Harmine

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  • Identifiers

    CAS number
    442-51-3

    Molecular formula
    C13H12N2O

    SMILES
    CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 51.43%
    Floral 42.16%
    Sweet 38.89%
    Animal 37.31%
    Powdery 33.72%
    Roasted 32.46%
    Burnt 31.62%
    Grape 30.46%
    Neroli 30.31%
    Nutty 28.68%

     

    Flavor
    Bitter 92.51%
    Very strong 22.27%
    Indole 21.65%
    Cereal 20.45%
    Cedarleaf 19.67%
    Bread crust 19.59%
    Parsley 19.44%
    Soybean 19.43%
    Sweet-like 19.37%
    Moth ball 19.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.6

    pKa est.
    6.93 (neutral)

    Molecular weight
    212.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    438°C

    Melting point expt.

    • 264 - 265 °C

    Flash point

    • 213.72 ˚C est.

  • Synonyms

    • HARMINE
    • 442-51-3
    • 7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole
    • Banisterine
    • Telepathine
    • Leucoharmine
    • Yageine
    • Yajeine
    • 9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-
    • 1-Methyl-7-methoxy-beta-carboline
    • 7-Methoxy-1-methyl-9H-pyrido(3,4-b)indole
    • 9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-
    • 4FHH5G48T7
    • DTXSID30196066
    • CHEBI:28121
    • RefChem:145270
    • DTXCID40118557
    • 207-131-4
    • 7-Methoxy-1-methyl-9H-beta-carboline
    • Harmin
    • MFCD00004958
    • Harmine (Telepathine)
    • Banisterin
    • Telepathin
    • Yagein
    • Harmin hydrochloride
    • 7-methoxy-1-methylbeta-carboline
    • Garmin
    • MLS002153910
    • HRM
    • SR-05000001527
    • SMR001233259
    • EINECS 207-131-4
    • BRN 0178813
    • UNII-4FHH5G48T7
    • Telepathien
    • Telepathine;
    • Yageine;
    • 3anr
    • 1,4-Benzenedicarboxylic Acid Mono(phenylmethyl) Ester; Terephthalic Acid Benzyl Ester; Terephthalic Acid Monobenzyl Ester; Monobenzyl 1,4-Benzenedicarboxylate; Monobenzyl Terephthalate; p-(Benzyloxycarbonyl)benzoic Acid
    • Harmine (Standard)
    • Harmine, 98%
    • Spectrum_001128
    • SpecPlus_000611
    • HARMINE [MI]
    • HARMINE [MART.]
    • Prestwick0_000613
    • Prestwick1_000613
    • Prestwick2_000613
    • Prestwick3_000613
    • Spectrum2_000568
    • Spectrum3_000906
    • Spectrum4_001004
    • Spectrum5_001914
    • Oprea1_596686
    • BSPBio_000546
    • KBioGR_001467
    • KBioSS_001608
    • 5-23-12-00237 (Beilstein Handbook Reference)
    • BIDD:ER0478
    • BIDD:GT0106
    • DivK1c_006707
    • SCHEMBL292955
    • SPECTRUM1500867
    • SPBio_000356
    • SPBio_002765
    • BPBio1_000602
    • CHEMBL269538
    • GTPL9352
    • HY-N0737AR
    • MEGxp0_001875
    • orb1307663
    • CHEMBL4095474
    • SCHEMBL29440552
    • SCHEMBL29941920
    • ACon0_001194
    • ACon1_000061
    • cid_5359389
    • HY-N0737A
    • KBio1_001651
    • KBio2_001608
    • KBio2_004176
    • KBio2_006744
    • KBio3_001852
    • BDBM100152
    • GLXC-06328
    • HMS1921M06
    • HMS2090H04
    • HMS3561B11
    • HMS3650H03
    • HMS3885E10
    • HMS5082G19
    • HMS5202G18
    • MSK40316
    • 1-Methyl-7-methoxy-beta -carboline
    • 7-Methoxy-1-methyl-9H-?-carboline
    • CCG-38734
    • s3868
    • STK047386
    • 1-Methyl-7-methoxy-.beta.-carboline
    • AKOS003673313
    • 442-51-3 (FREE BASE)
    • CS-5325
    • DB07919
    • FH23740
    • SDCCGMLS-0066733.P001
    • NCGC00016435-01
    • NCGC00016435-02
    • NCGC00016435-03
    • NCGC00016435-04
    • NCGC00016435-05
    • NCGC00016435-06
    • NCGC00016435-07
    • NCGC00016435-09
    • NCGC00016435-20
    • NCGC00094869-01
    • NCGC00094869-02
    • NCGC00094869-03
    • NCGC00094869-04
    • NCGC00094869-05
    • NCGC00094869-06
    • 7-Methoxy-1-methyl-9H-beta-carboline #
    • AC-31456
    • AS-13970
    • BP-30211
    • CAS-343-27-1
    • ST069315
    • 442-51-3

