(5bR,13bR,15S)-5b,6,7,8,13b,15-Hexahydro-15-methoxy-6-methyl(1,3)dioxolo(4,5-h)-1,3-dioxolo(7,8)(2)benzopyrano(3,4-a)(3)benzazepine

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  • Identifiers

    CAS number
    2718-25-4

    Molecular formula
    C21H21NO6

    SMILES
    CN1CCC2=CC3=C(C=C2[C@@H]4[C@H]1C5=C([C@H](O4)OC)C6=C(C=C5)OCO6)OCO3

    Safety labels

  • Odor profile

    Fragrance
    Sweet 38.77%
    Odorless 33.42%
    Vanilla 32.02%
    Floral 30.37%
    Spicy 25.87%
    Animal 25.81%
    Phenolic 24.22%
    Powdery 23.01%
    Aromatic 19.56%
    Creamy 19.11%

     

    Flavor
    Bitter 93.58%
    Bland 20.61%
    Sweet-like 20.06%
    Cedarleaf 19.16%
    Cereal 18.51%
    Parsley 17.98%
    Naphthalic 17.84%
    Alkaline 17.77%
    Indole 17.56%
    Very strong 17.49%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.4

    pKa est.
    4.67 (weak acid)

    Molecular weight
    383.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    581°C

    Flash point

    • 201.82 ˚C est.

  • Synonyms

    • Rhoeadine
    • 2718-25-4
    • Rhoeadin
    • 9Q9C65WH3B
    • (1R,14R,24S)-24-methoxy-13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo[12.11.0.02,10.04,8.015,23.018,22]pentacosa-2,4(8),9,15(23),16,18(22)-hexaene
    • DTXSID10181652
    • (1R,14R,24S)-24-methoxy-13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo(12.11.0.02,10.04,8.015,23.018,22)pentacosa-2,4(8),9,15(23),16,18(22)-hexaene
    • RefChem:906198
    • DTXCID50104143
    • (5bR,13bR,15S)-5b,6,7,8,13b,15-Hexahydro-15-methoxy-6-methyl(1,3)dioxolo(4,5-h)-1,3-dioxolo(7,8)(2)benzopyrano(3,4-a)(3)benzazepine
    • Rheadine
    • (+)-Rhoeadine
    • (+)-Rheadine
    • BRN 0098745
    • UNII-9Q9C65WH3B
    • RHEADINE [MI]
    • 8-beta-Methoxy-16-methyl-2,3:10,11-bis(methylenebis(oxy))rheadan
    • 4-27-00-06897 (Beilstein Handbook Reference)
    • SCHEMBL673349
    • CHEBI:8836
    • orb1681779
    • SCHEMBL29738654
    • (5bR,13bR,15S)-5b,6,7,8,13b,15-Hexahydro-15-methoxy-6-methyl-[1,3]dioxolo[4,5-h]-1,3-dioxolo[7,8][2]benzopyrano[3,4-a][3]benzazepine
    • HY-N9123
    • MFCD00075892
    • AKOS040762281
    • Rheadan, 8-methoxy-16-methyl-2,3:10,11-bis(methylenebis(oxy))-, (8-beta)-
    • FR27723
    • CS-0158798
    • NS00094621
    • C09619
    • Q203455
    • (8b)-8-Methoxy-16-methyl- 2,3:10,11-bis[methylenebis(oxy)]rheadan
    • (1,3)DIOXOLO(4,5-H)-1,3-DIOXOLO(7,8)(2)BENZOPYRANO(3,4-A)(3)BENZAZEPINE, 5B,6,7,8,13B,15-HEXAHYDRO-15-METHOXY-6-METHYL-, (5BR,13BR,15S)-
    • (5bR,13bR,15S)-15-Methoxy-6-methyl-5b,6,7,8,13b,15-hexahydro-2H,11H-[1,3]dioxolo[7,8][2]benzopyrano[3,4-a][1,3]dioxolo[4,5-h][3]benzazepine
    • 2718-25-4

