Carbachol

Overview IFRA Request a quote

  • Identifiers

    CAS number
    51-83-2

    Molecular formula
    C6H15ClN2O2

    SMILES
    C[N+](C)(C)CCOC(=O)N.[Cl-]

    Safety labels

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Fruity 47.5%
    Cheesy 37.38%
    Sour 32.13%
    Odorless 27.33%
    Fermented 26.93%
    Tropical 23.93%
    Sweaty 23.93%
    Mint 23.08%
    Fatty 22.72%
    Sulfurous 22.52%

     

    Flavor
    Fruity 40.52%
    Tropical 26.95%
    Green 25.69%
    Mild 24.26%
    Bland 22.86%
    Cheese 22.5%
    Odorless 21.16%
    Stinky 20.98%
    Grape skin 20.43%
    Roquefort cheese 20.08%

     

    Odor impact est.
    Odorless

  • Properties

    pKa est.
    5.81 (weak acid)

    Molecular weight
    182.65 g/mol

    Melting point expt.

    • 392 to 401 °F (EPA, 1998)
    • 200-203 °C, some decomposition

    Flash point

    • -63.09 ˚C est.

    Solubility expt.

    • 1 g in 1 ml water
    • 1 g in 50 ml alcohol
    • Very slightly sol in dehydrated alcohol, more readily sol on boiling
    • 1 g in 10 ml methanol
    • Practically insol in chloroform, ether, acetone

  • Synonyms

    • carbachol
    • 51-83-2
    • Carbamoylcholine chloride
    • Carbamylcholine chloride
    • Miostat
    • CARBACHOL CHLORIDE
    • Jestryl
    • Carbastat
    • Carbacholine chloride
    • Carbacholin
    • Carbacolina
    • Carbamiotin
    • Carbocholine
    • Carcholin
    • Vasoperif
    • Coletyl
    • Lentin
    • Doryl
    • Moryl
    • Isopto Carbachol
    • Choline carbamate chloride
    • Carbacholum
    • Carbocholin
    • Carbacol
    • Carbochol
    • Carbyl
    • Carbacholine
    • Choline chloride, carbamate
    • Carbaminocholine chloride
    • Karbachol
    • Rilentol
    • Choline chlorine carbamate
    • Mistura C
    • (2-Carbamoyloxyethyl)trimethylammonium chloride
    • Doryl (pharmaceutical)
    • P. V. Carbachol
    • Carbaminoylcholine chloride
    • Lentine
    • Carbachol hydrochloride
    • Karbamoylcholin chlorid
    • Carbamoylcholine-hydrochloride
    • (2-Hydroxyethyl)trimethylammonium chloride carbamate
    • (2-Hydroxyethyl)trimethyl ammonium chloride carbamate
    • Carbamoylcholine (chloride)
    • Choline chloride, carbamoyl-
    • gamma-Carbamoyl choline chloride
    • Choline, chloride carbamate(ester)
    • 2-carbamoyloxyethyl(trimethyl)azanium;chloride
    • Choline, chloride, carbamate
    • NSC-32865
    • 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminium chloride
    • CHEBI:3385
    • DTXSID9022730
    • Ethanaminium, 2-((aminocarbonyl)oxy)-N,N,N-trimethyl-, chloride
    • Carbamic acid, ester with choline chloride
    • 2-((Aminocarbonyl)oxy)-N,N,N-trimethylethanaminum chloride
    • Choline chloride carbamate
    • 8Y164V895Y
    • DTXCID502730
    • NSC32865
    • MFCD00012011
    • 2-(carbamoyloxy)-N,N,N-trimethylethanaminium chloride
    • Carbacholinum
    • Carbach
    • CARBACHOL (MART.)
    • CARBACHOL [MART.]
    • CARBACHOL (USP-RS)
    • CARBACHOL [USP-RS]
    • Lentine [French]
    • Karbachol [Czech]
    • Carbacolo [DCIT]
    • Carbacholum chloratum
    • Carbacholini chloridum
    • CHEMBL14
    • CARBACHOL (EP IMPURITY)
    • CARBACHOL [EP IMPURITY]
    • Doryl (VAN)
    • CARBACHOL (EP MONOGRAPH)
    • CARBACHOL [EP MONOGRAPH]
    • CARBACHOL (USP MONOGRAPH)
    • CARBACHOL [USP MONOGRAPH]
    • Carbacholinium chloratum
    • Carbacolo
    • Carbacol [INN-Spanish]
    • Carbacholum [INN-Latin]
    • Karbamoylcholin chlorid [Czech]
    • HSDB 6373
    • CAS-51-83-2
    • SR-01000075312
    • NCGC00163219-01
    • (2-Carbamoyloxy-ethyl)-trimethyl-ammonium
    • EINECS 200-127-3
    • NSC 32865
    • TL 457
    • 2-[(aminocarbonyl)oxy]-N,N,N-trimethylethanaminium chloride
    • Choline, chloride, carbamate, hydrochloride
    • (carbachol)(2-Carbamoyloxy-ethyl)-trimethyl-ammonium
    • UNII-8Y164V895Y
    • 2-(trimethylazaniumyl)ethyl carbamate chloride
    • Carbachol [USP:INN:BAN:JAN]
    • Choline, carbamate
    • Miostat (TN)
    • Prestwick_1036
    • CARBACHOL [INN]
    • CARBACHOL [JAN]
    • CARBACHOL [MI]
    • Ethanaminium, 2-(aminocarbonyl)oxy-N,N,N-trimethyl-, chloride
    • P.V. CARBACHOL
    • CARBACHOL [HSDB]
    • CARBACHOL [VANDF]
    • 2-carbamoyloxyethyl(trimethyl)ammonium chloride
    • CARBACHOL [WHO-DD]
    • SCHEMBL2791
    • Carbachol (JAN/USP/INN)
    • DORYL(PHARMACEUTICAL)
    • MLS002153502
    • SPECTRUM1500158
    • CARBACHOL [ORANGE BOOK]
    • Carbamoylcholine chloride, 99%
    • HMS502E07
    • Carbachol;Carbamylcholine chloride
    • Choline, carbamate, hydrochloride
    • N07AB01
    • S01EB02
    • .gamma.-Carbamoyl choline chloride
    • HMS1570P21
    • HMS1920I15
    • HMS2091O17

