Quinolizidine

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  • Identifiers

    CAS number
    493-10-7

    Molecular formula
    C9H17N

    SMILES
    C1CCN2CCCCC2C1

    Safety labels

  • Odor profile

    Fragrance
    Fishy 64.37%
    Animal 60.46%
    Floral 44.89%
    Cheesy 43.32%
    Sweet 41.63%
    Nutty 28.91%
    Earthy 28.5%
    Musty 27.11%
    Popcorn 26.5%
    Ripe 25.75%

     

    Flavor
    Animal 50.21%
    Sweet 48.0%
    Bitter 47.99%
    Floral 39.01%
    Ammoniacal 30.05%
    Alkaline 28.75%
    Amine 28.61%
    Shrimp 24.12%
    Egg 21.95%
    Cereal 21.85%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.0

    pKa est.
    8.82 (weak base)

    Molecular weight
    139.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    192°C

    Flash point

    • 61.58 ˚C est.

  • Synonyms

    • quinolizidine
    • Norlupinane
    • 493-10-7
    • 2H-Quinolizine, octahydro-
    • octahydroquinolizine
    • UNII-S6O58HOW33
    • S6O58HOW33
    • 1-azabicyclo[4.4.0]decane
    • QUINOLIZINE, OCTAHYDRO-
    • CHEBI:46751
    • 1-AZABICYCLO(4.4.0)DECANE
    • RefChem:45869
    • Octahydro-2H-quinolizine
    • 2,3,4,6,7,8,9,9a-octahydro-1H-quinolizine
    • octahydro-quinolizine
    • 1-azabicyclo[4,4,0]decane
    • SCHEMBL127850
    • SCHEMBL204448
    • SCHEMBL206897
    • SCHEMBL360543
    • SCHEMBL2065720
    • SCHEMBL4159670
    • SCHEMBL5037562
    • SCHEMBL17100712
    • DTXSID90964203
    • 1,2,3,4,5,6,7,8,9,9a-decahydro-quinolizine
    • Q418837
    • InChI=1/C9H17N/c1-3-7-10-8-4-2-6-9(10)5-1/h9H,1-8H
    • 493-10-7

