Norepinephrine

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  • Identifiers

    CAS number
    51-41-2

    Molecular formula
    C8H11NO3

    SMILES
    C1=CC(=C(C=C1[C@H](CN)O)O)O

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 67.03%
    Phenolic 31.27%
    Vanilla 29.33%
    Sweet 26.73%
    Savory 24.92%
    Burnt 24.75%
    Smoky 24.01%
    Bitter 23.1%
    Milky 20.82%
    Balsamic 18.81%

     

    Flavor
    Bitter 49.65%
    Odorless 47.02%
    Mild 40.7%
    Sweet 26.08%
    Phenolic 25.69%
    Sweet-like 24.93%
    Bland 23.46%
    Sulfurous 21.34%
    Meaty 21.21%
    Smoked 20.75%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    8.3 (weak base)

    Molecular weight
    169.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    389°C

    Melting point expt.

    • 217 dec °C
    • 217 °C (decomposes)
    • 145.2 - 146.4 °C

    Flash point

    • 197.22 ˚C est.

    Solubility expt.

    • Slightly soluble in water, ethanol, diethyl ether; very soluble in alkali, dilute hydrochloric acid
    • 849 mg/mL

  • Synonyms

    • norepinephrine
    • noradrenaline
    • L-Noradrenaline
    • 51-41-2
    • Levarterenol
    • Arterenol
    • (R)-Noradrenaline
    • (-)-Norepinephrine
    • L-Norepinephrine
    • Levophed
    • (-)-NORADRENALINE
    • (R)-Norepinephrine
    • L-arterenol
    • 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol
    • (-)-Arterenol
    • Levonorepinephrine
    • Adrenor
    • Levonor
    • Levonoradrenaline
    • Sympathin E
    • (R)-(-)-Norepinephrine
    • Norepirenamine
    • Noradrenalin
    • norepinephrinum
    • Levoarterenol
    • Noradrenalinum
    • Norartrinal
    • Nor-Epirenan
    • (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol
    • norepinefrina
    • Levarterenolo
    • Noradrenalina
    • Noreinefrina
    • Nor adrenalin
    • D-(-)-Noradrenaline
    • L-3,4-dihydroxyphenylethanolamine
    • (-)-alpha-(Aminomethyl)protocatechuyl alcohol
    • l-1-(3,4-Dihydroxyphenyl)-2-aminoethanol
    • l-2-Amino-1-(3,4-dihydroxyphenyl)ethanol
    • (-)-(R)-Norepinephrine
    • Noreinefrina [INN-Spanish]
    • Nor adrenalin (TN)
    • Norepinephrinum [INN-Latin]
    • L-alpha-(aminomethyl)-3,4-dihydroxybenzyl alcohol
    • 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-
    • Nor-adrenaline
    • UNII-X4W3ENH1CV
    • 4-[(1R)-2-Amino-1-hydroxyethyl]-1,2-benzenediol
    • EINECS 200-096-6
    • 1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]-
    • NSC-757246
    • BRN 4231961
    • DTXSID5023378
    • Norepinephrine (INN)
    • HSDB 7772
    • Benzyl alcohol, alpha-(aminomethyl)-3,4-dihydroxy-, (-)-
    • X4W3ENH1CV
    • CHEMBL1437
    • 51-41-2 (free base)
    • DTXCID203378
    • CHEBI:18357
    • 1,2-Benzenediol, 4-((R)-2-amino-1-hydroxyethyl)-
    • NSC 757246
    • Levarterenolo [DCIT]
    • Noradrenalina [Italian]
    • Noradrenalin, l-
    • Noreinefrina (INN-Spanish)
    • NOREPINEPHRINE [INN]
    • Norepinephrinum (INN-Latin)
    • (R)-4-(2-Amino-1-hydroxyethyl)benzene-1,2-diol
    • NORADRENALINE (MART.)
    • NORADRENALINE [MART.]
    • d-Arterenol
    • (1R)-2-AMINO-1-(3,4-DIHYDROXYPHENYL)ETHANOL
    • 1,2-Benzenediol, 4-((1R)-2-amino-1-hydroxyethyl)-
    • (+)-Noradrenaline
    • NOREPINEPHRINE (USP IMPURITY)
    • NOREPINEPHRINE [USP IMPURITY]
    • MFCD00025592
    • 1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYETHYL)-, (R)-(R-(R*,R*))-2,3-DIHYDROXYBUTANEDIOATE
    • ADRENALINE IMPURITY B (EP IMPURITY)
    • ADRENALINE IMPURITY B [EP IMPURITY]
    • Noradrenaline (JP15)
    • ADRENALINE TARTRATE IMPURITY B (EP IMPURITY)
    • ADRENALINE TARTRATE IMPURITY B [EP IMPURITY]
    • (-)-Arterenol free base
    • Norepinephrine Noradrenalin
    • noradranalinum
    • noradrAnaline
    • Noradrenline
    • R-norepinephrine
    • 1-Noradrenaline
    • DermX
    • Norepinephrine [INN:BAN:JAN]
    • E5E
    • (-)-Noradrec
    • (?)-Norepinephrine
    • 4-[(1R)-2-amino-1-hydroxy-ethyl]benzene-1,2-diol
    • Norepinephrine1530
    • Spectrum_001009
    • Noradrenaline (JP18)
    • Spectrum2_001064
    • Spectrum3_000520
    • Spectrum4_000078
    • Spectrum5_001068
    • Norepinephrine (Standard)
    • bmse000404
    • 1,2-Benzenediol,4-(2-amino-1-hydroxyethyl)-
    • NORADRENALINE [JAN]
    • NOREPINEPHRINE [MI]
    • SCHEMBL2609
    • BSPBio_002079
    • GTPL505
    • KBioGR_000635
    • KBioSS_001489
    • NOREPINEPHRINE [HSDB]
    • MLS006010883
    • DivK1c_000230
    • NOREPINEPHRINE [VANDF]
    • SPECTRUM1500436
    • SPBio_001048
    • Levarterenol;Levophed;Arterenol
    • SGCUT00123
    • NOREPINEPHRINE [WHO-DD]
    • HMS500L12
    • KBio1_000230
    • KBio2_001489
    • KBio2_004057

