Scopolamine hydrobromide trihydrate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    6533-68-2

    Molecular formula
    C17H28BrNO7

    SMILES
    CN1[C@@H]2CC(C[C@H]1[C@H]3[C@@H]2O3)OC(=O)[C@H](CO)C4=CC=CC=C4.O.O.O.Br

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 55.52%
    Sweet 27.58%
    Cooling 24.3%
    Fruity 21.05%
    Balsamic 20.74%
    Bitter 20.11%
    Floral 19.17%
    Grape 18.84%
    Savory 17.34%
    Animal 16.8%

     

    Flavor
    Bitter 81.75%
    Odorless 31.34%
    Bland 27.3%
    Sweet-like 23.94%
    Cedarleaf 20.02%
    Nitrile 18.98%
    Heather 18.66%
    Broom 18.62%
    Oriental 18.53%
    Genet 18.24%

     

    Odor impact est.
    Odorless

  • Properties

    pKa est.
    7.56 (neutral)

    Molecular weight
    438.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    549°C

    Melting point expt.

    • 387 °F (decomposes) (NTP, 1992)
    • 131 °F (NTP, 1992)

    Flash point

    • 167.1 ˚C est.

    Solubility expt.

    • greater than or equal to 100 mg/mL at 68 °F (NTP, 1992)
    • 1 gm/1.5 mL (NTP, 1992)

  • Synonyms

    • SCOPOLAMINE HYDROBROMIDE TRIHYDRATE
    • scopolammonium bromide trihydrate
    • DTXSID0021258
    • DTXCID201258
    • scopolaminium bromide trihydrate
    • SCOPOLAMINE HYDROBROMIDE TRIHYDRATE [MI]
    • (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2,4)]non-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide--water (1/3)
    • (1R,2R,4S,5S,7s,9s)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.0(2,4)]nonane bromide--water (1/3)
    • BENZENEACETIC ACID, .ALPHA.-(HYDROXYMETHYL)-, (1.ALPHA.,2.BETA.,4.BETA.,5.ALPHA.,7.BETA.)-9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, HYDROBROMIDE, HYDRATE (1:1:3), (.ALPHA.S)-
    • Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl ester, hydrobromide, trihydrate, (alphaS)-
    • (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo(3.3.1.0(2,4))non-7-yl (2S)-3-hydroxy-2-phenylpropanoate hydrobromide--water (1/3)
    • (1R,2R,4S,5S,7s,9s)-7-(((2S)-3-hydroxy-2-phenylpropanoyl)oxy)-9-methyl-3-oxa-9-azoniatricyclo(3.3.1.0(2,4))nonane bromide--water (1/3)
    • BENZENEACETIC ACID, ALPHA-(HYDROXYMETHYL)-, (1ALPHA,2BETA,4BETA,5ALPHA,7BETA)-9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, HYDROBROMIDE, HYDRATE (1:1:3), (ALPHAS)-
    • Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide, hydrate (1:1:3), (alphaS)-
    • BENZENEACETIC ACID, ALPHA-(HYDROXYMETHYL)-, 9-METHYL-3-OXA-9-AZATRICYCLO(3.3.1.02,4)NON-7-YL ESTER, HYDROBROMIDE, TRIHYDRATE, (7(S)-(1ALPHA,2BETA,4BETA,5ALPHA,7.BETA)).-
    • BENZENEACETIC ACID, ALPHA-(HYDROXYMETHYL)-, 9-METHYL-3-OXA-9-AZATRICYCLO[3.3.1.02,4]NON-7-YL ESTER, HYDROBROMIDE, TRIHYDRATE, [7(S)-(1ALPHA,2BETA,4BETA,5ALPHA,7.BETA]).-
    • RefChem:884703
    • Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide, trihydrate, (.alpha.S)-
    • 613-776-6
    • Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-9-methyl-3-oxa-9-azatricyclo3.3.1.02,4non-7-yl ester, hydrobromide, trihydrate, (.alpha.S)-
    • Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo3.3.1.02,4non-7-yl ester, hydrobromide, trihydrate, (alphaS)-
