Octopamine

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  • Identifiers

    CAS number
    104-14-3

    Molecular formula
    C8H11NO2

    SMILES
    C1=CC(=CC=C1C(CN)O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 52.95%
    Odorless 44.67%
    Phenolic 34.68%
    Bitter 33.91%
    Vanilla 32.77%
    Almond 26.44%
    Savory 25.11%
    Smoky 24.39%
    Fishy 23.18%
    Burnt 22.52%

     

    Flavor
    Mild 44.94%
    Odorless 41.06%
    Bitter 39.38%
    Sweet 30.83%
    Phenolic 29.03%
    Fruity 27.98%
    Meaty 25.44%
    Sulfurous 24.07%
    Sweet-like 22.56%
    Smoked 20.9%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.1

    pKa est.
    7.56 (neutral)

    Molecular weight
    153.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    347°C

    Flash point

    • 175.68 ˚C est.

  • Synonyms

    • octopamine
    • Norsynephrine
    • 4-(2-Amino-1-hydroxyethyl)phenol
    • 104-14-3
    • Norsympatol
    • Octopamina
    • octopaminum
    • ND 50
    • 1-(p-Hydroxyphenyl)-2-aminoethanol
    • alpha-(Aminomethyl)-p-hydroxybenzyl alcohol
    • alpha-(Aminoethyl)-4-hydroxybenzenemethanol
    • 4-Octopamine
    • DTXSID7043873
    • ND-50
    • Benzenemethanol, alpha-(aminomethyl)-4-hydroxy-
    • 14O50WS8JD
    • NSC-757399
    • DTXCID5023873
    • CHEBI:17134
    • para-Octopamine
    • 1-(4-Hydroxyphenyl)-2-aminoethanol
    • Octopamine 1531
    • RefChem:56540
    • C01CA18
    • 203-179-5
    • Norsympathol
    • Norphen
    • Norden
    • Analet
    • Octopamine [INN]
    • Paraoxyphenyl aminoethanol
    • WIN 5512
    • dl-Octopamine
    • alpha-(aminomethyl)-4-hydroxybenzenemethanol
    • Octapamine
    • p-Norsynephrin
    • NCGC00015760-06
    • Octopaminum [Latin]
    • Octopamina [Spanish]
    • .alpha.-(Aminomethyl)-p-hydroxybenzyl alcohol
    • (+/-)-octopamine
    • Octopaminum [INN-Latin]
    • Octopamina [INN-Spanish]
    • Octopamin
    • 2-amino-1-(4-hydroxyphenyl)ethan-1-ol
    • beta-hydroxytyramine
    • CAS-104-14-3
    • alpha-Aminoethyl-4-hydroxybenzylalkohol
    • alpha-(Aminoethyl)-p-hydroxybenzyl alcohol
    • benzene, 1-(2-amino-1-hydroxy)ethyl-4-hydroxy-
    • EINECS 203-179-5
    • BRN 1211019
    • UNII-14O50WS8JD
    • 4-(2-amino-1-hydroxyethyl)phenol;hydrochloride
    • 2-Amino-1-(4-hydroxyphenyl)ethanol
    • 4-(2-Amino-1-hydroxy-ethyl)phenol
    • 1,3-Benzenediol,4-(2-aminoethyl)-
    • Spectrum_000201
    • OCTOPAMINE [MI]
    • Prestwick0_000949
    • Prestwick1_000949
    • Prestwick2_000949
    • Prestwick3_000949
    • Spectrum2_000222
    • Spectrum3_000275
    • Spectrum4_000402
    • Spectrum5_001543
    • (.+/-.)-Octopamine
    • Benzyl alcohol, alpha-(aminomethyl)-p-hydroxy-
    • OCTOPAMINE [MART.]
    • OCTOPAMINE [WHO-DD]
    • Lopac0_000932
    • SCHEMBL22605
    • BSPBio_000918
    • BSPBio_001750
    • KBioGR_000664
    • KBioSS_000681
    • 4-13-00-02656 (Beilstein Handbook Reference)
    • CHEMBL53929
    • DivK1c_000245
    • SPBio_000263
    • SPBio_003077
    • BPBio1_001010
    • cid_102484
    • GTPL2149
    • SCHEMBL6455311
    • BDBM32764
    • KBio1_000245
    • KBio2_000681
    • KBio2_003249
    • KBio2_005817
    • KBio3_001250
    • (A+/-)-Octopamine hydrochloride
    • NINDS_000245
    • ALBB-025791
    • HY-B0528
    • Tox21_110215
    • BBL009983
    • EBC-44074
    • MFCD00044589
    • PDSP1_001544
    • PDSP2_001528
    • SBB072689
    • STK801377
    • 4-(2-Amino-1-hydroxyethyl)phenol #
    • AKOS000123349
    • Tox21_110215_1
    • CCG-205013
    • DB13251
    • NSC 757399
    • SDCCGMLS-0066599.P001
    • SDCCGSBI-0050906.P004
    • IDI1_000245
    • SMP1_000221
    • 4-[(rs)-2-amino-1-hydroxyethyl]phenol
    • NCGC00015760-03
    • NCGC00015760-05
    • NCGC00015760-07
    • NCGC00015760-08
    • NCGC00015760-09
    • NCGC00015760-10
    • NCGC00015760-12
    • NCGC00015760-14
    • NCGC00015760-23
    • NCGC00015760-24
    • NCGC00091918-03
    • NCGC00091918-04
    • 104-14-3

