Ethinamate

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  • Identifiers

    CAS number
    126-52-3

    Molecular formula
    C9H13NO2

    SMILES
    C#CC1(CCCCC1)OC(=O)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Herbal 37.62%
    Woody 37.41%
    Odorless 36.88%
    Mint 31.35%
    Dry 28.07%
    Cooling 27.62%
    Spicy 26.43%
    Balsamic 23.52%
    Amber 22.39%
    Animal 22.21%

     

    Flavor
    Bitter 39.43%
    Odorless 38.76%
    Mild 24.99%
    Fruity 23.04%
    Orange flower 19.78%
    Taco 19.5%
    Nitrile 19.48%
    Yeast 19.2%
    Ethyl benzoate 19.06%
    Ripe apricot 19.05%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.3

    pKa est.
    5.86 (weak acid)

    Molecular weight
    167.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 94-96
    • 96-98 °C
    • 96 °C

    Boiling point

    • 120 °C at 3.00E+00 mm Hg
    • 118-122 °C @ 3 MM OF HG

    Flash point

    • 127.28 ˚C est.

    Solubility expt.

    • 2500 mg/L (at 25 °C)
    • 1 G SOL IN ABOUT 500 ML WATER
    • FREELY SOL IN ALC, CHLOROFORM, & ETHER
    • SLIGHTLY SOL IN HEXANE
    • Sol at 25 °C in water 0.25%, ethanol 35.0%, hexane 2.0%, sesame oil 0.7%, 1,2-propylene glycol 22%.
    • 1 in 3 part of alcohol, 1 in 50 part of light petroleum, 1 in 4.6 part of propylene glycol, and 1 in 140 part of sesame oil.
    • 1.06e-01 g/L

  • Synonyms

    • ethinamate
    • Valmid
    • Ethinamat
    • Etinamate
    • Valmidate
    • Valamin
    • Volamin
    • Valaminettae
    • Valaminetten
    • 1-Ethynylcyclohexyl carbamate
    • 1-Ethynylcyclohexanol carbamate
    • Etinamato
    • 126-52-3
    • USAF EL-42
    • Ethinamatum
    • Valaminetta
    • 1-Ethinylcyclohexyl carbamate
    • Cyclohexanol, 1-ethynyl-, carbamate
    • Ethinimate
    • Aethinyl-cyclohexyl-carbamat
    • Ethynylcyclohexyl carbamate
    • 1-Ethinylcyclohexyl carbonate
    • Carbamic acid, 1-ethynylcyclohexyl ester
    • (1-ethynylcyclohexyl) carbamate
    • Ethinamatum [INN-Latin]
    • Etinamato [INN-Spanish]
    • Carbamate de L'ethinylcyclohexanol
    • NSC 11538
    • HSDB 3325
    • EINECS 204-789-4
    • UNII-IAN371PP48
    • NSC-11538
    • BRN 1946056
    • CHEBI:4884
    • IAN371PP48
    • Cyclohexanol, 1-ethynyl-, 1-carbamate
    • DTXSID7023013
    • Ethinamate [USP:INN:BAN:JAN]
    • Cyclohexanol, carbamate
    • valamid
    • Ethinamatum (INN-Latin)
    • Etinamato (INN-Spanish)
    • ETHINAMATE (MART.)
    • ETHINAMATE [MART.]
    • WLN: L6TJ AOVZ A1UU1
    • Ethinamate (USP:INN:BAN:JAN)
    • 1-ethynylcyclohexylcarbamate
    • Ethinamate (1.0mg/ml in Acetonitrile)
    • Aethinyl-cyclohexyl-carbamat [German]
    • Valmid (TN)
    • Carbamate de l'ethinylcyclohexanol [French]
    • Ethinamate (JAN/INN)
    • DEA No. 2545
    • carbamic acid 1-ethynylcyclohexyl ester
    • ETHINAMATE [MI]
    • ETHINAMATE [INN]
    • ETHINAMATE [JAN]
    • ETHINAMATE [HSDB]
    • ETHINAMATE [VANDF]
    • CHEMBL1576
    • ETHINAMATE [WHO-DD]
    • SCHEMBL44635
    • Ethinamate, analytical standard
    • DTXCID803013
    • GTPL7325
    • ETHINAMATE [ORANGE BOOK]
    • NSC11538
    • NSC30282
    • NSC31618
    • MFCD00063343
    • NSC-30282
    • NSC-31618
    • NSC524623
    • CS-6642
    • DB01031
    • NSC-524623
    • [(1-ethynylcyclohexyl)oxy]methanimidic acid
    • HY-101584
    • NS00024040
    • C07832
    • D00703
    • Q410225
    • 204-789-4