    • Hyoscine hydrobromide trihydrate
    • 6533-68-2
    • (-)-Scopolamine hydrobromide trihydrate
    • Scopolamine hydrobromide
    • Isopto Hyoscine
    • Scopolamine hydrobromide hydrate
    • Scopolamine HBr
    • Hyoscine hydrobromide
    • Hysco
    • HYOSCINE HBr
    • Scopalamine hydrobromide trihydrate
    • Scopolaminum hydrobromidum
    • Scopolamine hbr, trihydrate
    • 451IFR0GXB
    • NSC-757314
    • Scopolamine HBr trihydrate
    • MFCD00150066
    • CHEMBL4065982
    • CAS-6533-68-2
    • CCRIS 6099
    • C17H28BrNO7
    • UNII-451IFR0GXB
    • NCGC00091923-02
    • Hyoscine Hydrobromide Hydrate; (1a,2ss,4ss,5a,7ss)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester Hydrobromide Hydrate; Scopolammonium Bromide Hydrate
    • Scopolamine hydrobromide [USP:JAN]
    • NSC-61806
    • Scopolamine Hydrobromide RS
    • 6beta,7beta-Epoxy-1alphaH,5alphaH-tropan-3alpha-ol (-)-tropate (ester) hydrobromide trihydrate
    • SCHEMBL40625
    • CHEMBL2251240
    • CHEMBL4546350
    • SCHEMBL20527679
    • CHEBI:61272
    • Tox21_111179
    • Tox21_200867
    • EBC-15037
    • HYOSCINE HYDROBROMIDE [VANDF]
    • s5873
    • Scopolamine (hydrobromide trihydrate)
    • HYOSCINE HYDROBROMIDE [MART.]
    • AKOS025311069
    • CS-W011608
    • NSC 757314
    • SCOPOLAMINE HYDROBROMIDE [VANDF]
    • NCGC00258421-01
    • SCOPOLAMINE HYDROBROMIDE [USP-RS]
    • SCOPOLAMINUM HYDROBROMIDUM [HPUS]
    • (1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (S)-3-hydroxy-2-phenylpropanoate hydrobromide trihydrate
    • 1-alpha-H,5-alpha-H-Tropan-3-alpha-ol, 6-beta,7-beta-epoxy-, (-)-tropate (ester), hydrobromide, trihydrate
    • AC-30334
    • Benzeneacetic acid, alpha-(hydroxymethyl)-, (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo(3.3.1.0(sup 2,4))non-7-yl ester, hydrobromide, trihydrate, (alphaS)-
    • Benzeneacetic acid, alpha-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo(3.3.1.0(sup 2,4))non-7-yl ester, hydrobromide, trihydrate, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
    • PD087139
    • SCOPOLAMINE HYDROBROMIDE, TRIHYDRATE
    • HYOSCINE HYDROBROMIDE [EP MONOGRAPH]
    • SCOPOLAMINE HYDROBROMIDE HYDRATE [JAN]
    • SCOPOLAMINE HYDROBROMIDE [USP MONOGRAPH]
    • HYOSCINE HYDROBROMIDE TRIHYDRATE [WHO-DD]
    • 114H498
    • Q27130959
    • Z3207130668
    • Scopolamine hydrobromide, meets USP testing specifications
    • (-)-Scopolamine hydrobromide trihydrate, >=98% (HPLC), powder
    • Scopolamine hydrobromide, United States Pharmacopeia (USP) Reference Standard
    • (1R,2R,4S,5S,7s)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.0~2,4~]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate--hydrogen bromide--water (1/1/3)
    • (S)-(1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl 3-hydroxy-2-phenylpropanoate hydrobromide trihydrate
    • [(1R,2R,4S,5S)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;trihydrate;hydrobromide
    • [(1S,2S,4R,5R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenyl-propanoate;trihydrate;hydrobromide
    • 6.BETA.,7.BETA.-EPOXY-1.ALPHA.H,5.ALPHA.H-TROPAN-3.ALPHA.-OL (-)-TROPATE (ESTER) HYDROBROMIDE TRIHYDRATE
    • 6533-68-2