  • Applications

    Octopamine (CAS 104-14-3) is primarily used as an organic synthesis intermediate for amines and related derivatives and can serve as a precursor for the manufacture of other nitrogen-containing compounds in chemical production. In analytical chemistry, it often serves as a reference standard or calibrant for quantitative methods (HPLC, GC) used to identify and quantify biogenic amines. In biochemical and neurobiological research, it is used as a neurotransmitter analogue in invertebrate systems to study neuromodulation and signaling mechanisms. In pharmaceutical research and development, it may be evaluated as a building block or precursor for related amine drugs and biochemical probes.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.52
    methanol 30.72
    isopropanol 1.21
    water 71.14
    ethyl acetate 1.1
    n-propanol 1.75
    acetone 2.21
    n-butanol 1.38
    acetonitrile 0.95
    DMF 12.1
    toluene 0.43
    isobutanol 1.51
    1,4-dioxane 2.17
    methyl acetate 0.86
    THF 10.71
    2-butanone 1.23
    n-pentanol 1.22
    sec-butanol 1.08
    n-hexane 0.08
    ethylene glycol 36.01
    NMP 139.42
    cyclohexane 0.16
    DMSO 149.85
    n-butyl acetate 3.24
    n-octanol 1.42
    chloroform 0.15
    n-propyl acetate 1.48
    acetic acid 69.33
    dichloromethane 0.26
    cyclohexanone 7.38
    propylene glycol 16.02
    isopropyl acetate 1.32
    DMAc 38.41
    2-ethoxyethanol 20.28
    isopentanol 2.4
    n-heptane 0.34
    ethyl formate 2.81
    1,2-dichloroethane 0.37
    n-hexanol 4.15
    2-methoxyethanol 37.05
    isobutyl acetate 0.93
    tetrachloromethane 0.53
    n-pentyl acetate 1.85
    transcutol 53.03
    n-heptanol 3.27
    ethylbenzene 0.34
    MIBK 2.43
    2-propoxyethanol 23.25
    tert-butanol 5.46
    MTBE 1.1
    2-butoxyethanol 13.36
    propionic acid 13.25
    o-xylene 1.06
    formic acid 294.92
    diethyl ether 0.38
    m-xylene 0.99
    p-xylene 0.5
    chlorobenzene 0.42
    dimethyl carbonate 3.23
    n-octane 0.11
    formamide 212.96
    cyclopentanone 16.34
    2-pentanone 1.52
    anisole 1.52
    cyclopentyl methyl ether 4.49
    gamma-butyrolactone 33.87
    1-methoxy-2-propanol 15.4
    pyridine 1.82
    3-pentanone 1.05
    furfural 37.61
    n-dodecane 0.07
    diethylene glycol 51.81
    diisopropyl ether 0.49
    tert-amyl alcohol 4.82
    acetylacetone 6.85
    n-hexadecane 0.07
    acetophenone 3.6
    methyl propionate 1.87
    isopentyl acetate 3.5
    trichloroethylene 0.83
    n-nonanol 1.5
    cyclohexanol 2.8
    benzyl alcohol 3.24
    2-ethylhexanol 3.12
    isooctanol 2.84
    dipropyl ether 1.78
    1,2-dichlorobenzene 0.88
    ethyl lactate 5.94
    propylene carbonate 15.13
    n-methylformamide 18.68
    2-pentanol 0.86
    n-pentane 0.07
    1-propoxy-2-propanol 14.24
    1-methoxy-2-propyl acetate 8.67
