(+)-Murrayazoline

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  • Identifiers

    CAS number
    25488-37-3

    Molecular formula
    C23H25NO

    SMILES
    CC1=CC2=C3C4=C1O[C@]5(CC[C@H]([C@@H]4C5)C(N3C6=CC=CC=C62)(C)C)C

    Safety labels

  • Odor profile

    Fragrance
    Musk 57.73%
    Fruity 45.31%
    Floral 38.93%
    Animal 38.37%
    Powdery 35.44%
    Amber 34.03%
    Sweet 33.48%
    Dry 28.08%
    Woody 25.7%
    Neroli 23.38%

     

    Flavor
    Bitter 82.06%
    Very strong 21.07%
    Indole 20.69%
    Cedarleaf 20.59%
    Cereal 19.81%
    Ripe apricot 19.2%
    Parsley 19.05%
    Red fruit 19.05%
    Animal 18.92%
    Patchouli 18.85%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    5.2

    pKa est.
    6.99 (neutral)

    Molecular weight
    331.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    641°C

    Flash point

    • 204.39 ˚C est.

  • Synonyms

    • (+)-Murrayazoline
    • 25488-37-3
    • DTXSID401316331
    • RefChem:1048977
    • DTXCID301746187
    • Mahanimbidine
    • Murrayazoline
    • 1,12-Epoxy-9H-indolo[3,2,1-de]phenanthridine, 9a,10,11,12,13,13a-hexahydro-2,9,9,12-tetramethyl-, (9aR,12S,13aS)-
    • CHEMBL524719
    • orb1942889
    • orb1991557
    • HY-N11023
    • AKOS040735198
    • (14R,17S,19S)-3,13,13,17-tetramethyl-21-oxa-12-azahexacyclo[10.7.1.12,17.05,20.06,11.014,19]henicosa-1,3,5(20),6,8,10-hexaene
    • (9aR,12S,13aS)-2,9,9,12-Tetramethyl-9a,10,11,12,13,13a-hexahydro-9H-1,12-epoxyindolo[3,2,1-de]phenanthridine
    • 25488-37-3

