Levodopa

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  • Identifiers

    CAS number
    59-92-7

    Molecular formula
    C9H11NO4

    SMILES
    C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 83.63%
    Savory 28.06%
    Phenolic 21.19%
    Bitter 21.12%
    Milky 19.61%
    Burnt 19.35%
    Meaty 17.01%
    Smoky 16.98%
    Vanilla 16.36%
    Cooling 15.37%

     

    Flavor
    Odorless 63.8%
    Bitter 50.64%
    Mild 43.96%
    Bland 31.96%
    Sweet-like 24.23%
    Very mild 23.35%
    Faint 21.78%
    Yeast 21.13%
    Nitrile 20.61%
    Orange flower 19.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.7

    pKa est.
    7.71 (neutral)

    Molecular weight
    197.19 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 295 undefined
    • 284-286 °C
    • 285 °C

    Boiling point

    • 448.4 undefined

    Flash point

    • 222.61 ˚C est.

    Solubility expt.

    • 5mM
    • Readily sol in dil hydrochloric and formic acids; practically insol in ethanol, benzene, chloroform, ethyl acetate
    • In water, 5,000 mg/l @ 20 °C
    • 5.0 mg/mL

  • Synonyms

    • levodopa
    • L-dopa
    • 59-92-7
    • 3,4-dihydroxy-L-phenylalanine
    • Dopar
    • 3-Hydroxy-L-tyrosine
    • Bendopa
    • Larodopa
    • Cidandopa
    • Dopaidan
    • Dopalina
    • Maipedopa
    • Dopasol
    • Eldopal
    • Eldopar
    • Levopa
    • Prodopa
    • Syndopa
    • 3,4-Dihydroxyphenylalanine
    • 3-(3,4-Dihydroxyphenyl)-L-alanine
    • Brocadopa
    • Insulamina
    • Deadopa
    • Pardopa
    • (-)-Dopa
    • Dihydroxy-L-phenylalanine
    • Helfo-Dopa
    • Dopa
    • Dopaflex
    • Doparkine
    • Dopaston
    • Dopastral
    • Eldopatec
    • Eurodopa
    • Doparl
    • Doprin
    • Veldopa
    • Dopal-fher
    • Levodopum
    • L-3,4-Dihydroxyphenylalanine
    • (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
    • Levedopa
    • Ledopa
    • L-o-Hydroxytyrosine
    • L-Tyrosine, 3-hydroxy-
    • Dopaston SE
    • (-)-3-(3,4-Dihydroxyphenyl)-L-alanine
    • Laradopa
    • Parda
    • beta-(3,4-Dihydroxyphenyl)-L-alanine
    • 3,4-Dihydroxyphenyl-L-alanine
    • L-(o-Dihydroxyphenyl)alanine
    • L-(-)-Dopa
    • L-3-Hydroxytyrosine
    • L-beta-(3,4-Dihydroxyphenyl)alanine
    • Inbrija
    • Weldopa
    • beta-(3,4-Dihydroxyphenyl)alanine
    • L-Dihydroxyphenylalanine
    • L-3-(3,4-Dihydroxyphenyl)alanine
    • Ro 4-6316
    • CVT-301
    • CCRIS 3766
    • Levodopum [INN-Latin]
    • CHEBI:15765
    • HSDB 3348
    • alanine, 3-(3,4-dihydroxyphenyl)-, L-
    • (S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
    • dihydroxyphenylalanine
    • EINECS 200-445-2
    • MFCD00002598
    • component of Sinemet
    • NSC 118381
    • NSC-118381
    • Dopar (TN)
    • DTXSID9023209
    • beta-(3,4-Dihydroxyphenyl)-alpha-L-alanine
    • L-beta-(3,4-Dihydroxyphenyl)-alpha-alanine
    • UNII-46627O600J
    • Alanine, 3-(3,4-dihydroxyphenyl)-, (-)-
    • L(-)-Dopa
    • (-)-(3,4-Dihydroxyphenyl)alanine
    • NSC118381
    • L-.beta.-(3,4-Dihydroxyphenyl)alanine
    • CHEMBL1009
    • .beta.-(3,4-Dihydroxyphenyl)-L-alanine
    • DHIVY COMPONENT LEVODOPA
    • DTXCID303209
    • DUOPA COMPONENT LEVODOPA
    • RYTARY COMPONENT LEVODOPA
    • 46627O600J
    • L-(3,4-Dihydroxyphenyl)alanine
    • PARCOPA COMPONENT LEVODOPA
    • STALEVO COMPONENT LEVODOPA
    • CARBILEV COMPONENT LEVODOPA
    • CORBILTA COMPONENT LEVODOPA
    • DOPASNAP COMPONENT LEVODOPA
    • IPX203 COMPONENT LEVODOPA
    • V-1512
    • IPX-203 COMPONENT LEVODOPA
    • LEVODOPA COMPONENT OF PARCOPA
    • LEVODOPA COMPONENT OF SINEMET
    • Inbrija (levodopa inhalation powder)
    • LEVODOPA COMPONENT OF CARBILEV
    • .beta.-(3,4-Dihydroxyphenyl)alanine
    • Levodopa [USAN:USP:INN:BAN:JAN]
    • CAS-59-92-7
    • NCGC00016270-04
    • Biodopa
    • Cerepap
    • Sobiodopa
    • L-(3,4-Dihydroxyphenyl)-.alpha.-alanine
    • Levodopum (INN-Latin)
    • LEVODOPA (MART.)
    • LEVODOPA [MART.]
    • LEVODOPA (USP-RS)
    • LEVODOPA [USP-RS]
    • Helfo DOPA
    • beta-(3,4-Dihydroxyphenyl)-alpha-alanine
    • LEVODOPA (EP IMPURITY)
    • LEVODOPA [EP IMPURITY]
    • Phenylalanine, 3,4-dihydroxy-
    • LEVODOPA (EP MONOGRAPH)
    • LEVODOPA [EP MONOGRAPH]
    • LEVODOPA (USP MONOGRAPH)
    • LEVODOPA [USP MONOGRAPH]
    • Atamet
    • BDBM50130192

