylcyclohexane 1.0
    cyclooctane 0.66
    cyclopentanol 36.54
    tetrahydropyran 33.95
    tert-amyl methyl ether 8.28
    2,5,8-trioxanonane 93.93
    1-hexene 1.75
    2-isopropoxyethanol 44.35
    2,2,2-trifluoroethanol 110.61
    methyl butyrate 28.2

    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