  • Applications

    Harmine (CAS 442-51-3) is a natural beta-carboline alkaloid found in several plants; in industry its roles are mainly as a research chemical and synthesis intermediate. In pharmaceutical research and biochemical studies, Harmine is commonly used as a monoamine oxidase A (MAO-A) inhibitor to probe enzyme mechanisms and to support the development of beta-carboline derivatives. In chemical synthesis, it serves as an intermediate for preparing beta-carboline compounds. In analytical chemistry and life-science research, Harmine may be used as a reference standard or analytical reagent for chromatographic methods and bioassays. In natural product research, it is examined as a natural alkaloid and used as a reference material for bioscience studies; any application should comply with local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 22.92
    methanol 25.29
    isopropanol 14.99
    water 0.7
    ethyl acetate 23.72
    n-propanol 20.74
    acetone 29.2
    n-butanol 19.85
    acetonitrile 11.49
    DMF 84.84
    toluene 4.77
    isobutanol 18.31
    1,4-dioxane 43.41
    methyl acetate 28.27
    THF 87.6
    2-butanone 32.9
    n-pentanol 19.27
    sec-butanol 17.86
    n-hexane 0.98
    ethylene glycol 17.27
    NMP 62.36
    cyclohexane 0.8
    DMSO 90.09
    n-butyl acetate 27.19
    n-octanol 5.49
    chloroform 54.94
    n-propyl acetate 26.14
    acetic acid 42.01
    dichloromethane 61.99
    cyclohexanone 38.77
    propylene glycol 11.47
    isopropyl acetate 17.35
    DMAc 112.18
    2-ethoxyethanol 68.99
    isopentanol 22.35
    n-heptane 0.84
    ethyl formate 19.97
    1,2-dichloroethane 45.62
    n-hexanol 18.5
    2-methoxyethanol 80.93
    isobutyl acetate 21.67
    tetrachloromethane 8.95
    n-pentyl acetate 17.84
    transcutol 131.55
    n-heptanol 10.16
    ethylbenzene 5.63
    MIBK 19.21
    2-propoxyethanol 59.82
    tert-butanol 21.12
    MTBE 17.33
    2-butoxyethanol 33.85
    propionic acid 21.92
    o-xylene 6.21
    formic acid 39.96
    diethyl ether 16.93
    m-xylene 5.48
    p-xylene 9.03
    chlorobenzene 14.77
    dimethyl carbonate 23.11
    n-octane 0.45
    formamide 60.23
    cyclopentanone 55.47
    2-pentanone 23.56
    anisole 22.85
    cyclopentyl methyl ether 28.15
    gamma-butyrolactone 68.1
    1-methoxy-2-propanol 45.62
    pyridine 32.51
    3-pentanone 21.83
    furfural 78.87
    n-dodecane 0.44
    diethylene glycol 69.39
    diisopropyl ether 6.0
    tert-amyl alcohol 23.43
    acetylacetone 33.99
    n-hexadecane 0.5
    acetophenone 27.69
    methyl propionate 24.86
    isopentyl acetate 30.92
    trichloroethylene 79.69
    n-nonanol 6.42
    cyclohexanol 15.9
    benzyl alcohol 24.2
    2-ethylhexanol 13.52
    isooctanol 9.86
    dipropyl ether 11.58
    1,2-dichlorobenzene 19.18
    ethyl lactate 20.09
    propylene carbonate 39.29
    n-methylformamide 37.94
    2-pentanol 12.96
    n-pentane 0.74