  • Applications

    Chemical name: (5bR,13bR,15S)-5b,6,7,8,13b,15-Hexahydro-15-methoxy-6-methyl(1,3)dioxolo(4,5-h)-1,3-dioxolo(7,8)(2)benzopyrano(3,4-a)(3)benzazepine; CAS number: 2718-25-4. In real-world applications, this compound is regarded as a pharmaceutical synthesis intermediate and a chiral building block for medicinal chemistry, particularly for the development of benzazepine-type drugs; it is commonly used as a starting material or reference precursor in drug discovery and in SAR-focused research to support library construction. Its chiral properties enable use in asymmetric synthesis to access enantiomerically enriched variants. Additionally, it is often supplied to academic and industrial R&D laboratories for evaluating chemical reactivity, scalability, and to guide synthesis optimization.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.04
    methanol 6.87
    isopropanol 2.41
    water 0.73
    ethyl acetate 22.14
    n-propanol 3.09
    acetone 20.49
    n-butanol 3.58
    acetonitrile 14.38
    DMF 48.85
    toluene 3.52
    isobutanol 3.03
    1,4-dioxane 22.58
    methyl acetate 21.18
    THF 24.51
    2-butanone 17.2
    n-pentanol 3.61
    sec-butanol 1.87
    n-hexane 0.09
    ethylene glycol 6.93
    NMP 60.29
    cyclohexane 0.4
    DMSO 55.03
    n-butyl acetate 16.63
    n-octanol 3.91
    chloroform 91.85
    n-propyl acetate 17.15
    acetic acid 71.89
    dichloromethane 75.7
    cyclohexanone 35.57
    propylene glycol 1.83
    isopropyl acetate 15.47
    DMAc 77.98
    2-ethoxyethanol 22.38
    isopentanol 5.31
    n-heptane 0.26
    ethyl formate 26.52
    1,2-dichloroethane 34.55
    n-hexanol 5.02
    2-methoxyethanol 31.37
    isobutyl acetate 13.22
    tetrachloromethane 10.5
    n-pentyl acetate 15.49
    transcutol 38.56
    n-heptanol 5.63
    ethylbenzene 2.06
    MIBK 11.77
    2-propoxyethanol 33.04
    tert-butanol 3.49
    MTBE 2.56
    2-butoxyethanol 25.2
    propionic acid 16.17
    o-xylene 3.2
    formic acid 61.43
    diethyl ether 4.08
    m-xylene 3.25
    p-xylene 3.43
    chlorobenzene 12.0
    dimethyl carbonate 33.99
    n-octane 0.19
    formamide 66.42
    cyclopentanone 41.85
    2-pentanone 14.39
    anisole 6.65
    cyclopentyl methyl ether 8.91
    gamma-butyrolactone 63.36
    1-methoxy-2-propanol 17.02
    pyridine 25.87
    3-pentanone 13.31
    furfural 77.34
    n-dodecane 0.27
    diethylene glycol 42.56
    diisopropyl ether 1.71
    tert-amyl alcohol 2.98
    acetylacetone 33.8
    n-hexadecane 0.32
    acetophenone 16.88
    methyl propionate 21.07
    isopentyl acetate 16.64
    trichloroethylene 102.77
    n-nonanol 4.66
    cyclohexanol 5.29
    benzyl alcohol 12.29
    2-ethylhexanol 5.03
    isooctanol 5.77
    dipropyl ether 4.27
    1,2-dichlorobenzene 16.78
    ethyl lactate 17.5
    propylene carbonate 43.44
    n-methylformamide 32.04
    2-pentanol 2.1
    n-pentane 0.13
    1-propoxy-2-propanol 17.22
    1-methoxy-2-propyl acetate 29.42
    2-(2-methoxypropoxy) propanol 22.46
    mesitylene 2.15
    ε-caprolactone 38.42
    p-cymene 3.56
    epichlorohydrin 63.15
    1,1,1-trichloroethane 28.04
    2-aminoethanol 5.77
    morpholine-4-carbaldehyde 71.81
    sulfolane 73.64
    2,2,4-trimethylpentane 0.16
    2-methyltetrahydrofuran 11.51
    n-hexyl acetate 13.08
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 24.38
    sec-butyl acetate 11.32
    tert-butyl acetate 13.58
    decalin 0.36
    glycerin 14.01
    diglyme 50.81
    acrylic acid 28.49
    isopropyl myristate 6.56
    n-butyric acid 25.78
    acetyl acetate 35.41
    di(2-ethylhexyl) phthalate 11.92
    ethyl propionate 15.49
    nitromethane 119.44
    1,2-diethoxyethane 11.89
    benzonitrile 20.47
    trioctyl phosphate 8.4
    1-bromopropane 6.76
    gamma-valerolactone 82.37
    n-decanol 3.47
    triethyl phosphate 15.15
    4-methyl-2-pentanol 2.95
    propionitrile 11.93
    vinylene carbonate 63.56
    1,1,2-trichlorotrifluoroethane 100.18
    DMS 21.06
    cumene 2.01
    2-octanol 3.07
    2-hexanone 12.32
    octyl acetate 8.72
    limonene 3.85
    1,2-dimethoxyethane 31.37
    ethyl orthosilicate 12.52
    tributyl phosphate 9.75
    diacetone alcohol 18.71
    N,N-dimethylaniline 5.72
    acrylonitrile 25.7
    aniline 9.2
    1,3-propanediol 11.61
    bromobenzene 11.28
    dibromomethane 32.18
    1,1,2,2-tetrachloroethane 64.57
    2-methyl-cyclohexyl acetate 15.89
    tetrabutyl urea 13.06
    diisobutyl methanol 3.06
    2-phenylethanol 16.11
    styrene 2.5
    dioctyl adipate 12.42
    dimethyl sulfate 54.69
    ethyl butyrate 16.0
    methyl lactate 23.25
    butyl lactate 16.79
    diethyl carbonate 16.56
    propanediol butyl ether 12.36
    triethyl orthoformate 14.37
    p-tert-butyltoluene 2.88
    methyl 4-tert-butylbenzoate 21.49
    morpholine 21.5
    tert-butylamine 1.37
    n-dodecanol 2.64
    dimethoxymethane 33.36
    ethylene carbonate 49.99
    cyrene 34.32
    2-ethoxyethyl acetate 24.91
    2-ethylhexyl acetate 13.56
    1,2,4-trichlorobenzene 22.16
    4-methylpyridine 19.34
    dibutyl ether 3.63
    2,6-dimethyl-4-heptanol 3.06
    DEF 26.39
    dimethyl isosorbide 40.25
    tetrachloroethylene 48.29
    eugenol 24.12
    triacetin 23.41
    span 80 15.11
    1,4-butanediol 6.17
    1,1-dichloroethane 20.48
    2-methyl-1-pentanol 4.75
    methyl formate 36.17
    2-methyl-1-butanol 3.84
    n-decane 0.39
    butyronitrile 9.57
    3,7-dimethyl-1-octanol 4.61
    1-chlorooctane 2.04
    1-chlorotetradecane 1.1
    n-nonane 0.28
    undecane 0.31
    tert-butylcyclohexane 0.23
    cyclooctane 0.2
    cyclopentanol 5.95
    tetrahydropyran 9.61
    tert-amyl methyl ether 2.96
    2,5,8-trioxanonane 37.72
    1-hexene 0.52
    2-isopropoxyethanol 15.5
    2,2,2-trifluoroethanol 56.66
    methyl butyrate 20.1

    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