Nadolol

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  • Identifiers

    CAS number
    42200-33-9

    Molecular formula
    C17H27NO4

    SMILES
    CC(C)(C)NCC(COC1=CC=CC2=C1C[C@@H]([C@@H](C2)O)O)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Fragrance
    Odorless 45.41%
    Sweet 34.76%
    Cooling 32.32%
    Mint 29.35%
    Woody 25.06%
    Musk 23.24%
    Animal 23.19%
    Savory 21.09%
    Balsamic 21.03%
    Dry 20.7%

     

    Flavor
    Bitter 54.67%
    Odorless 33.7%
    Bland 28.65%
    Mild 28.35%
    Sweet-like 23.66%
    Herbal 20.48%
    Cedarleaf 20.26%
    Sweet 19.46%
    Parsley 19.2%
    Yeasty 19.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    8.51 (weak base)

    Molecular weight
    309.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 124-130
    • 124-136 °C
    • 124 - 136 °C

    Boiling point

    • 526.437 undefined

    Flash point

    • 208.67 ˚C est.

    Solubility expt.

    • >46.4 [ug/mL] (The mean of the results at pH 7.4)
    • 8330 mg/L (at 25 °C)
    • Freely sol in propylene glycol; slightly sol in chloroform; insol in acetone, benzene, ether, hexane.
    • Practically insoluble in lipids.
    • It is freely soluble in ethanol, soluble in hydrochloric acid, slightly soluble in water, and very slightly soluble in sodium hydroxide.
    • 2.25e+00 g/L

  • Synonyms

    • nadolol
    • Corgard
    • 42200-33-9
    • (2R,3S)-5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol
    • SQ-11725
    • (2R,3S)-5-(3-(tert-Butylamino)-2-hydroxypropoxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol
    • Corzide component nadolol
    • Nadolol [MI]
    • Nadolol [HSDB]
    • Nadolol [INN]
    • Nadolol [JAN]
    • Nadolol [USAN]
    • Nadolol [VANDF]
    • UNII-FEN504330V
    • Nadolol [MART.]
    • Nadolol [WHO-DD]
    • FEN504330V
    • CHEMBL649
    • Nadolol [ORANGE BOOK]
    • NSC-758430
    • Nadolol component of corzide
    • Nadolol [USP MONOGRAPH]
    • MLS000028580
    • DTXCID903342
    • 1164498-31-0
    • DTXSID3023342
    • Nadolol (USP)
    • Nadolol [USP]
    • MFCD00079476
    • Nadolol (MART.)
    • 1-(tert-Butylamino)-3-((5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy)-2-propanol
    • 2,3-Naphthalenediol, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-1,2,3,4-tetrahydro-, cis-
    • 220045-89-6
    • Nadolol (USP-RS)
    • Nadolol [USP-RS]
    • SMR000058975
    • cis-5-(3-((1,1-Dimethylethyl)amino)-2-hydroxy-propoxy)-1,2,3,4-tetrahydro-2,3-naphthalenediol
    • Nadolol (USP MONOGRAPH)
    • 1403-22-1
    • NADOLOL (EP IMPURITY)
    • NADOLOL [EP IMPURITY]
    • Corgard;Solgol
    • NADOLOL (EP MONOGRAPH)
    • NADOLOL [EP MONOGRAPH]
    • 1-(tert-butylamino)-3-[(5,6,7,8-tetrahydro-cis-6,7-dihydroxy-1-naphthyl)oxy]-2-propanol
    • SR-01000000251
    • nadololo
    • Candidin B
    • NCGC00016851-01
    • Prestwick_108
    • Nadolol [EP]
    • CAS-42200-33-9
    • Spectrum_001643
    • Opera_ID_1099
    • Prestwick0_000818
    • Prestwick1_000818
    • Prestwick2_000818
    • Spectrum2_001546
    • Spectrum3_001586
    • Spectrum4_000193
    • Spectrum5_001255
    • SCHEMBL4177
    • Nadolol, analytical standard
    • BSPBio_003152
    • GTPL554
    • KBioGR_000765
    • KBioSS_002123
    • cid_39147
    • MLS001148087
    • MLS002548875
    • DivK1c_000427
    • Nadolol (JP18/USP/INN)
    • SPECTRUM1503260
    • SPBio_001392
    • SPBio_002636
    • CHEBI:7444
    • INV102
    • Nadolol 1.0 mg/ml in Methanol
    • BDBM25766
    • HMS501F09
    • KBio1_000427
    • KBio2_002123
    • KBio2_004691
    • KBio2_007259
    • KBio3_002652
    • C07AA12
    • INV-102
    • NINDS_000427
    • HMS1570D17
    • HMS1922O05
    • HMS2093A15
    • HMS2233E12
    • HMS3259C07
    • HMS3714D17
    • Pharmakon1600-01503260
    • Nadolol [USAN:INN:JAN:WHO-DD]
    • Tox21_110646
    • CCG-39324
    • NSC758430
    • s5023
    • AKOS015895037
    • Tox21_110646_1
    • DB01203
    • FN26118
    • NC00464
    • IDI1_000427
    • SMP1_000203
    • NCGC00021623-03
    • NCGC00021623-05
    • NCGC00089811-02
    • (2R,3S)-5-({3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl}oxy)-1,2,3,4-tetrahydronaphthalene-2,3-diol
    • SBI-0051806.P002
    • NS00000501
    • EN300-50860
    • VU0239635-6
    • A12516
    • D00432
    • AB00052338_13
    • Q424952
    • SR-01000000251-2
    • SR-01000000251-3
    • BRD-A87606379-001-03-4
    • BRD-A87606379-001-13-3
    • BRD-A87606379-001-22-4
    • BRD-A87606379-001-23-2
    • Nadolol, European Pharmacopoeia (EP) Reference Standard
    • Z608060832
    • Nadolol, United States Pharmacopeia (USP) Reference Standard

