1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate

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  • Identifiers

    CAS number
    7128-53-2

    Molecular formula
    C15H21N3O2

    SMILES
    CC12CCN(C1N(C3=C2C=C(C=C3)OC(=O)NC)C)C

  • Odor profile

    Fragrance
    Odorless 70.19%
    Savory 26.83%
    Cooling 26.3%
    Animal 22.47%
    Meaty 19.92%
    Milky 18.39%
    Cooked 17.87%
    Roasted 17.26%
    Bitter 16.22%
    Grape 13.78%

     

    Flavor
    Bitter 84.39%
    Odorless 37.16%
    Bland 28.99%
    Sweet-like 22.53%
    Cedarleaf 20.63%
    Nitrile 19.43%
    Heather 19.31%
    Orange flower 19.29%
    Parsley 19.16%
    Broom 19.15%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.03 (neutral)

    Molecular weight
    275.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Boiling point est.
    345°C

    Flash point

    • 268.43 ˚C est.

  • Synonyms

    • 1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate
    • CHEMBL11773
    • (3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl) N-methylcarbamate
    • (+)-Physostigmine
    • 7128-53-2
    • (+)Eserine
    • SpecPlus_000527
    • SCHEMBL24045
    • DivK1c_006623
    • BDBM10709
    • KBio1_001567
    • DTXSID00859010
    • CHEBI:182905
    • PIJVFDBKTWXHHD-UHFFFAOYSA-N
    • SYB70411
    • STL432323
    • AKOS022144154
    • N-methyl(1,8,3a-trimethylpyrrolidino[2,3-b]indolin-5-yloxy)carboxamide
    • NCGC00015421-03
    • NCGC00142456-01
    • 1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate #
    • 1,3a,8-trimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate

  • Applications

    Chemical name: 1,3a,8-Trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-yl methylcarbamate; CAS number: 7128-53-2. This compound is primarily used as an intermediate and amine-protecting carbamate in organic synthesis, providing a rigid indole-derived scaffold that is of interest in pharmaceutical research as a building block for heterocyclic drug candidates. It is commonly evaluated for library development in medicinal chemistry, enabling rapid access to diverse derivatives. The carbamate group also offers a handle for protection and subsequent transformations in multi-step sequences. In agrochemical research, the heterocyclic core can serve as a scaffold for exploring novel agrochemicals. In academic and industrial settings, it is employed as a starting material to access more complex indole-based molecules and to study structure-activity relationships. Overall, its primary applications lie in pharmaceutical and chemical synthesis contexts, with use governed by local regulations and formulation considerations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 32.62
    methanol 44.11
    isopropanol 21.43
    water 3.57
    ethyl acetate 51.93
    n-propanol 23.07
    acetone 49.89
    n-butanol 23.0
    acetonitrile 30.73
    DMF 154.35
    toluene 7.15
    isobutanol 21.65
    1,4-dioxane 42.02
    methyl acetate 48.98
    THF 68.9
    2-butanone 42.14
    n-pentanol 16.93
    sec-butanol 16.89
    n-hexane 0.27
    ethylene glycol 27.69
    NMP 129.88
    cyclohexane 0.38
    DMSO 113.57
    n-butyl acetate 45.99
    n-octanol 6.38
    chloroform 168.91
    n-propyl acetate 37.71
    acetic acid 185.49
    dichloromethane 147.45
    cyclohexanone 55.97
    propylene glycol 22.67
    isopropyl acetate 38.87
    DMAc 171.45
    2-ethoxyethanol 69.53
    isopentanol 26.06
    n-heptane 0.27
    ethyl formate 53.9
    1,2-dichloroethane 63.94
    n-hexanol 18.23
    2-methoxyethanol 113.75
    isobutyl acetate 31.53
    tetrachloromethane 17.19
    n-pentyl acetate 30.68
    transcutol 104.84
    n-heptanol 12.16
    ethylbenzene 4.07
    MIBK 30.89
    2-propoxyethanol 86.75
    tert-butanol 25.23
    MTBE 14.93
    2-butoxyethanol 52.42
    propionic acid 52.27
    o-xylene 6.0
    formic acid 164.41
    diethyl ether 11.19
    m-xylene 7.36
    p-xylene 6.8
    chlorobenzene 27.82
    dimethyl carbonate 51.88
    n-octane 0.17
    formamide 169.54
    cyclopentanone 76.09
    2-pentanone 36.72
    anisole 19.12
    cyclopentyl methyl ether 23.11
    gamma-butyrolactone 131.39
    1-methoxy-2-propanol 72.01
    pyridine 48.28
    3-pentanone 23.8
    furfural 161.14
    n-dodecane 0.22
    diethylene glycol 94.43
    diisopropyl ether 4.91
    tert-amyl alcohol 21.48
    acetylacetone 75.88
    n-hexadecane 0.25
    acetophenone 35.9
    methyl propionate 46.75
    isopentyl acetate 49.09
    trichloroethylene 204.21
    n-nonanol 7.05
    cyclohexanol 15.84
    benzyl alcohol 34.33
    2-ethylhexanol 10.85
    isooctanol 11.6
    dipropyl ether 6.53
    1,2-dichlorobenzene 35.94
    ethyl lactate 36.49
    propylene carbonate 98.24
    n-methylformamide 95.11
    2-pentanol 12.57
    n-pentane 0.33
    1-propoxy-2-propanol 47.92
    1-methoxy-2-propyl acetate 74.35
    2-(2-methoxypropoxy) propanol 44.24
    mesitylene 4.47
    ε-caprolactone 76.57
    p-cymene 6.01
    epichlorohydrin 167.0
    1,1,1-trichloroethane 57.3
    2-aminoethanol 36.08
    morpholine-4-carbaldehyde 144.84
    sulfolane 139.86
    2,2,4-trimethylpentane 0.51
    2-methyltetrahydrofuran 38.04
    n-hexyl acetate 27.05
    isooctane 0.42
    2-(2-butoxyethoxy)ethanol 51.3
    sec-butyl acetate 25.19
    tert-butyl acetate 38.14
    decalin 0.54
    glycerin 60.13
    diglyme 95.44
    acrylic acid 74.46
    isopropyl myristate 9.57
    n-butyric acid 78.93
    acetyl acetate 65.99
    di(2-ethylhexyl) phthalate 23.67
    ethyl propionate 30.0
    nitromethane 238.92
    1,2-diethoxyethane 24.6
    benzonitrile 42.37
    trioctyl phosphate 14.63
    1-bromopropane 15.79
    gamma-valerolactone 161.75
    n-decanol 5.03
    triethyl phosphate 24.38
    4-methyl-2-pentanol 12.55
    propionitrile 23.75
    vinylene carbonate 113.77
    1,1,2-trichlorotrifluoroethane 203.47
    DMS 49.13
    cumene 4.31
    2-octanol 6.87
    2-hexanone 27.36
    octyl acetate 14.39
    limonene 6.15
    1,2-dimethoxyethane 71.06
    ethyl orthosilicate 19.81
    tributyl phosphate 18.47
    diacetone alcohol 53.55
    N,N-dimethylaniline 14.2
    acrylonitrile 44.93
    aniline 23.92
    1,3-propanediol 56.52
    bromobenzene 23.49
    dibromomethane 62.95
    1,1,2,2-tetrachloroethane 130.97
    2-methyl-cyclohexyl acetate 28.14
    tetrabutyl urea 21.41
    diisobutyl methanol 7.12
    2-phenylethanol 39.47
    styrene 4.86
    dioctyl adipate 20.02
    dimethyl sulfate 109.06
    ethyl butyrate 28.7
    methyl lactate 50.08
    butyl lactate 38.27
    diethyl carbonate 28.42
    propanediol butyl ether 38.15
    triethyl orthoformate 22.52
    p-tert-butyltoluene 5.59
    methyl 4-tert-butylbenzoate 40.56
    morpholine 55.46
    tert-butylamine 8.84
    n-dodecanol 3.66
    dimethoxymethane 77.02
    ethylene carbonate 83.8
    cyrene 63.28
    2-ethoxyethyl acetate 58.25
    2-ethylhexyl acetate 34.37
    1,2,4-trichlorobenzene 48.78
    4-methylpyridine 51.58
    dibutyl ether 4.74
    2,6-dimethyl-4-heptanol 7.12
    DEF 52.0
    dimethyl isosorbide 75.21
    tetrachloroethylene 81.52
    eugenol 49.77
    triacetin 42.06
    span 80 33.13
    1,4-butanediol 25.88
    1,1-dichloroethane 51.4
    2-methyl-1-pentanol 20.29
    methyl formate 91.69
    2-methyl-1-butanol 22.44
    n-decane 0.31
    butyronitrile 25.91
    3,7-dimethyl-1-octanol 9.11
    1-chlorooctane 2.59
    1-chlorotetradecane 1.22
    n-nonane 0.22
    undecane 0.25
    tert-butylcyclohexane 0.55
    cyclooctane 0.19
    cyclopentanol 21.39
    tetrahydropyran 19.25
    tert-amyl methyl ether 13.32
    2,5,8-trioxanonane 63.05
    1-hexene 1.67
    2-isopropoxyethanol 48.97
    2,2,2-trifluoroethanol 145.48
    methyl butyrate 41.83

    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