    1-propoxy-2-propanol 34.68
    1-methoxy-2-propyl acetate 38.64
    2-(2-methoxypropoxy) propanol 38.04
    mesitylene 4.21
    ε-caprolactone 40.78
    p-cymene 7.22
    epichlorohydrin 98.32
    1,1,1-trichloroethane 26.62
    2-aminoethanol 23.79
    morpholine-4-carbaldehyde 87.56
    sulfolane 79.16
    2,2,4-trimethylpentane 1.19
    2-methyltetrahydrofuran 44.65
    n-hexyl acetate 16.54
    isooctane 0.69
    2-(2-butoxyethoxy)ethanol 45.88
    sec-butyl acetate 19.64
    tert-butyl acetate 20.76
    decalin 1.34
    glycerin 32.77
    diglyme 86.5
    acrylic acid 25.2
    isopropyl myristate 7.93
    n-butyric acid 28.65
    acetyl acetate 19.58
    di(2-ethylhexyl) phthalate 14.71
    ethyl propionate 22.5
    nitromethane 69.39
    1,2-diethoxyethane 32.5
    benzonitrile 20.25
    trioctyl phosphate 9.32
    1-bromopropane 15.37
    gamma-valerolactone 81.5
    n-decanol 5.37
    triethyl phosphate 20.0
    4-methyl-2-pentanol 11.02
    propionitrile 14.44
    vinylene carbonate 37.19
    1,1,2-trichlorotrifluoroethane 78.17
    DMS 28.63
    cumene 6.83
    2-octanol 6.19
    2-hexanone 25.43
    octyl acetate 10.58
    limonene 8.86
    1,2-dimethoxyethane 87.02
    ethyl orthosilicate 18.62
    tributyl phosphate 12.39
    diacetone alcohol 32.13
    N,N-dimethylaniline 18.74
    acrylonitrile 19.81
    aniline 18.3
    1,3-propanediol 34.66
    bromobenzene 12.6
    dibromomethane 31.22
    1,1,2,2-tetrachloroethane 60.36
    2-methyl-cyclohexyl acetate 24.02
    tetrabutyl urea 16.17
    diisobutyl methanol 8.4
    2-phenylethanol 25.79
    styrene 6.11
    dioctyl adipate 14.33
    dimethyl sulfate 51.15
    ethyl butyrate 21.94
    methyl lactate 22.8
    butyl lactate 20.41
    diethyl carbonate 21.22
    propanediol butyl ether 22.11
    triethyl orthoformate 20.88
    p-tert-butyltoluene 6.38
    methyl 4-tert-butylbenzoate 25.03
    morpholine 53.43
    tert-butylamine 11.29
    n-dodecanol 4.48
    dimethoxymethane 58.44
    ethylene carbonate 32.15
    cyrene 41.63
    2-ethoxyethyl acetate 35.79
    2-ethylhexyl acetate 25.54
    1,2,4-trichlorobenzene 25.59
    4-methylpyridine 27.36
    dibutyl ether 7.81
    2,6-dimethyl-4-heptanol 8.4
    DEF 33.38
    dimethyl isosorbide 55.85
    tetrachloroethylene 43.55
    eugenol 32.38
    triacetin 24.99
    span 80 23.09
    1,4-butanediol 19.09
    1,1-dichloroethane 25.1
    2-methyl-1-pentanol 22.97
    methyl formate 31.23
    2-methyl-1-butanol 21.93
    n-decane 0.59
    butyronitrile 15.3
    3,7-dimethyl-1-octanol 8.48
    1-chlorooctane 3.49
    1-chlorotetradecane 1.91
    n-nonane 0.48
    undecane 0.5
    tert-butylcyclohexane 1.39
    cyclooctane 0.39
    cyclopentanol 19.6
    tetrahydropyran 28.93
    tert-amyl methyl ether 17.82
    2,5,8-trioxanonane 59.64
    1-hexene 4.75
    2-isopropoxyethanol 45.08
    2,2,2-trifluoroethanol 36.96
    methyl butyrate 28.73

    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