(+)-Ajmaline

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  • Identifiers

    CAS number
    4360-12-7

    Molecular formula
    C20H26N2O2

    SMILES
    CC[C@H]1[C@@H]2C[C@H]3[C@H]4[C@@]5(C[C@@H]([C@H]2[C@H]5O)N3[C@@H]1O)C6=CC=CC=C6N4C

    Safety labels

  • Odor profile

    Fragrance
    Odorless 56.84%
    Nutty 24.95%
    Roasted 22.9%
    Cooling 22.65%
    Fishy 21.68%
    Meaty 21.39%
    Burnt 21.02%
    Savory 21.0%
    Animal 20.83%
    Earthy 19.26%

     

    Flavor
    Bitter 76.6%
    Sweet-like 22.28%
    Odorless 20.84%
    Cedarleaf 20.66%
    Alkaline 19.53%
    Cereal 18.93%
    Nitrile 18.5%
    Indole 18.43%
    Patchouli 18.38%
    Very strong 18.31%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.8

    pKa est.
    6.48 (neutral)

    Molecular weight
    326.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    252°C

    Flash point

    • 207.16 ˚C est.

  • Synonyms

    • ajmaline
    • Ajmalin
    • (+)-Ajmaline
    • Cardiorythmine
    • Gilurytmal
    • Raugalline
    • Rauwolfine
    • Ignazin
    • Merabitol
    • Rauwolfin
    • Rhytmaton
    • Rytmalin
    • Tachmalin
    • Takycor
    • Ritmos
    • 4360-12-7
    • NSC 15627
    • Ajmalan-17,21-diol, (17R,21a)-
    • Siddiqui
    • Ajmaline [JAN]
    • Ajmalan-17,21-diol
    • Ajmaline (Standard)
    • (17R,21alpha)-Ajmalan-17,21-diol
    • AJMALINE [MI]
    • AJMALINE [MART.]
    • AJMALINE [WHO-DD]
    • UNII-1PON08459R
    • SCHEMBL27711770
    • SCHEMBL30892623
    • HY-B1167R
    • CJDRUOGAGYHKKD-RQBLFBSQSA-N
    • EINECS 224-439-4
    • MSK162415
    • EBC-618388
    • NSC 628054
    • (17R,21-alpha)-Ajmalan-17,21-diol
    • AI3-62668
    • Ajmalan-17,21-diol, (17R,21-alpha)-
    • Ajmalan-17,21-diol, (17R,21alpha)-, compound with methanol (1:1)
    • (1R,9R,10S,12R,13S,14R,16S,17S,18R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^{1,9}.0^{2,7}.0^{10,15}.0^{12,17}]nonadeca-2(7),3,5-triene-14,18-diol
    • 4360-12-7