  • Applications

    Norepinephrine (CAS 51-41-2) is primarily used as a reference analytical standard and as an intermediate in the synthesis of adrenergic agents within pharmaceutical manufacturing and biomedical research; it also serves as a biochemical reagent in analytical chemistry for quantifying catecholamines in biological samples and investigative laboratories; and it can function as a starting material for the synthesis of related adrenergic derivatives.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.68
    methanol 3.98
    isopropanol 0.39
    water 17.84
    ethyl acetate 0.4
    n-propanol 0.31
    acetone 0.57
    n-butanol 0.28
    acetonitrile 0.29
    DMF 9.45
    toluene 0.14
    isobutanol 0.25
    1,4-dioxane 1.12
    methyl acetate 0.28
    THF 2.79
    2-butanone 0.36
    n-pentanol 0.25
    sec-butanol 0.32
    n-hexane 0.03
    ethylene glycol 14.49
    NMP 54.82
    cyclohexane 0.12
    DMSO 74.01
    n-butyl acetate 0.57
    n-octanol 0.49
    chloroform 0.02
    n-propyl acetate 0.3
    acetic acid 15.1
    dichloromethane 0.05
    cyclohexanone 1.58
    propylene glycol 5.35
    isopropyl acetate 0.42
    DMAc 25.26
    2-ethoxyethanol 7.51
    isopentanol 0.5
    n-heptane 0.24
    ethyl formate 0.6
    1,2-dichloroethane 0.08
    n-hexanol 0.92
    2-methoxyethanol 15.23
    isobutyl acetate 0.15
    tetrachloromethane 0.09
    n-pentyl acetate 0.5
    transcutol 11.64
    n-heptanol 1.07
    ethylbenzene 0.14
    MIBK 0.58
    2-propoxyethanol 6.74
    tert-butanol 1.74
    MTBE 0.36
    2-butoxyethanol 4.79
    propionic acid 1.89
    o-xylene 0.39
    formic acid 100.47
    diethyl ether 0.16
    m-xylene 0.31
    p-xylene 0.18
    chlorobenzene 0.07
    dimethyl carbonate 1.29
    n-octane 0.09
    formamide 72.86
    cyclopentanone 3.07
    2-pentanone 0.42
    anisole 0.45
    cyclopentyl methyl ether 1.15
    gamma-butyrolactone 6.23
    1-methoxy-2-propanol 7.05
    pyridine 0.61
    3-pentanone 0.37
    furfural 8.39
    n-dodecane 0.04
    diethylene glycol 20.86
    diisopropyl ether 0.19
    tert-amyl alcohol 1.37
    acetylacetone 1.98
    n-hexadecane 0.05
    acetophenone 1.11
    methyl propionate 0.69
    isopentyl acetate 0.68
    trichloroethylene 0.13
    n-nonanol 0.53
    cyclohexanol 0.85
    benzyl alcohol 0.9
    2-ethylhexanol 0.78
    isooctanol 0.91
    dipropyl ether 0.66
    1,2-dichlorobenzene 0.15
    ethyl lactate 1.82
    propylene carbonate 2.66
    n-methylformamide 5.19
    2-pentanol 0.28
    n-pentane 0.04
    1-propoxy-2-propanol 4.06
    1-methoxy-2-propyl acetate 2.4
    2-(2-methoxypropoxy) propanol 5.81
    mesitylene 0.36
    ε-caprolactone 2.28
    p-cymene 0.48
    epichlorohydrin 1.39