  • Applications

    Ethinamate (CAS 126-52-3) is primarily used in the pharmaceutical sector as a sedative-hypnotic active pharmaceutical ingredient (API). Historically utilized as a short-acting CNS depressant for sleep induction. It is occasionally evaluated as an intermediate in the synthesis of related CNS-active compounds and may serve as an analytical reference in laboratory characterization. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 57.23
    methanol 121.99
    isopropanol 35.14
    water 2.77
    ethyl acetate 28.96
    n-propanol 42.23
    acetone 70.76
    n-butanol 32.54
    acetonitrile 32.86
    DMF 259.43
    toluene 11.94
    isobutanol 27.3
    1,4-dioxane 54.26
    methyl acetate 33.06
    THF 94.04
    2-butanone 42.5
    n-pentanol 27.63
    sec-butanol 27.19
    n-hexane 1.83
    ethylene glycol 64.37
    NMP 147.96
    cyclohexane 2.1
    DMSO 298.76
    n-butyl acetate 26.17
    n-octanol 23.46
    chloroform 65.38
    n-propyl acetate 22.5
    acetic acid 56.28
    dichloromethane 69.55
    cyclohexanone 64.61
    propylene glycol 51.29
    isopropyl acetate 22.68
    DMAc 148.54
    2-ethoxyethanol 48.21
    isopentanol 24.86
    n-heptane 2.08
    ethyl formate 36.85
    1,2-dichloroethane 42.67
    n-hexanol 34.27
    2-methoxyethanol 94.62
    isobutyl acetate 17.67
    tetrachloromethane 9.0
    n-pentyl acetate 25.15
    transcutol 55.23
    n-heptanol 22.89
    ethylbenzene 10.9
    MIBK 28.49
    2-propoxyethanol 68.48
    tert-butanol 35.95
    MTBE 17.71
    2-butoxyethanol 41.29
    propionic acid 50.94
    o-xylene 14.61
    formic acid 50.74
    diethyl ether 18.05
    m-xylene 14.42
    p-xylene 13.62
    chlorobenzene 23.66
    dimethyl carbonate 29.65
    n-octane 1.71
    formamide 59.34
    cyclopentanone 103.33
    2-pentanone 38.13
    anisole 29.02
    cyclopentyl methyl ether 30.4
    gamma-butyrolactone 108.75
    1-methoxy-2-propanol 69.33
    pyridine 43.76
    3-pentanone 30.14
    furfural 92.74
    n-dodecane 2.3
    diethylene glycol 78.09
    diisopropyl ether 7.26
    tert-amyl alcohol 27.47
    acetylacetone 59.25
    n-hexadecane 2.57
    acetophenone 34.35
    methyl propionate 37.8
    isopentyl acetate 25.78
    trichloroethylene 69.54
    n-nonanol 21.51
    cyclohexanol 24.35
    benzyl alcohol 31.59
    2-ethylhexanol 19.74
    isooctanol 18.21
    dipropyl ether 15.52
    1,2-dichlorobenzene 28.36
    ethyl lactate 30.46
    propylene carbonate 64.86
    n-methylformamide 87.07
    2-pentanol 18.59
    n-pentane 1.85
    1-propoxy-2-propanol 42.17
    1-methoxy-2-propyl acetate 40.62
    2-(2-methoxypropoxy) propanol 42.26
    mesitylene 10.93
    ε-caprolactone 51.28
    p-cymene 11.23
    epichlorohydrin 79.21
    1,1,1-trichloroethane 29.45
