Pyridostigmine

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  • Identifiers

    CAS number
    155-97-5

    Molecular formula
    C9H13N2O2+

    SMILES
    C[N+]1=CC=CC(=C1)OC(=O)N(C)C

  • Odor profile

    Fragrance
    Odorless 33.63%
    Grape 32.05%
    Fruity 30.87%
    Animal 29.65%
    Roasted 23.71%
    Citrus 20.72%
    Savory 20.28%
    Mint 20.02%
    Dry 19.89%
    Cheesy 19.67%

     

    Flavor
    Fruity 40.82%
    Bitter 32.94%
    Odorless 26.94%
    Mild 21.17%
    Orange flower 20.22%
    Bland 20.09%
    Herbal 19.93%
    Broom 19.66%
    Heather 19.54%
    Green pepper 19.51%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    6.52 (neutral)

    Molecular weight
    181.21 g/mol

    Melting point expt.

    • 152-154
    • 153 °C

    Flash point

    • 112.81 ˚C est.

    Solubility expt.

    • 100 mg/ml
    • 1.04e+00 g/L

  • Synonyms

    • pyridostigmine
    • 155-97-5
    • Pyridostigminum
    • Regonol
    • Pyridostigmine cation
    • Pyridostigmine ion
    • (1-methylpyridin-1-ium-3-yl) N,N-dimethylcarbamate
    • UNII-19QM69HH21
    • BRN 1428269
    • 3-(((Dimethylamino)carbonyl)oxy)-1-methylpyridinium
    • 19QM69HH21
    • Pyridinium, 3-(((dimethylamino)carbonyl)oxy)-1-methyl-
    • CHEBI:8665
    • Pyridinium, 3-hydroxy-1-methyl-, dimethylcarbamate (ester)
    • DTXSID20165786
    • 5-21-02-00078 (Beilstein Handbook Reference)
    • 3-((Dimethylcarbamoyl)oxy)-1-methylpyridin-1-ium
    • 3-((DIMETHYLCARBAMOYL)OXY)-1-METHYLPYRIDINIUM
    • Pyridostigmine Bromine
    • CHEMBL812
    • 3-[(dimethylcarbamoyl)oxy]-1-methylpyridin-1-ium
    • Piridostigmina
    • Spectrum_001603
    • 1-methyl-3-pyridiniumyl dimethylcarbamate
    • Spectrum2_000861
    • Spectrum3_001909
    • Spectrum5_001046
    • Lopac-P-9797
    • SCHEMBL1317
    • CHEMBL1115
    • Lopac0_001035
    • BSPBio_003478
    • KBioSS_002083
    • AQ-776/42801589
    • BIDD:GT0384
    • DivK1c_000207
    • PYRIDOSTIGMINE [VANDF]
    • SPBio_000901
    • GTPL8994
    • PYRIDOSTIGMINE [WHO-DD]
    • DTXCID3088277
    • KBio1_000207
    • KBio2_002083
    • KBio2_004651
    • KBio2_007219
    • KBio3_002982
    • NINDS_000207
    • BDBM50313079
    • AKOS025310658
    • CCG-205113
    • DB00545
    • IDI1_000207
    • NCGC00015862-01
    • NCGC00015862-02
    • NCGC00015862-03
    • NCGC00015862-04
    • NCGC00015862-05
    • NCGC00015862-06
    • NCGC00015862-16
    • NCGC00023921-03
    • NCI60_028530
    • SBI-0051006.P002
    • NS00007951
    • C07410
    • AB00053819-13
    • AB00053819_14
    • AB00053819_15
    • Q419472
    • 3-Dimethylcarbamoyloxy-1-methyl-pyridinium; bromide
    • BRD-K69688083-004-22-3
    • BRD-K69688083-004-23-1