    1,1,1-trichloroethane 0.06
    2-aminoethanol 9.1
    morpholine-4-carbaldehyde 22.63
    sulfolane 34.5
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 1.18
    n-hexyl acetate 0.6
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 7.55
    sec-butyl acetate 0.24
    tert-butyl acetate 1.05
    decalin 0.07
    glycerin 34.66
    diglyme 12.3
    acrylic acid 4.5
    isopropyl myristate 0.35
    n-butyric acid 1.73
    acetyl acetate 0.75
    di(2-ethylhexyl) phthalate 1.15
    ethyl propionate 0.42
    nitromethane 9.96
    1,2-diethoxyethane 0.87
    benzonitrile 0.36
    trioctyl phosphate 0.82
    1-bromopropane 0.03
    gamma-valerolactone 8.46
    n-decanol 0.43
    triethyl phosphate 1.12
    4-methyl-2-pentanol 0.41
    propionitrile 0.16
    vinylene carbonate 1.61
    1,1,2-trichlorotrifluoroethane 9.73
    DMS 1.02
    cumene 0.19
    2-octanol 0.48
    2-hexanone 0.31
    octyl acetate 0.55
    limonene 0.65
    1,2-dimethoxyethane 4.53
    ethyl orthosilicate 1.03
    tributyl phosphate 0.67
    diacetone alcohol 5.14
    N,N-dimethylaniline 0.9
    acrylonitrile 0.44
    aniline 0.51
    1,3-propanediol 7.18
    bromobenzene 0.05
    dibromomethane 0.03
    1,1,2,2-tetrachloroethane 0.17
    2-methyl-cyclohexyl acetate 0.96
    tetrabutyl urea 1.47
    diisobutyl methanol 0.77
    2-phenylethanol 1.4
    styrene 0.11
    dioctyl adipate 0.82
    dimethyl sulfate 6.67
    ethyl butyrate 0.75
    methyl lactate 5.22
    butyl lactate 1.59
    diethyl carbonate 0.57
    propanediol butyl ether 4.84
    triethyl orthoformate 1.0
    p-tert-butyltoluene 0.52
    methyl 4-tert-butylbenzoate 3.59
    morpholine 2.01
    tert-butylamine 0.48
    n-dodecanol 0.34
    dimethoxymethane 3.26
    ethylene carbonate 1.12
    cyrene 11.96
    2-ethoxyethyl acetate 1.23
    2-ethylhexyl acetate 0.49
    1,2,4-trichlorobenzene 0.28
    4-methylpyridine 0.47
    dibutyl ether 0.26
    2,6-dimethyl-4-heptanol 0.77
    DEF 2.6
    dimethyl isosorbide 10.21
    tetrachloroethylene 0.31
    eugenol 4.12
    triacetin 2.09
    span 80 4.86
    1,4-butanediol 2.91
    1,1-dichloroethane 0.02
    2-methyl-1-pentanol 0.44
    methyl formate 3.31
    2-methyl-1-butanol 0.42
    n-decane 0.06
    butyronitrile 0.16
    3,7-dimethyl-1-octanol 0.51
    1-chlorooctane 0.13
    1-chlorotetradecane 0.07
    n-nonane 0.06
    undecane 0.05
    tert-butylcyclohexane 0.05
    cyclooctane 0.1
    cyclopentanol 1.26
    tetrahydropyran 0.35
    tert-amyl methyl ether 0.53
    2,5,8-trioxanonane 11.61
    1-hexene 0.05
    2-isopropoxyethanol 3.2
    2,2,2-trifluoroethanol 9.82
    methyl butyrate 0.57

    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