Vinpocetine

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  • Identifiers

    CAS number
    42971-09-5

    Molecular formula
    C22H26N2O2

    SMILES
    CC[C@@]12CCCN3[C@@H]1C4=C(CC3)C5=CC=CC=C5N4C(=C2)C(=O)OCC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 36.0%
    Fruity 26.07%
    Fresh 23.49%
    Animal 23.06%
    Floral 22.84%
    Nutty 20.8%
    Roasted 19.07%
    Grape 18.36%
    Jasmin 17.15%
    Sweet 16.82%

     

    Flavor
    Bitter 92.14%
    Bland 21.74%
    Odorless 21.2%
    Cedarleaf 19.94%
    Sweet-like 19.01%
    Very strong 18.47%
    Nitrile 18.45%
    Cereal 18.44%
    Indole 18.32%
    Lovage 18.22%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    6.41 (neutral)

    Molecular weight
    350.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    520°C

    Flash point

    • 251.84 ˚C est.

    Solubility expt.

    • 35.5 [ug/mL] (The mean of the results at pH 7.4)

  • Synonyms

    • vinpocetine
    • 42971-09-5
    • Cavinton
    • Ceractin
    • Bravinton
    • Apovincaminic acid ethyl ester
    • Ethyl apovincamin-22-oate
    • Vinporal
    • Ultra-Vinca
    • Vinpocetinum
    • RGH 4405
    • cis-Apovincaminic acid ethyl ester
    • Ethyl (+)-cis-apovincaminate
    • TCV 3B
    • Vinpocetina
    • NSC-760093
    • DTXSID5023740
    • AY-27,255
    • 543512OBTC
    • AY-27255
    • DTXCID903740
    • ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo(9.6.2.0^(2,7).0^(8,18).0^(15,19))nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    • ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    • RefChem:901876
    • N06BX18
    • eburnamenine-14-carboxylic acid, ethyl ester, (3 alpha,16 alpha)-
    • 256-028-0
    • ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo(9.6.2.02,?.0?,1?.01?,1?)nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    • TCV-3B
    • Ethyl (+)-apovincaminate
    • (+)-Apovincaminic acid ethyl ester
    • Ethyl apovincaminate
    • (+)-cis-Apovincaminic acid ethyl ester
    • AY 27,255
    • MFCD00211233
    • Eburnamenine-14-carboxylic acid, ethyl ester, (3a,16a)-
    • 3-alpha,16-alpha-Apovincaminic acid ethyl ester
    • (41S,13aS)-ethyl 13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate
    • CHEMBL71752
    • MLS000069635
    • Eburnamenine-14-carboxylic acid, ethyl ester, (3alpha,16alpha)-
    • ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
    • NCGC00018204-09
    • SMR000058241
    • RGH-4405
    • ethyl (41S,13aS)-13a-ethyl-2,3,41,5,6,13a-hexahydro-1H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate
    • Vinpocetinum [INN-Latin]
    • Apovincaminate d'ethyle
    • Apovincaminate d'ethyle [French]
    • ethyl (15s,19s)-15-ethyl-1,11-diazapentacyclo[9.6.2.0^{2,7}.0^{8,18}.0^{15,19}]nonadeca-2(7),3,5,8(18),16-pentaene-17-carboxylate
    • SR-01000075633
    • EINECS 256-028-0
    • BRN 0900803
    • Vinpocetin
    • UNII-543512OBTC
    • Vinpocetine (JAN/USAN/INN)
    • Vinpocetine-ethyl apovincaminate
    • Eburnamenine-14-carboxylic acid ethyl ester
    • Vinpocetine CRS
    • Ethyl apovincamin
    • 3A,16A-Apovincaminic acid ethyl ester
    • NCGC00016854-03
    • Vinpocetine [USAN:INN:BAN:JAN]
    • Prestwick_963
    • CAS-42971-09-5
    • Spectrum_001400
    • Vinpocetine (Cavinton)
    • Vinpocetine (Standard)
    • AY 27255
    • SpecPlus_000327
    • VINPOCETINE [MI]
    • Opera_ID_1325
    • Prestwick0_000268
    • Prestwick1_000268
    • Prestwick2_000268
    • Prestwick3_000268
    • Spectrum2_001529
    • Spectrum3_000961
    • Spectrum4_001075
    • Spectrum5_000966
    • VINPOCETINE [DSC]
    • VINPOCETINE [INN]
    • VINPOCETINE [JAN]
    • VINPOCETINE [USAN]
    • V 6383
    • VINPOCETINE [VANDF]
    • VINPOCETINE [MART.]
    • Lopac0_001257
    • SCHEMBL50081
    • BSPBio_000116
    • BSPBio_002561
    • KBioGR_001430
    • KBioSS_001880
    • VINPOCETINE [USP-RS]
    • VINPOCETINE [WHO-DD]
    • MLS001076294
    • DivK1c_006423
    • SPECTRUM1503115
    • Vinpocetine, >=98%, solid
    • ethyl (3alpha,16alpha)-eburnamenine-14-carboxylate
    • SPBio_001318
    • SPBio_002335
    • BPBio1_000128
    • cid_443955
    • GTPL5285
    • Vinpocetin - Bio-X trade mark
    • Vinpocetine, analytical standard
    • REGID_for_CID_443955
    • SCHEMBL29364972
    • CHEBI:32297
    • KBio1_001367
    • KBio2_001880
    • KBio2_004448
    • KBio2_007016
    • KBio3_001781
    • GLXC-07972
    • HMS1568F18
    • HMS1922G05
    • HMS2090J22
    • HMS2092L06
    • HMS2095F18
    • HMS3263L16
    • HMS3402D12
    • HMS3411H11
    • HMS3675H11
    • HMS3712F18
    • HMS3887E17
    • 42971-09-5