  • Applications

    Levodopa (CAS 59-92-7) is primarily used in the pharmaceutical sector as an active ingredient and a precursor for the production of dopamine-related derivatives and other catecholamine compounds; it is also employed in biochemical research as a substrate for dopamine synthesis and as an analytical standard in methods that quantify catecholamines; in organic synthesis, it can serve as an intermediate for related aromatic amine compounds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.02
    methanol 0.07
    isopropanol 0.03
    water 1.83
    ethyl acetate 0.2
    n-propanol 0.01
    acetone 0.11
    n-butanol 0.01
    acetonitrile 0.02
    DMF 0.4
    toluene 0.12
    isobutanol 0.01
    1,4-dioxane 0.11
    methyl acetate 0.05
    THF 0.34
    2-butanone 0.05
    n-pentanol 0.02
    sec-butanol 0.03
    n-hexane 0.02
    ethylene glycol 1.18
    NMP 9.04
    cyclohexane 0.03
    DMSO 3.33
    n-butyl acetate 0.16
    n-octanol 0.09
    chloroform 0.0
    n-propyl acetate 0.07
    acetic acid 1.11
    dichloromethane 0.0
    cyclohexanone 0.24
    propylene glycol 0.45
    isopropyl acetate 0.24
    DMAc 4.29
    2-ethoxyethanol 1.12
    isopentanol 0.06
    n-heptane 0.12
    ethyl formate 0.08
    1,2-dichloroethane 0.01
    n-hexanol 0.16
    2-methoxyethanol 1.75
    isobutyl acetate 0.03
    tetrachloromethane 0.03
    n-pentyl acetate 0.13
    transcutol 2.77
    n-heptanol 0.23
    ethylbenzene 0.12
    MIBK 0.25
    2-propoxyethanol 1.64
    tert-butanol 0.4
    MTBE 0.11
    2-butoxyethanol 1.06
    propionic acid 0.12
    o-xylene 0.36
    formic acid 12.21
    diethyl ether 0.03
    m-xylene 0.31
    p-xylene 0.12
    chlorobenzene 0.02
    dimethyl carbonate 0.38
    n-octane 0.04
    formamide 5.93
    cyclopentanone 0.32
    2-pentanone 0.13
    anisole 0.18
    cyclopentyl methyl ether 0.32
    gamma-butyrolactone 0.69
    1-methoxy-2-propanol 1.37
    pyridine 0.08
    3-pentanone 0.11
    furfural 1.61
    n-dodecane 0.02
    diethylene glycol 6.17
    diisopropyl ether 0.11
    tert-amyl alcohol 0.35
    acetylacetone 1.07
    n-hexadecane 0.02
    acetophenone 0.43
    methyl propionate 0.19
    isopentyl acetate 0.22
    trichloroethylene 0.02
    n-nonanol 0.12
    cyclohexanol 0.11
    benzyl alcohol 0.21
    2-ethylhexanol 0.24
    isooctanol 0.25
    dipropyl ether 0.26
    1,2-dichlorobenzene 0.04
    ethyl lactate 0.55
    propylene carbonate 0.46
    n-methylformamide 0.18
    2-pentanol 0.05
    n-pentane 0.01
    1-propoxy-2-propanol 1.25
    1-methoxy-2-propyl acetate 1.03
    2-(2-methoxypropoxy) propanol 2.51
    mesitylene 0.34
    ε-caprolactone 0.36
    p-cymene 0.33
    epichlorohydrin 0.13