  • Applications

    (+)-Murrayazoline, CAS 25488-37-3, is typically used as a synthetic intermediate and a chiral building block in pharmaceutical manufacture; it is also evaluated as a fragrance and cosmetic intermediate, enabling the synthesis of aroma- and personal-care related compounds for perfumery and consumer products; in industrial manufacturing it serves as a starting material for the preparation of heterocyclic azoline derivatives and other functionalized motifs; in polymer and materials chemistry it may act as a precursor for functionalized monomers; and in research and development settings it is used as a reagent for method development and exploratory synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 26.29
    methanol 14.97
    isopropanol 24.29
    water 0.05
    ethyl acetate 101.23
    n-propanol 42.88
    acetone 113.79
    n-butanol 45.92
    acetonitrile 29.44
    DMF 149.26
    toluene 200.84
    isobutanol 42.57
    1,4-dioxane 309.43
    methyl acetate 127.87
    THF 390.87
    2-butanone 184.12
    n-pentanol 46.65
    sec-butanol 29.73
    n-hexane 6.61
    ethylene glycol 7.32
    NMP 297.03
    cyclohexane 21.68
    DMSO 65.34
    n-butyl acetate 166.07
    n-octanol 49.74
    chloroform 539.76
    n-propyl acetate 119.54
    acetic acid 36.37
    dichloromethane 452.76
    cyclohexanone 338.98
    propylene glycol 9.45
    isopropyl acetate 90.61
    DMAc 234.59
    2-ethoxyethanol 66.8
    isopentanol 53.47
    n-heptane 6.78
    ethyl formate 63.43
    1,2-dichloroethane 250.91
    n-hexanol 80.35
    2-methoxyethanol 64.04
    isobutyl acetate 145.62
    tetrachloromethane 55.47
    n-pentyl acetate 174.08
    transcutol 187.94
    n-heptanol 59.43
    ethylbenzene 82.84
    MIBK 97.8
    2-propoxyethanol 146.95
    tert-butanol 24.85
    MTBE 53.92
    2-butoxyethanol 114.45
    propionic acid 53.02
    o-xylene 91.54
    formic acid 8.4
    diethyl ether 73.4
    m-xylene 104.17
    p-xylene 132.95
    chlorobenzene 228.46
    dimethyl carbonate 81.85
    n-octane 5.12
    formamide 14.52
    cyclopentanone 377.84
    2-pentanone 123.75
    anisole 128.71
    cyclopentyl methyl ether 175.52
    gamma-butyrolactone 323.37
    1-methoxy-2-propanol 57.41
    pyridine 350.47
    3-pentanone 147.17
    furfural 268.68
    n-dodecane 5.65
    diethylene glycol 74.54
    diisopropyl ether 30.55
    tert-amyl alcohol 29.3
    acetylacetone 142.51
    n-hexadecane 7.0
    acetophenone 159.65
    methyl propionate 124.2
    isopentyl acetate 182.58
    trichloroethylene 564.18
    n-nonanol 51.99
    cyclohexanol 80.54
    benzyl alcohol 116.15
    2-ethylhexanol 70.08
    isooctanol 55.63
    dipropyl ether 57.18
    1,2-dichlorobenzene 189.84
    ethyl lactate 55.71
    propylene carbonate 176.83
    n-methylformamide 48.97
    2-pentanol 30.7
    n-pentane 6.79
    1-propoxy-2-propanol 92.37
    1-methoxy-2-propyl acetate 157.98
    2-(2-methoxypropoxy) propanol 102.08
    mesitylene 54.99
    ε-caprolactone 277.55
    p-cymene 54.75
    epichlorohydrin 397.04
    1,1,1-trichloroethane 180.06
    2-aminoethanol 16.0
    morpholine-4-carbaldehyde 293.56
    sulfolane 265.06
    2,2,4-trimethylpentane 5.69
    2-methyltetrahydrofuran 243.0
    n-hexyl acetate 194.32
    isooctane 4.13
    2-(2-butoxyethoxy)ethanol 123.45
    sec-butyl acetate 102.06
    tert-butyl acetate 86.23
    decalin 14.54
    glycerin 16.83
    diglyme 212.5
    acrylic acid 54.17
    isopropyl myristate 80.45
    n-butyric acid 70.49
    acetyl acetate 86.05
    di(2-ethylhexyl) phthalate 97.1
    ethyl propionate 97.85
    nitromethane 78.55
    1,2-diethoxyethane 128.14
    benzonitrile 154.95
    trioctyl phosphate 65.98
    1-bromopropane 127.04
    gamma-valerolactone 457.26
    n-decanol 40.69
    triethyl phosphate 67.18
    4-methyl-2-pentanol 30.89
    propionitrile 60.59
    vinylene carbonate 201.61
    1,1,2-trichlorotrifluoroethane 189.88
    DMS 193.34
    cumene 59.82
    2-octanol 42.29
    2-hexanone 134.54
    octyl acetate 104.11
    limonene 62.26
    1,2-dimethoxyethane 144.28
    ethyl orthosilicate 65.8
    tributyl phosphate 75.58
    diacetone alcohol 75.19
    N,N-dimethylaniline 87.57
    acrylonitrile 75.69
    aniline 128.02
    1,3-propanediol 27.91
    bromobenzene 264.72
    dibromomethane 262.78
    1,1,2,2-tetrachloroethane 369.18
    2-methyl-cyclohexyl acetate 142.27
    tetrabutyl urea 99.13
    diisobutyl methanol 33.02
    2-phenylethanol 157.0
    styrene 97.23
    dioctyl adipate 110.56
    dimethyl sulfate 102.31
    ethyl butyrate 100.47
    methyl lactate 47.06
    butyl lactate 104.89
    diethyl carbonate 78.34
    propanediol butyl ether 74.49
    triethyl orthoformate 86.68
    p-tert-butyltoluene 47.42
    methyl 4-tert-butylbenzoate 130.08
    morpholine 251.13
    tert-butylamine 16.21
    n-dodecanol 32.28
    dimethoxymethane 135.69
    ethylene carbonate 160.31
    cyrene 135.98
    2-ethoxyethyl acetate 225.66
    2-ethylhexyl acetate 178.76
    1,2,4-trichlorobenzene 241.67
    4-methylpyridine 285.65
    dibutyl ether 61.59
    2,6-dimethyl-4-heptanol 33.02
    DEF 142.83
    dimethyl isosorbide 197.27
    tetrachloroethylene 256.21
    eugenol 133.25
    triacetin 166.96
    span 80 97.33
    1,4-butanediol 20.01
    1,1-dichloroethane 173.72
    2-methyl-1-pentanol 62.66
    methyl formate 53.04
    2-methyl-1-butanol 53.61
    n-decane 9.29
    butyronitrile 62.52
    3,7-dimethyl-1-octanol 54.58
    1-chlorooctane 48.13
    1-chlorotetradecane 21.67
    n-nonane 7.42
    undecane 7.0
    tert-butylcyclohexane 10.6
    cyclooctane 8.5
    cyclopentanol 78.44
    tetrahydropyran 255.85
    tert-amyl methyl ether 48.87
    2,5,8-trioxanonane 145.97
    1-hexene 30.6
    2-isopropoxyethanol 72.74
    2,2,2-trifluoroethanol 22.95
    methyl butyrate 122.84

    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