  • Applications

    Vinpocetine (CAS 42971-09-5) is predominantly used as an active pharmaceutical ingredient in formulations for cerebrovascular indications in certain markets; it is formulated in products intended to support cerebral blood flow and cognitive function. It is also encountered in research and development as a semi-synthetic vinca alkaloid derivative used to study vascular and neuronal effects. In addition, Vinpocetine may be marketed in dietary supplements or nutraceuticals in some regions, and it can serve as an intermediate or precursor in the synthesis of related alkaloid compounds in chemical manufacturing, with use subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.87
    methanol 9.97
    isopropanol 7.22
    water 0.05
    ethyl acetate 34.82
    n-propanol 13.48
    acetone 44.43
    n-butanol 16.27
    acetonitrile 11.44
    DMF 81.49
    toluene 44.06
    isobutanol 14.14
    1,4-dioxane 66.93
    methyl acetate 36.15
    THF 78.08
    2-butanone 56.78
    n-pentanol 13.46
    sec-butanol 9.35
    n-hexane 0.84
    ethylene glycol 6.44
    NMP 146.36
    cyclohexane 5.86
    DMSO 34.14
    n-butyl acetate 46.09
    n-octanol 5.66
    chloroform 231.58
    n-propyl acetate 32.11
    acetic acid 41.17
    dichloromethane 215.88
    cyclohexanone 147.2
    propylene glycol 4.37
    isopropyl acetate 31.91
    DMAc 119.07
    2-ethoxyethanol 29.46
    isopentanol 22.29
    n-heptane 0.72
    ethyl formate 29.35
    1,2-dichloroethane 126.76
    n-hexanol 17.66
    2-methoxyethanol 41.87
    isobutyl acetate 34.45
    tetrachloromethane 24.73
    n-pentyl acetate 43.5
    transcutol 98.19
    n-heptanol 12.61
    ethylbenzene 14.08
    MIBK 37.4
    2-propoxyethanol 55.63
    tert-butanol 9.12
    MTBE 12.31
    2-butoxyethanol 44.15
    propionic acid 27.91
    o-xylene 24.08
    formic acid 19.6
    diethyl ether 17.55
    m-xylene 25.22
    p-xylene 21.49
    chlorobenzene 81.36
    dimethyl carbonate 35.49
    n-octane 0.43
    formamide 26.76
    cyclopentanone 131.82
    2-pentanone 48.18
    anisole 22.5
    cyclopentyl methyl ether 40.25
    gamma-butyrolactone 115.89
    1-methoxy-2-propanol 27.67
    pyridine 112.5
    3-pentanone 49.41
    furfural 133.72
    n-dodecane 0.48
    diethylene glycol 45.02
    diisopropyl ether 7.04
    tert-amyl alcohol 10.4
    acetylacetone 65.2
    n-hexadecane 0.6
    acetophenone 44.42
    methyl propionate 38.56
    isopentyl acetate 54.5
    trichloroethylene 314.86
    n-nonanol 7.0
    cyclohexanol 30.59
    benzyl alcohol 39.86
    2-ethylhexanol 15.15
    isooctanol 12.66
    dipropyl ether 9.84
    1,2-dichlorobenzene 77.24
    ethyl lactate 22.41
    propylene carbonate 75.74
    n-methylformamide 33.18
    2-pentanol 10.29
    n-pentane 1.27
    1-propoxy-2-propanol 31.16
    1-methoxy-2-propyl acetate 55.46
    2-(2-methoxypropoxy) propanol 42.05