    2-aminoethanol 61.65
    morpholine-4-carbaldehyde 101.48
    sulfolane 183.27
    2,2,4-trimethylpentane 1.76
    2-methyltetrahydrofuran 38.93
    n-hexyl acetate 34.57
    isooctane 1.45
    2-(2-butoxyethoxy)ethanol 47.74
    sec-butyl acetate 16.94
    tert-butyl acetate 28.19
    decalin 3.06
    glycerin 84.23
    diglyme 70.48
    acrylic acid 57.79
    isopropyl myristate 18.37
    n-butyric acid 46.59
    acetyl acetate 28.19
    di(2-ethylhexyl) phthalate 27.0
    ethyl propionate 24.8
    nitromethane 86.09
    1,2-diethoxyethane 22.1
    benzonitrile 33.75
    trioctyl phosphate 22.13
    1-bromopropane 20.14
    gamma-valerolactone 109.7
    n-decanol 17.69
    triethyl phosphate 21.24
    4-methyl-2-pentanol 14.27
    propionitrile 31.31
    vinylene carbonate 61.38
    1,1,2-trichlorotrifluoroethane 80.4
    DMS 35.41
    cumene 10.73
    2-octanol 16.73
    2-hexanone 27.13
    octyl acetate 24.81
    limonene 13.86
    1,2-dimethoxyethane 67.29
    ethyl orthosilicate 18.7
    tributyl phosphate 22.14
    diacetone alcohol 46.8
    N,N-dimethylaniline 25.55
    acrylonitrile 48.76
    aniline 23.73
    1,3-propanediol 55.11
    bromobenzene 22.21
    dibromomethane 42.16
    1,1,2,2-tetrachloroethane 61.3
    2-methyl-cyclohexyl acetate 28.32
    tetrabutyl urea 32.08
    diisobutyl methanol 12.89
    2-phenylethanol 34.28
    styrene 12.15
    dioctyl adipate 27.31
    dimethyl sulfate 74.15
    ethyl butyrate 25.15
    methyl lactate 49.21
    butyl lactate 30.62
    diethyl carbonate 21.59
    propanediol butyl ether 40.02
    triethyl orthoformate 20.87
    p-tert-butyltoluene 11.11
    methyl 4-tert-butylbenzoate 43.47
    morpholine 52.21
    tert-butylamine 18.38
    n-dodecanol 14.57
    dimethoxymethane 90.21
    ethylene carbonate 47.76
    cyrene 56.25
    2-ethoxyethyl acetate 32.14
    2-ethylhexyl acetate 21.01
    1,2,4-trichlorobenzene 33.38
    4-methylpyridine 38.6
    dibutyl ether 13.77
    2,6-dimethyl-4-heptanol 12.89
    DEF 50.66
    dimethyl isosorbide 66.29
    tetrachloroethylene 37.74
    eugenol 46.6
    triacetin 38.95
    span 80 40.98
    1,4-butanediol 32.46
    1,1-dichloroethane 31.37
    2-methyl-1-pentanol 22.67
    methyl formate 71.38
    2-methyl-1-butanol 23.14
    n-decane 2.96
    butyronitrile 30.95
    3,7-dimethyl-1-octanol 19.5
    1-chlorooctane 12.63
    1-chlorotetradecane 6.96
    n-nonane 2.53
    undecane 2.58
    tert-butylcyclohexane 2.77
    cyclooctane 1.28
    cyclopentanol 36.78
    tetrahydropyran 32.5
    tert-amyl methyl ether 17.6
    2,5,8-trioxanonane 63.74
    1-hexene 7.99
    2-isopropoxyethanol 34.19
    2,2,2-trifluoroethanol 32.82
    methyl butyrate 33.5

    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