  • Applications

    Carbachol (CAS 51-83-2), a synthetic carbamate cholinergic agent, has primary applications in ophthalmology, pharmacology research, pharmaceutical development, and educational laboratory settings. In ophthalmology, it is used as an eye drop solution to induce miosis and support diagnostic procedures or certain ocular interventions; in pharmacology and biology research, it serves as a non-selective cholinergic receptor agonist and as a standard reference for in vitro assays; in pharmaceutical development, it may function as the active ingredient in ophthalmic formulations and is used under local regulatory constraints and formulation limits; in educational laboratory contexts, it serves as a reference reagent for cholinergic system studies and for hands-on training.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 23.11
    methanol 82.32
    isopropanol 4.03
    water 329.37
    ethyl acetate 1.16
    n-propanol 9.34
    acetone 1.0
    n-butanol 4.14
    acetonitrile 2.82
    DMF 14.39
    toluene 0.21
    isobutanol 3.65
    1,4-dioxane 5.88
    methyl acetate 2.5
    THF 6.52
    2-butanone 0.91
    n-pentanol 1.47
    sec-butanol 2.8
    n-hexane 0.1
    ethylene glycol 105.27
    NMP 67.57
    cyclohexane 0.24
    DMSO 10.48
    n-butyl acetate 1.74
    n-octanol 1.79
    chloroform 5.1
    n-propyl acetate 0.9
    acetic acid 165.54
    dichloromethane 4.82
    cyclohexanone 4.4
    propylene glycol 63.74
    isopropyl acetate 0.56
    DMAc 19.79
    2-ethoxyethanol 10.25
    isopentanol 1.36
    n-heptane 0.24
    ethyl formate 5.55
    1,2-dichloroethane 1.44
    n-hexanol 3.63
    2-methoxyethanol 44.43
    isobutyl acetate 0.7
    tetrachloromethane 1.79
    n-pentyl acetate 1.27
    transcutol 17.03
    n-heptanol 3.34
    ethylbenzene 0.23
    MIBK 0.31
    2-propoxyethanol 18.35
    tert-butanol 2.83
    MTBE 0.36
    2-butoxyethanol 12.53
    propionic acid 41.84
    o-xylene 0.48
    formic acid 434.49
    diethyl ether 0.36
    m-xylene 0.3
    p-xylene 0.44
    chlorobenzene 0.85
    dimethyl carbonate 3.07
    n-octane 0.1
    formamide 182.11
    cyclopentanone 7.32
    2-pentanone 0.43
    anisole 0.73
    cyclopentyl methyl ether 1.6
    gamma-butyrolactone 27.13
    1-methoxy-2-propanol 12.72
    pyridine 4.07
    3-pentanone 0.54
    furfural 31.3
    n-dodecane 0.08
    diethylene glycol 38.57
    diisopropyl ether 0.11
    tert-amyl alcohol 2.65
    acetylacetone 1.25
    n-hexadecane 0.09
    acetophenone 1.68
    methyl propionate 2.43
    isopentyl acetate 1.65
    trichloroethylene 4.3
    n-nonanol 1.76
    cyclohexanol 4.08
    benzyl alcohol 2.62
    2-ethylhexanol 1.79
    isooctanol 1.98
    dipropyl ether 0.78
    1,2-dichlorobenzene 1.69
    ethyl lactate 5.06
    propylene carbonate 16.4
    n-methylformamide 33.93
    2-pentanol 0.94
    n-pentane 0.1
    1-propoxy-2-propanol 8.49