    mesitylene 13.88
    ε-caprolactone 108.92
    p-cymene 12.47
    epichlorohydrin 160.45
    1,1,1-trichloroethane 80.5
    2-aminoethanol 9.65
    morpholine-4-carbaldehyde 123.76
    sulfolane 121.36
    2,2,4-trimethylpentane 1.35
    2-methyltetrahydrofuran 48.95
    n-hexyl acetate 34.83
    isooctane 0.91
    2-(2-butoxyethoxy)ethanol 49.39
    sec-butyl acetate 27.16
    tert-butyl acetate 31.94
    decalin 2.2
    glycerin 15.82
    diglyme 85.03
    acrylic acid 38.51
    isopropyl myristate 14.78
    n-butyric acid 45.29
    acetyl acetate 41.5
    di(2-ethylhexyl) phthalate 31.6
    ethyl propionate 26.96
    nitromethane 67.44
    1,2-diethoxyethane 33.07
    benzonitrile 52.79
    trioctyl phosphate 19.02
    1-bromopropane 39.68
    gamma-valerolactone 182.83
    n-decanol 5.47
    triethyl phosphate 26.49
    4-methyl-2-pentanol 11.09
    propionitrile 20.49
    vinylene carbonate 94.19
    1,1,2-trichlorotrifluoroethane 128.58
    DMS 56.59
    cumene 10.84
    2-octanol 6.63
    2-hexanone 33.53
    octyl acetate 19.04
    limonene 14.47
    1,2-dimethoxyethane 45.45
    ethyl orthosilicate 24.37
    tributyl phosphate 23.9
    diacetone alcohol 35.68
    N,N-dimethylaniline 17.79
    acrylonitrile 34.25
    aniline 51.05
    1,3-propanediol 19.47
    bromobenzene 80.68
    dibromomethane 114.28
    1,1,2,2-tetrachloroethane 186.88
    2-methyl-cyclohexyl acetate 40.35
    tetrabutyl urea 31.75
    diisobutyl methanol 8.37
    2-phenylethanol 47.1
    styrene 17.32
    dioctyl adipate 27.77
    dimethyl sulfate 58.79
    ethyl butyrate 29.85
    methyl lactate 29.28
    butyl lactate 37.24
    diethyl carbonate 26.81
    propanediol butyl ether 24.16
    triethyl orthoformate 27.87
    p-tert-butyltoluene 10.23
    methyl 4-tert-butylbenzoate 45.85
    morpholine 66.72
    tert-butylamine 5.09
    n-dodecanol 4.35
    dimethoxymethane 49.34
    ethylene carbonate 73.28
    cyrene 56.4
    2-ethoxyethyl acetate 72.06
    2-ethylhexyl acetate 48.88
    1,2,4-trichlorobenzene 100.17
    4-methylpyridine 93.33
    dibutyl ether 7.53
    2,6-dimethyl-4-heptanol 8.37
    DEF 59.54
    dimethyl isosorbide 72.91
    tetrachloroethylene 145.21
    eugenol 52.3
    triacetin 46.53
    span 80 33.42
    1,4-butanediol 10.1
    1,1-dichloroethane 70.43
    2-methyl-1-pentanol 20.2
    methyl formate 34.84
    2-methyl-1-butanol 20.91
    n-decane 0.67
    butyronitrile 20.77
    3,7-dimethyl-1-octanol 9.61
    1-chlorooctane 4.45
    1-chlorotetradecane 2.53
    n-nonane 0.47
    undecane 0.55
    tert-butylcyclohexane 1.46
    cyclooctane 1.47
    cyclopentanol 24.71
    tetrahydropyran 56.82
    tert-amyl methyl ether 13.02
    2,5,8-trioxanonane 61.24
    1-hexene 4.36
    2-isopropoxyethanol 26.07
    2,2,2-trifluoroethanol 30.68
    methyl butyrate 35.25

    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