    1,1,1-trichloroethane 0.02
    2-aminoethanol 0.44
    morpholine-4-carbaldehyde 3.82
    sulfolane 5.42
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.17
    n-hexyl acetate 0.15
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 2.32
    sec-butyl acetate 0.08
    tert-butyl acetate 0.67
    decalin 0.04
    glycerin 6.39
    diglyme 3.48
    acrylic acid 0.36
    isopropyl myristate 0.13
    n-butyric acid 0.19
    acetyl acetate 0.29
    di(2-ethylhexyl) phthalate 0.38
    ethyl propionate 0.16
    nitromethane 0.9
    1,2-diethoxyethane 0.22
    benzonitrile 0.06
    trioctyl phosphate 0.25
    1-bromopropane 0.0
    gamma-valerolactone 1.2
    n-decanol 0.12
    triethyl phosphate 0.43
    4-methyl-2-pentanol 0.14
    propionitrile 0.01
    vinylene carbonate 0.25
    1,1,2-trichlorotrifluoroethane 1.93
    DMS 0.3
    cumene 0.15
    2-octanol 0.13
    2-hexanone 0.08
    octyl acetate 0.17
    limonene 0.36
    1,2-dimethoxyethane 0.86
    ethyl orthosilicate 0.39
    tributyl phosphate 0.21
    diacetone alcohol 2.87
    N,N-dimethylaniline 0.43
    acrylonitrile 0.03
    aniline 0.15
    1,3-propanediol 0.42
    bromobenzene 0.02
    dibromomethane 0.0
    1,1,2,2-tetrachloroethane 0.03
    2-methyl-cyclohexyl acetate 0.32
    tetrabutyl urea 0.58
    diisobutyl methanol 0.37
    2-phenylethanol 0.48
    styrene 0.07
    dioctyl adipate 0.24
    dimethyl sulfate 2.04
    ethyl butyrate 0.26
    methyl lactate 1.47
    butyl lactate 0.44
    diethyl carbonate 0.18
    propanediol butyl ether 1.09
    triethyl orthoformate 0.35
    p-tert-butyltoluene 0.36
    methyl 4-tert-butylbenzoate 1.87
    morpholine 0.13
    tert-butylamine 0.13
    n-dodecanol 0.11
    dimethoxymethane 0.6
    ethylene carbonate 0.15
    cyrene 4.92
    2-ethoxyethyl acetate 0.34
    2-ethylhexyl acetate 0.16
    1,2,4-trichlorobenzene 0.07
    4-methylpyridine 0.1
    dibutyl ether 0.07
    2,6-dimethyl-4-heptanol 0.37
    DEF 0.46
    dimethyl isosorbide 5.11
    tetrachloroethylene 0.07
    eugenol 1.8
    triacetin 0.62
    span 80 1.56
    1,4-butanediol 0.24
    1,1-dichloroethane 0.0
    2-methyl-1-pentanol 0.07
    methyl formate 0.24
    2-methyl-1-butanol 0.04
    n-decane 0.03
    butyronitrile 0.01
    3,7-dimethyl-1-octanol 0.14
    1-chlorooctane 0.04
    1-chlorotetradecane 0.03
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.04
    cyclooctane 0.05
    cyclopentanol 0.09
    tetrahydropyran 0.03
    tert-amyl methyl ether 0.24
    2,5,8-trioxanonane 4.77
    1-hexene 0.02
    2-isopropoxyethanol 0.65
    2,2,2-trifluoroethanol 1.49
    methyl butyrate 0.16

    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