  • Applications

    Nadolol (CAS 42200-33-9) is an active pharmaceutical ingredient used in cardiovascular medicines as a non-selective beta-adrenergic blocker; it is also used in pharmaceutical research and development as a reference compound for beta-adrenergic activity, in analytical chemistry and quality control as a reference standard for quantification and purity assessment, and is considered a component supporting scientific and educational studies as well as the pharmaceutical manufacturing supply chain with respect to quality and regulatory compliance.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.56
    methanol 51.81
    isopropanol 4.25
    water 16.59
    ethyl acetate 3.86
    n-propanol 6.62
    acetone 5.48
    n-butanol 3.9
    acetonitrile 2.98
    DMF 48.49
    toluene 1.38
    isobutanol 4.54
    1,4-dioxane 8.76
    methyl acetate 3.43
    THF 25.72
    2-butanone 4.01
    n-pentanol 4.74
    sec-butanol 2.93
    n-hexane 0.21
    ethylene glycol 38.12
    NMP 53.77
    cyclohexane 0.4
    DMSO 159.18
    n-butyl acetate 4.86
    n-octanol 6.79
    chloroform 10.09
    n-propyl acetate 4.67
    acetic acid 85.63
    dichloromethane 8.21
    cyclohexanone 15.58
    propylene glycol 35.05
    isopropyl acetate 4.85
    DMAc 90.94
    2-ethoxyethanol 49.6
    isopentanol 4.83
    n-heptane 0.67
    ethyl formate 7.89
    1,2-dichloroethane 5.27
    n-hexanol 7.56
    2-methoxyethanol 64.3
    isobutyl acetate 5.11
    tetrachloromethane 1.62
    n-pentyl acetate 5.26
    transcutol 92.8
    n-heptanol 8.49
    ethylbenzene 1.55
    MIBK 6.47
    2-propoxyethanol 44.5
    tert-butanol 6.96
    MTBE 2.36
    2-butoxyethanol 30.95
    propionic acid 15.75
    o-xylene 2.22
    formic acid 154.88
    diethyl ether 1.39
    m-xylene 2.59
    p-xylene 2.16
    chlorobenzene 2.36
    dimethyl carbonate 8.65
    n-octane 0.54
    formamide 87.75
    cyclopentanone 25.29
    2-pentanone 4.38
    anisole 4.47
    cyclopentyl methyl ether 8.9
    gamma-butyrolactone 35.78
    1-methoxy-2-propanol 38.96
    pyridine 6.75
    3-pentanone 3.52
    furfural 41.58
    n-dodecane 0.4
    diethylene glycol 75.49
    diisopropyl ether 1.42
    tert-amyl alcohol 5.5
    acetylacetone 15.52
    n-hexadecane 0.43
    acetophenone 10.49
    methyl propionate 6.36
    isopentyl acetate 7.13
    trichloroethylene 15.57
    n-nonanol 7.11
    cyclohexanol 5.91
    benzyl alcohol 10.66
    2-ethylhexanol 5.06
    isooctanol 7.47
    dipropyl ether 3.92
    1,2-dichlorobenzene 3.81
    ethyl lactate 16.35
    propylene carbonate 22.24
    n-methylformamide 31.46
    2-pentanol 2.69
    n-pentane 0.18
    1-propoxy-2-propanol 26.17
    1-methoxy-2-propyl acetate 18.0
    2-(2-methoxypropoxy) propanol 32.8
    mesitylene 2.05
    ε-caprolactone 19.21