  • Applications

    Pyridostigmine (CAS 155-97-5) is primarily utilized in pharmaceuticals as an acetylcholinesterase inhibitor, formulated as an active pharmaceutical ingredient (API) in products that modulate neuromuscular transmission. It is also known for military and defense applications as a prophylactic agent against nerve-agent exposure (in the form of pyridostigmine bromide). In research and development, it is used in enzymology and pharmacology studies to evaluate cholinesterase inhibition, and in analytical workflows as a reference compound for assay development and method validation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 302.28
    methanol 486.34
    isopropanol 184.26
    water 122.25
    ethyl acetate 91.8
    n-propanol 198.94
    acetone 126.96
    n-butanol 148.55
    acetonitrile 145.26
    DMF 376.27
    toluene 42.94
    isobutanol 160.81
    1,4-dioxane 165.92
    methyl acetate 131.22
    THF 165.86
    2-butanone 94.91
    n-pentanol 88.22
    sec-butanol 159.41
    n-hexane 2.06
    ethylene glycol 202.28
    NMP 282.45
    cyclohexane 5.32
    DMSO 212.6
    n-butyl acetate 60.16
    n-octanol 22.64
    chloroform 527.52
    n-propyl acetate 50.17
    acetic acid 850.09
    dichloromethane 460.82
    cyclohexanone 183.67
    propylene glycol 155.42
    isopropyl acetate 49.9
    DMAc 366.71
    2-ethoxyethanol 187.98
    isopentanol 119.47
    n-heptane 1.76
    ethyl formate 192.61
    1,2-dichloroethane 189.96
    n-hexanol 67.76
    2-methoxyethanol 459.57
    isobutyl acetate 32.74
    tetrachloromethane 61.29
    n-pentyl acetate 33.13
    transcutol 157.74
    n-heptanol 37.48
    ethylbenzene 23.29
    MIBK 38.03
    2-propoxyethanol 141.38
    tert-butanol 210.54
    MTBE 66.04
    2-butoxyethanol 95.31
    propionic acid 289.29
    o-xylene 40.3
    formic acid 1058.94
    diethyl ether 36.28
    m-xylene 31.41
    p-xylene 41.5
    chlorobenzene 97.59
    dimethyl carbonate 65.14
    n-octane 1.01
    formamide 1000.19
    cyclopentanone 169.34
    2-pentanone 56.78
    anisole 53.28
    cyclopentyl methyl ether 65.84
    gamma-butyrolactone 279.1
    1-methoxy-2-propanol 196.0
    pyridine 238.58
    3-pentanone 43.75
    furfural 413.55
    n-dodecane 0.97
    diethylene glycol 170.63
    diisopropyl ether 9.34
    tert-amyl alcohol 189.21
    acetylacetone 86.44
    n-hexadecane 1.07
    acetophenone 85.16
    methyl propionate 85.53
    isopentyl acetate 61.12
    trichloroethylene 519.94
    n-nonanol 20.28
    cyclohexanol 133.2
    benzyl alcohol 111.83
    2-ethylhexanol 35.57
    isooctanol 29.79
    dipropyl ether 15.2
    1,2-dichlorobenzene 100.45
    ethyl lactate 53.64
    propylene carbonate 205.09
    n-methylformamide 378.59
    2-pentanol 74.49
    n-pentane 2.73
    1-propoxy-2-propanol 75.33
    1-methoxy-2-propyl acetate 66.16
    2-(2-methoxypropoxy) propanol 64.79
    mesitylene 16.59
    ε-caprolactone 171.69
    p-cymene 17.87
    epichlorohydrin 296.06
    1,1,1-trichloroethane 163.11
    2-aminoethanol 284.46
    morpholine-4-carbaldehyde 276.06
    sulfolane 271.24
    2,2,4-trimethylpentane 3.77
    2-methyltetrahydrofuran 135.83
    n-hexyl acetate 40.2
    isooctane 1.71
    2-(2-butoxyethoxy)ethanol 82.6
    sec-butyl acetate 32.31
    tert-butyl acetate 48.92
    decalin 3.72
    glycerin 276.45
    diglyme 153.89
    acrylic acid 385.95
    isopropyl myristate 13.6
    n-butyric acid 312.44
    acetyl acetate 92.6
    di(2-ethylhexyl) phthalate 34.78
    ethyl propionate 42.83
    nitromethane 725.28
    1,2-diethoxyethane 32.0
    benzonitrile 119.27
    trioctyl phosphate 21.3
    1-bromopropane 59.57
    gamma-valerolactone 304.81
    n-decanol 15.04
    triethyl phosphate 33.98
    4-methyl-2-pentanol 38.25
    propionitrile 104.18
    vinylene carbonate 241.43
    1,1,2-trichlorotrifluoroethane 458.11
    DMS 57.82
    cumene 19.57
    2-octanol 19.81
    2-hexanone 38.38
    octyl acetate 22.38
    limonene 21.61
    1,2-dimethoxyethane 165.39
    ethyl orthosilicate 31.54
    tributyl phosphate 26.29
    diacetone alcohol 104.72
    N,N-dimethylaniline 49.37
    acrylonitrile 193.69
    aniline 138.94
    1,3-propanediol 345.64
    bromobenzene 75.46
    dibromomethane 214.69
    1,1,2,2-tetrachloroethane 413.02
    2-methyl-cyclohexyl acetate 46.53
    tetrabutyl urea 32.39
    diisobutyl methanol 16.84
    2-phenylethanol 86.3
    styrene 28.38
    dioctyl adipate 29.32
    dimethyl sulfate 118.25
    ethyl butyrate 39.13
    methyl lactate 92.16
    butyl lactate 47.23
    diethyl carbonate 39.77
    propanediol butyl ether 71.94
    triethyl orthoformate 34.34
    p-tert-butyltoluene 16.18
    methyl 4-tert-butylbenzoate 66.63
    morpholine 245.91
    tert-butylamine 94.66
    n-dodecanol 11.44
    dimethoxymethane 128.78
    ethylene carbonate 171.67
    cyrene 106.6
    2-ethoxyethyl acetate 49.74
    2-ethylhexyl acetate 44.42
    1,2,4-trichlorobenzene 140.05
    4-methylpyridine 211.42
    dibutyl ether 11.44
    2,6-dimethyl-4-heptanol 16.84
    DEF 119.82
    dimethyl isosorbide 108.31
    tetrachloroethylene 315.37
    eugenol 79.4
    triacetin 51.64
    span 80 57.32
    1,4-butanediol 118.02
    1,1-dichloroethane 173.53
    2-methyl-1-pentanol 86.24
    methyl formate 295.49
    2-methyl-1-butanol 130.32
    n-decane 1.4
    butyronitrile 111.88
    3,7-dimethyl-1-octanol 23.61
    1-chlorooctane 8.56
    1-chlorotetradecane 3.84
    n-nonane 1.18
    undecane 1.13
    tert-butylcyclohexane 3.51
    cyclooctane 1.66
    cyclopentanol 157.1
    tetrahydropyran 102.05
    tert-amyl methyl ether 53.76
    2,5,8-trioxanonane 98.49
    1-hexene 10.6
    2-isopropoxyethanol 101.73
    2,2,2-trifluoroethanol 484.49
    methyl butyrate 76.95

    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