  • Applications

    Quinolizidine, CAS 493-10-7, is primarily used as a building block and scaffold in pharmaceutical synthesis and quinolizidine alkaloid chemistry, enabling the preparation of bioactive derivatives related to natural alkaloids such as sparteine and lupinine. In organic synthesis, it also serves as a framework for enantioselective reactions and can be a precursor for chiral ligands or auxiliaries used in asymmetric catalysis. Additionally, quinolizidine is considered a versatile starting material for developing alkaloid-inspired medicinal chemistry and specialty chemicals based on the quinolizidine core, with ongoing research at the laboratory level for plant-alkaloid scaffolds and related compounds, subject to regional regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 271.17
    methanol 328.62
    isopropanol 198.25
    water 1.16
    ethyl acetate 569.41
    n-propanol 291.17
    acetone 505.0
    n-butanol 273.81
    acetonitrile 461.72
    DMF 472.71
    toluene 468.37
    isobutanol 222.14
    1,4-dioxane 911.29
    methyl acetate 515.01
    THF 1062.32
    2-butanone 516.98
    n-pentanol 172.19
    sec-butanol 208.43
    n-hexane 93.89
    ethylene glycol 74.51
    NMP 704.82
    cyclohexane 226.77
    DMSO 586.52
    n-butyl acetate 579.04
    n-octanol 137.32
    chloroform 2192.02
    n-propyl acetate 323.61
    acetic acid 430.92
    dichloromethane 1810.4
    cyclohexanone 888.01
    propylene glycol 104.58
    isopropyl acetate 314.21
    DMAc 384.17
    2-ethoxyethanol 260.96
    isopentanol 219.3
    n-heptane 128.33
    ethyl formate 398.22
    1,2-dichloroethane 936.24
    n-hexanol 289.76
    2-methoxyethanol 423.13
    isobutyl acetate 217.06
    tetrachloromethane 584.93
    n-pentyl acetate 283.35
    transcutol 943.88
    n-heptanol 145.96
    ethylbenzene 153.73
    MIBK 240.93
    2-propoxyethanol 438.45
    tert-butanol 202.3
    MTBE 273.55
    2-butoxyethanol 249.5
    propionic acid 380.8
    o-xylene 247.24
    formic acid 126.58
    diethyl ether 413.05
    m-xylene 252.48
    p-xylene 199.93
    chlorobenzene 683.59
    dimethyl carbonate 168.57
    n-octane 47.48
    formamide 169.51
    cyclopentanone 953.39
    2-pentanone 401.66
    anisole 265.65
    cyclopentyl methyl ether 574.08
    gamma-butyrolactone 1150.03
    1-methoxy-2-propanol 314.41
    pyridine 908.1
    3-pentanone 408.23
    furfural 1053.23
    n-dodecane 35.09
    diethylene glycol 283.46
    diisopropyl ether 141.97
    tert-amyl alcohol 189.25
    acetylacetone 466.53
    n-hexadecane 40.23
    acetophenone 257.87
    methyl propionate 395.05
    isopentyl acetate 407.67
    trichloroethylene 1692.17
    n-nonanol 125.9
    cyclohexanol 338.97
    benzyl alcohol 214.9
    2-ethylhexanol 214.13
    isooctanol 120.19
    dipropyl ether 377.33
    1,2-dichlorobenzene 573.46
    ethyl lactate 148.43
    propylene carbonate 675.07
    n-methylformamide 339.26
    2-pentanol 178.44
    n-pentane 106.25
    1-propoxy-2-propanol 352.88
    1-methoxy-2-propyl acetate 391.43
    2-(2-methoxypropoxy) propanol 226.41
    mesitylene 167.73
    ε-caprolactone 764.48
    p-cymene 170.14
    epichlorohydrin 1098.28
    1,1,1-trichloroethane 1143.6
    2-aminoethanol 148.11
    morpholine-4-carbaldehyde 683.48
    sulfolane 1157.32
    2,2,4-trimethylpentane 55.86
    2-methyltetrahydrofuran 846.12
    n-hexyl acetate 328.61
    isooctane 39.73
    2-(2-butoxyethoxy)ethanol 303.67
    sec-butyl acetate 213.19
    tert-butyl acetate 291.43
    decalin 81.79
    glycerin 162.25
    diglyme 642.38
    acrylic acid 350.38
    isopropyl myristate 149.48
    n-butyric acid 540.44
    acetyl acetate 437.88
    di(2-ethylhexyl) phthalate 133.02
    ethyl propionate 284.4
    nitromethane 713.19
    1,2-diethoxyethane 478.63
    benzonitrile 422.04
    trioctyl phosphate 96.68
    1-bromopropane 628.04
    gamma-valerolactone 1056.34
    n-decanol 99.05
    triethyl phosphate 176.1
    4-methyl-2-pentanol 114.51
    propionitrile 449.45
    vinylene carbonate 660.58
    1,1,2-trichlorotrifluoroethane 639.77
    DMS 241.1
    cumene 116.79
    2-octanol 97.61
    2-hexanone 285.04
    octyl acetate 173.52
    limonene 250.14
    1,2-dimethoxyethane 477.98
    ethyl orthosilicate 162.84
    tributyl phosphate 140.24
    diacetone alcohol 245.44
    N,N-dimethylaniline 164.18
    acrylonitrile 529.45
    aniline 467.67
    1,3-propanediol 220.41
    bromobenzene 794.0
    dibromomethane 1213.23
    1,1,2,2-tetrachloroethane 1274.62
    2-methyl-cyclohexyl acetate 262.18
    tetrabutyl urea 149.47
    diisobutyl methanol 141.34
    2-phenylethanol 246.06
    styrene 218.12
    dioctyl adipate 200.25
    dimethyl sulfate 255.48
    ethyl butyrate 397.33
    methyl lactate 173.2
    butyl lactate 191.82
    diethyl carbonate 249.6
    propanediol butyl ether 187.37
    triethyl orthoformate 274.5
    p-tert-butyltoluene 160.83
    methyl 4-tert-butylbenzoate 229.71
    morpholine 757.81
    tert-butylamine 171.38
    n-dodecanol 82.95
    dimethoxymethane 375.14
    ethylene carbonate 570.81
    cyrene 212.2
    2-ethoxyethyl acetate 355.32
    2-ethylhexyl acetate 361.98
    1,2,4-trichlorobenzene 662.72
    4-methylpyridine 715.66
    dibutyl ether 292.55
    2,6-dimethyl-4-heptanol 141.34
    DEF 423.82
    dimethyl isosorbide 452.52
    tetrachloroethylene 946.46
    eugenol 199.57
    triacetin 312.5
    span 80 222.99
    1,4-butanediol 92.98
    1,1-dichloroethane 946.61
    2-methyl-1-pentanol 151.55
    methyl formate 312.02
    2-methyl-1-butanol 217.12
    n-decane 57.04
    butyronitrile 431.0
    3,7-dimethyl-1-octanol 156.56
    1-chlorooctane 172.03
    1-chlorotetradecane 76.24
    n-nonane 59.32
    undecane 43.14
    tert-butylcyclohexane 71.66
    cyclooctane 89.4
    cyclopentanol 393.83
    tetrahydropyran 795.76
    tert-amyl methyl ether 234.25
    2,5,8-trioxanonane 402.13
    1-hexene 200.47
    2-isopropoxyethanol 192.27
    2,2,2-trifluoroethanol 197.29
    methyl butyrate 354.07

    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