    2-(2-methoxypropoxy) propanol 16.87
    mesitylene 1.03
    ε-caprolactone 10.42
    p-cymene 1.32
    epichlorohydrin 6.86
    1,1,1-trichloroethane 0.44
    2-aminoethanol 31.94
    morpholine-4-carbaldehyde 56.73
    sulfolane 133.22
    2,2,4-trimethylpentane 0.15
    2-methyltetrahydrofuran 5.01
    n-hexyl acetate 2.44
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 20.37
    sec-butyl acetate 1.02
    tert-butyl acetate 3.75
    decalin 0.16
    glycerin 75.14
    diglyme 36.18
    acrylic acid 26.51
    isopropyl myristate 1.11
    n-butyric acid 10.88
    acetyl acetate 2.65
    di(2-ethylhexyl) phthalate 3.88
    ethyl propionate 1.41
    nitromethane 42.72
    1,2-diethoxyethane 2.85
    benzonitrile 1.63
    trioctyl phosphate 2.68
    1-bromopropane 0.13
    gamma-valerolactone 38.54
    n-decanol 1.17
    triethyl phosphate 3.88
    4-methyl-2-pentanol 1.54
    propionitrile 0.71
    vinylene carbonate 9.19
    1,1,2-trichlorotrifluoroethane 36.44
    DMS 3.4
    cumene 0.53
    2-octanol 1.28
    2-hexanone 1.35
    octyl acetate 1.75
    limonene 1.76
    1,2-dimethoxyethane 11.16
    ethyl orthosilicate 3.42
    tributyl phosphate 2.68
    diacetone alcohol 15.86
    N,N-dimethylaniline 2.37
    acrylonitrile 1.69
    aniline 1.87
    1,3-propanediol 23.6
    bromobenzene 0.29
    dibromomethane 0.17
    1,1,2,2-tetrachloroethane 0.85
    2-methyl-cyclohexyl acetate 4.28
    tetrabutyl urea 4.13
    diisobutyl methanol 2.24
    2-phenylethanol 5.0
    styrene 0.27
    dioctyl adipate 2.76
    dimethyl sulfate 18.58
    ethyl butyrate 3.15
    methyl lactate 14.3
    butyl lactate 6.17
    diethyl carbonate 2.43
    propanediol butyl ether 14.15
    triethyl orthoformate 3.53
    p-tert-butyltoluene 1.36
    methyl 4-tert-butylbenzoate 10.03
    morpholine 4.05
    tert-butylamine 1.69
    n-dodecanol 0.86
    dimethoxymethane 5.45
    ethylene carbonate 6.46
    cyrene 28.92
    2-ethoxyethyl acetate 4.49
    2-ethylhexyl acetate 2.44
    1,2,4-trichlorobenzene 1.45
    4-methylpyridine 1.51
    dibutyl ether 0.67
    2,6-dimethyl-4-heptanol 2.24
    DEF 5.07
    dimethyl isosorbide 29.91
    tetrachloroethylene 1.56
    eugenol 11.36
    triacetin 7.47
    span 80 13.1
    1,4-butanediol 9.21
    1,1-dichloroethane 0.13
    2-methyl-1-pentanol 2.08
    methyl formate 12.35
    2-methyl-1-butanol 2.16
    n-decane 0.1
    butyronitrile 0.66
    3,7-dimethyl-1-octanol 1.87
    1-chlorooctane 0.31
    1-chlorotetradecane 0.17
    n-nonane 0.09
    undecane 0.08
    tert-butylcyclohexane 0.17
    cyclooctane 0.14
    cyclopentanol 5.27
    tetrahydropyran 0.97
    tert-amyl methyl ether 1.56
    2,5,8-trioxanonane 28.7
    1-hexene 0.15
    2-isopropoxyethanol 9.95
    2,2,2-trifluoroethanol 37.46
    methyl butyrate 2.26

    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