  • Applications

    Scopolamine hydrobromide trihydrate, CAS 6533-68-2, is used primarily in pharmaceutical contexts as a muscarinic receptor antagonist and as an active ingredient in formulations with antiemetic and preoperative applications. In research settings it is employed as a pharmacological tool to study cholinergic signaling and receptor antagonism. It can serve as an intermediate or starting material in the synthesis of tropane alkaloid derivatives. It is also used in analytical development and quality control as a reference material or for method validation in pharmaceutical R&D and manufacturing.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 16.28
    methanol 34.36
    isopropanol 12.82
    water 1.05
    ethyl acetate 16.41
    n-propanol 12.38
    acetone 31.15
    n-butanol 12.38
    acetonitrile 30.06
    DMF 47.34
    toluene 2.84
    isobutanol 8.52
    1,4-dioxane 43.35
    methyl acetate 18.22
    THF 40.89
    2-butanone 22.44
    n-pentanol 9.4
    sec-butanol 6.81
    n-hexane 0.09
    ethylene glycol 21.92
    NMP 22.98
    cyclohexane 0.38
    DMSO 96.54
    n-butyl acetate 11.02
    n-octanol 3.42
    chloroform 63.45
    n-propyl acetate 11.85
    acetic acid 73.08
    dichloromethane 50.1
    cyclohexanone 35.91
    propylene glycol 14.26
    isopropyl acetate 11.11
    DMAc 73.74
    2-ethoxyethanol 56.78
    isopentanol 12.26
    n-heptane 0.18
    ethyl formate 18.87
    1,2-dichloroethane 26.83
    n-hexanol 7.17
    2-methoxyethanol 88.96
    isobutyl acetate 7.91
    tetrachloromethane 3.95
    n-pentyl acetate 6.91
    transcutol 130.81
    n-heptanol 4.83
    ethylbenzene 1.55
    MIBK 12.29
    2-propoxyethanol 49.46
    tert-butanol 10.11
    MTBE 2.91
    2-butoxyethanol 26.73
    propionic acid 19.65
    o-xylene 2.2
    formic acid 76.43
    diethyl ether 5.02
    m-xylene 2.25
    p-xylene 2.67
    chlorobenzene 7.3
    dimethyl carbonate 13.03
    n-octane 0.11
    formamide 103.82
    cyclopentanone 33.95
    2-pentanone 16.91
    anisole 6.24
    cyclopentyl methyl ether 8.14
    gamma-butyrolactone 38.6
    1-methoxy-2-propanol 51.89
    pyridine 26.46
    3-pentanone 11.13
    furfural 46.85
    n-dodecane 0.16
    diethylene glycol 73.58
    diisopropyl ether 1.37
    tert-amyl alcohol 6.39
    acetylacetone 29.47
    n-hexadecane 0.18
    acetophenone 12.15
    methyl propionate 14.61
    isopentyl acetate 11.19
    trichloroethylene 58.57
    n-nonanol 4.25
    cyclohexanol 9.38
    benzyl alcohol 14.21
    2-ethylhexanol 3.87
    isooctanol 4.41
    dipropyl ether 3.29
    1,2-dichlorobenzene 8.34
    ethyl lactate 16.6
    propylene carbonate 21.51
    n-methylformamide 38.66
    2-pentanol 5.65
    n-pentane 0.11
    1-propoxy-2-propanol 25.27
    1-methoxy-2-propyl acetate 22.43
    2-(2-methoxypropoxy) propanol 29.4
    mesitylene 1.44
    ε-caprolactone 27.77
    p-cymene 1.88
    epichlorohydrin 60.78
    1,1,1-trichloroethane 14.01
    2-aminoethanol 25.44
    morpholine-4-carbaldehyde 46.71
    sulfolane 41.96
    2,2,4-trimethylpentane 0.12
    2-methyltetrahydrofuran 13.31
    n-hexyl acetate 8.33
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 40.33
    sec-butyl acetate 7.46
    tert-butyl acetate 9.09
    decalin 0.22
    glycerin 44.55
    diglyme 73.88
    acrylic acid 26.84
    isopropyl myristate 4.19
    n-butyric acid 29.53
    acetyl acetate 16.62
    di(2-ethylhexyl) phthalate 8.0
    ethyl propionate 10.0
    nitromethane 110.7
    1,2-diethoxyethane 17.99
    benzonitrile 15.63
    trioctyl phosphate 4.93
    1-bromopropane 5.64
    gamma-valerolactone 72.41
    n-decanol 3.25
    triethyl phosphate 7.54
    4-methyl-2-pentanol 4.55
    propionitrile 17.16
    vinylene carbonate 25.51
    1,1,2-trichlorotrifluoroethane 73.72
    DMS 12.42
    cumene 1.36
    2-octanol 2.39
    2-hexanone 10.8
    octyl acetate 5.67
    limonene 2.03
    1,2-dimethoxyethane 49.03
    ethyl orthosilicate 6.36
    tributyl phosphate 6.5
    diacetone alcohol 21.81
    N,N-dimethylaniline 4.32
    acrylonitrile 28.74
    aniline 9.07
    1,3-propanediol 47.17
    bromobenzene 5.9
    dibromomethane 21.16
    1,1,2,2-tetrachloroethane 45.15
    2-methyl-cyclohexyl acetate 9.2
    tetrabutyl urea 9.38
    diisobutyl methanol 2.63
    2-phenylethanol 14.08
    styrene 1.86
    dioctyl adipate 8.12
    dimethyl sulfate 21.61
    ethyl butyrate 9.36
    methyl lactate 23.3
    butyl lactate 12.54
    diethyl carbonate 8.52
    propanediol butyl ether 20.83
    triethyl orthoformate 8.46
    p-tert-butyltoluene 1.57
    methyl 4-tert-butylbenzoate 12.69
    morpholine 44.55
    tert-butylamine 2.87
    n-dodecanol 2.41
    dimethoxymethane 39.09
    ethylene carbonate 22.14
    cyrene 28.43
    2-ethoxyethyl acetate 18.1
    2-ethylhexyl acetate 7.68
    1,2,4-trichlorobenzene 10.94
    4-methylpyridine 16.18
    dibutyl ether 3.21
    2,6-dimethyl-4-heptanol 2.63
    DEF 17.17
    dimethyl isosorbide 35.38
    tetrachloroethylene 26.6
    eugenol 18.96
    triacetin 17.71
    span 80 18.06
    1,4-butanediol 21.91
    1,1-dichloroethane 17.56
    2-methyl-1-pentanol 8.34
    methyl formate 30.34
    2-methyl-1-butanol 8.38
    n-decane 0.23
    butyronitrile 16.25
    3,7-dimethyl-1-octanol 4.5
    1-chlorooctane 1.26
    1-chlorotetradecane 0.68
    n-nonane 0.17
    undecane 0.18
    tert-butylcyclohexane 0.15
    cyclooctane 0.14
    cyclopentanol 10.73
    tetrahydropyran 14.92
    tert-amyl methyl ether 2.82
    2,5,8-trioxanonane 52.79
    1-hexene 0.55
    2-isopropoxyethanol 28.76
    2,2,2-trifluoroethanol 45.15
    methyl butyrate 14.07

    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