    p-cymene 2.73
    epichlorohydrin 27.74
    1,1,1-trichloroethane 3.8
    2-aminoethanol 41.52
    morpholine-4-carbaldehyde 64.8
    sulfolane 83.87
    2,2,4-trimethylpentane 0.3
    2-methyltetrahydrofuran 7.92
    n-hexyl acetate 7.91
    isooctane 0.25
    2-(2-butoxyethoxy)ethanol 43.25
    sec-butyl acetate 3.91
    tert-butyl acetate 7.67
    decalin 0.46
    glycerin 92.26
    diglyme 64.24
    acrylic acid 24.85
    isopropyl myristate 4.07
    n-butyric acid 18.11
    acetyl acetate 7.67
    di(2-ethylhexyl) phthalate 9.11
    ethyl propionate 4.71
    nitromethane 61.76
    1,2-diethoxyethane 9.22
    benzonitrile 5.98
    trioctyl phosphate 6.64
    1-bromopropane 1.38
    gamma-valerolactone 55.12
    n-decanol 5.3
    triethyl phosphate 7.24
    4-methyl-2-pentanol 3.75
    propionitrile 2.33
    vinylene carbonate 20.19
    1,1,2-trichlorotrifluoroethane 73.66
    DMS 9.77
    cumene 1.9
    2-octanol 4.33
    2-hexanone 4.41
    octyl acetate 5.83
    limonene 3.18
    1,2-dimethoxyethane 30.41
    ethyl orthosilicate 6.77
    tributyl phosphate 6.79
    diacetone alcohol 23.52
    N,N-dimethylaniline 6.21
    acrylonitrile 5.27
    aniline 4.12
    1,3-propanediol 34.35
    bromobenzene 2.13
    dibromomethane 3.88
    1,1,2,2-tetrachloroethane 15.23
    2-methyl-cyclohexyl acetate 9.11
    tetrabutyl urea 10.47
    diisobutyl methanol 3.89
    2-phenylethanol 11.15
    styrene 1.32
    dioctyl adipate 8.79
    dimethyl sulfate 27.34
    ethyl butyrate 5.89
    methyl lactate 26.55
    butyl lactate 14.53
    diethyl carbonate 5.06
    propanediol butyl ether 34.57
    triethyl orthoformate 7.19
    p-tert-butyltoluene 2.83
    methyl 4-tert-butylbenzoate 20.4
    morpholine 15.29
    tert-butylamine 2.25
    n-dodecanol 3.84
    dimethoxymethane 21.72
    ethylene carbonate 15.04
    cyrene 44.91
    2-ethoxyethyl acetate 11.64
    2-ethylhexyl acetate 5.04
    1,2,4-trichlorobenzene 6.11
    4-methylpyridine 5.3
    dibutyl ether 3.2
    2,6-dimethyl-4-heptanol 3.89
    DEF 11.65
    dimethyl isosorbide 50.65
    tetrachloroethylene 11.01
    eugenol 24.9
    triacetin 20.99
    span 80 27.86
    1,4-butanediol 21.15
    1,1-dichloroethane 2.6
    2-methyl-1-pentanol 5.33
    methyl formate 26.73
    2-methyl-1-butanol 4.54
    n-decane 0.7
    butyronitrile 2.25
    3,7-dimethyl-1-octanol 6.31
    1-chlorooctane 2.17
    1-chlorotetradecane 1.03
    n-nonane 0.64
    undecane 0.51
    tert-butylcyclohexane 0.42
    cyclooctane 0.36
    cyclopentanol 7.79
    tetrahydropyran 4.37
    tert-amyl methyl ether 3.34
    2,5,8-trioxanonane 53.25
    1-hexene 0.62
    2-isopropoxyethanol 27.46
    2,2,2-trifluoroethanol 40.47
    methyl butyrate 6.89

    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