    1-methoxy-2-propyl acetate 4.02
    2-(2-methoxypropoxy) propanol 11.39
    mesitylene 0.26
    ε-caprolactone 9.89
    p-cymene 0.79
    epichlorohydrin 7.98
    1,1,1-trichloroethane 1.18
    2-aminoethanol 98.67
    morpholine-4-carbaldehyde 43.32
    sulfolane 41.48
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 3.06
    n-hexyl acetate 1.94
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 13.11
    sec-butyl acetate 0.48
    tert-butyl acetate 0.74
    decalin 0.15
    glycerin 135.16
    diglyme 14.27
    acrylic acid 68.55
    isopropyl myristate 0.79
    n-butyric acid 16.79
    acetyl acetate 2.19
    di(2-ethylhexyl) phthalate 4.14
    ethyl propionate 0.96
    nitromethane 44.9
    1,2-diethoxyethane 1.01
    benzonitrile 2.11
    trioctyl phosphate 2.45
    1-bromopropane 0.43
    gamma-valerolactone 23.22
    n-decanol 1.31
    triethyl phosphate 2.84
    4-methyl-2-pentanol 0.49
    propionitrile 1.88
    vinylene carbonate 17.82
    1,1,2-trichlorotrifluoroethane 52.93
    DMS 4.03
    cumene 0.35
    2-octanol 1.11
    2-hexanone 0.41
    octyl acetate 1.58
    limonene 0.93
    1,2-dimethoxyethane 4.45
    ethyl orthosilicate 2.31
    tributyl phosphate 2.61
    diacetone alcohol 3.19
    N,N-dimethylaniline 1.21
    acrylonitrile 4.92
    aniline 2.24
    1,3-propanediol 46.57
    bromobenzene 0.51
    dibromomethane 2.07
    1,1,2,2-tetrachloroethane 4.19
    2-methyl-cyclohexyl acetate 3.11
    tetrabutyl urea 3.61
    diisobutyl methanol 0.78
    2-phenylethanol 3.98
    styrene 0.22
    dioctyl adipate 2.28
    dimethyl sulfate 9.37
    ethyl butyrate 1.45
    methyl lactate 13.79
    butyl lactate 5.61
    diethyl carbonate 1.96
    propanediol butyl ether 14.47
    triethyl orthoformate 2.02
    p-tert-butyltoluene 0.81
    methyl 4-tert-butylbenzoate 6.49
    morpholine 12.85
    tert-butylamine 1.17
    n-dodecanol 0.96
    dimethoxymethane 3.67
    ethylene carbonate 11.4
    cyrene 19.86
    2-ethoxyethyl acetate 2.46
    2-ethylhexyl acetate 1.48
    1,2,4-trichlorobenzene 2.82
    4-methylpyridine 1.75
    dibutyl ether 0.47
    2,6-dimethyl-4-heptanol 0.78
    DEF 2.71
    dimethyl isosorbide 17.65
    tetrachloroethylene 5.51
    eugenol 9.54
    triacetin 5.91
    span 80 14.12
    1,4-butanediol 12.44
    1,1-dichloroethane 0.76
    2-methyl-1-pentanol 0.86
    methyl formate 18.91
    2-methyl-1-butanol 2.09
    n-decane 0.11
    butyronitrile 1.2
    3,7-dimethyl-1-octanol 1.23
    1-chlorooctane 0.37
    1-chlorotetradecane 0.22
    n-nonane 0.1
    undecane 0.1
    tert-butylcyclohexane 0.13
    cyclooctane 0.1
    cyclopentanol 9.3
    tetrahydropyran 1.84
    tert-amyl methyl ether 0.51
    2,5,8-trioxanonane 13.81
    1-hexene 0.2
    2-isopropoxyethanol 3.7
    2,2,2-trifluoroethanol 98.28
    methyl butyrate 1.47

    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