  • Applications

    (+)-Ajmaline, CAS number: 4360-12-7, is an indole-quinoline alkaloid primarily used in pharmaceuticals as an antiarrhythmic agent and employed in cardiology diagnostics such as the ajmaline challenge to reveal Brugada-type ECG patterns; it is also studied as a sodium channel blocker in pharmacology and serves as a reference material or starting point for natural product chemistry and the semi-synthesis of related indole alkaloids.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.96
    methanol 3.77
    isopropanol 0.88
    water 0.4
    ethyl acetate 2.09
    n-propanol 0.94
    acetone 2.31
    n-butanol 1.64
    acetonitrile 0.85
    DMF 5.99
    toluene 1.41
    isobutanol 0.94
    1,4-dioxane 4.07
    methyl acetate 1.15
    THF 4.46
    2-butanone 1.46
    n-pentanol 0.8
    sec-butanol 0.3
    n-hexane 0.01
    ethylene glycol 2.15
    NMP 5.83
    cyclohexane 0.04
    DMSO 5.97
    n-butyl acetate 3.99
    n-octanol 1.32
    chloroform 8.81
    n-propyl acetate 1.84
    acetic acid 7.37
    dichloromethane 5.53
    cyclohexanone 8.56
    propylene glycol 0.58
    isopropyl acetate 3.12
    DMAc 6.12
    2-ethoxyethanol 4.46
    isopentanol 2.46
    n-heptane 0.04
    ethyl formate 3.05
    1,2-dichloroethane 2.9
    n-hexanol 1.87
    2-methoxyethanol 11.28
    isobutyl acetate 2.69
    tetrachloromethane 1.75
    n-pentyl acetate 6.53
    transcutol 18.27
    n-heptanol 2.79
    ethylbenzene 0.48
    MIBK 4.1
    2-propoxyethanol 12.39
    tert-butanol 1.1
    MTBE 0.26
    2-butoxyethanol 13.29
    propionic acid 1.81
    o-xylene 1.05
    formic acid 11.36
    diethyl ether 0.43
    m-xylene 1.73
    p-xylene 0.77
    chlorobenzene 3.18
    dimethyl carbonate 4.04
    n-octane 0.04
    formamide 10.09
    cyclopentanone 7.86
    2-pentanone 2.85
    anisole 1.21
    cyclopentyl methyl ether 1.81
    gamma-butyrolactone 9.76
    1-methoxy-2-propanol 8.26
    pyridine 4.85
    3-pentanone 1.47
    furfural 21.77
    n-dodecane 0.05
    diethylene glycol 20.66
    diisopropyl ether 0.32
    tert-amyl alcohol 0.39
    acetylacetone 8.57
    n-hexadecane 0.07
    acetophenone 4.02
    methyl propionate 2.05
    isopentyl acetate 6.2
    trichloroethylene 11.02
    n-nonanol 1.78
    cyclohexanol 1.3
    benzyl alcohol 3.52
    2-ethylhexanol 1.4
    isooctanol 2.88
    dipropyl ether 0.65
    1,2-dichlorobenzene 4.48
    ethyl lactate 3.56
    propylene carbonate 8.53
    n-methylformamide 4.5
    2-pentanol 0.64
    n-pentane 0.02
    1-propoxy-2-propanol 7.17
    1-methoxy-2-propyl acetate 10.3
    2-(2-methoxypropoxy) propanol 9.12
    mesitylene 1.05
    ε-caprolactone 7.03
    p-cymene 1.27
    epichlorohydrin 8.74
    1,1,1-trichloroethane 2.99
    2-aminoethanol 2.02
    morpholine-4-carbaldehyde 15.16
    sulfolane 13.7
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 1.14
    n-hexyl acetate 4.96
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 12.8
    sec-butyl acetate 1.5
    tert-butyl acetate 3.63
    decalin 0.06
    glycerin 6.17
    diglyme 21.48
    acrylic acid 3.65
    isopropyl myristate 2.12
    n-butyric acid 6.23
    acetyl acetate 5.12
    di(2-ethylhexyl) phthalate 5.89
    ethyl propionate 1.61
    nitromethane 10.85
    1,2-diethoxyethane 2.91
    benzonitrile 5.96
    trioctyl phosphate 4.16
    1-bromopropane 0.56
    gamma-valerolactone 24.28
    n-decanol 1.2
    triethyl phosphate 3.16
    4-methyl-2-pentanol 1.24
    propionitrile 1.2
    vinylene carbonate 13.8
    1,1,2-trichlorotrifluoroethane 21.51
    DMS 5.82
    cumene 0.58
    2-octanol 1.23
    2-hexanone 1.66
    octyl acetate 2.8
    limonene 1.03
    1,2-dimethoxyethane 5.27
    ethyl orthosilicate 2.74
    tributyl phosphate 3.88
    diacetone alcohol 7.07
    N,N-dimethylaniline 1.21
    acrylonitrile 2.94
    aniline 2.99
    1,3-propanediol 6.39
    bromobenzene 2.9
    dibromomethane 2.28
    1,1,2,2-tetrachloroethane 7.23
    2-methyl-cyclohexyl acetate 4.53
    tetrabutyl urea 5.23
    diisobutyl methanol 1.29
    2-phenylethanol 7.42
    styrene 0.5
    dioctyl adipate 3.92
    dimethyl sulfate 7.73
    ethyl butyrate 2.69
    methyl lactate 5.61
    butyl lactate 9.28
    diethyl carbonate 2.74
    propanediol butyl ether 8.14
    triethyl orthoformate 3.27
    p-tert-butyltoluene 1.19
    methyl 4-tert-butylbenzoate 10.2
    morpholine 3.39
    tert-butylamine 0.34
    n-dodecanol 0.82
    dimethoxymethane 6.84
    ethylene carbonate 10.88
    cyrene 12.01
    2-ethoxyethyl acetate 11.19
    2-ethylhexyl acetate 4.28
    1,2,4-trichlorobenzene 5.94
    4-methylpyridine 4.52
    dibutyl ether 0.73
    2,6-dimethyl-4-heptanol 1.29
    DEF 3.13
    dimethyl isosorbide 17.02
    tetrachloroethylene 8.18
    eugenol 12.95
    triacetin 8.6
    span 80 8.03
    1,4-butanediol 1.71
    1,1-dichloroethane 1.65
    2-methyl-1-pentanol 1.04
    methyl formate 4.93
    2-methyl-1-butanol 1.08
    n-decane 0.08
    butyronitrile 1.51
    3,7-dimethyl-1-octanol 1.72
    1-chlorooctane 0.47
    1-chlorotetradecane 0.24
    n-nonane 0.05
    undecane 0.06
    tert-butylcyclohexane 0.05
    cyclooctane 0.03
    cyclopentanol 1.09
    tetrahydropyran 1.33
    tert-amyl methyl ether 0.27
    2,5,8-trioxanonane 15.81
    1-hexene 0.06
    2-isopropoxyethanol 3.19
    2,2,2-trifluoroethanol 9.78
    methyl butyrate 2.27

    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