Dibucaine

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  • Identifiers

    CAS number
    85-79-0

    Molecular formula
    C20H29N3O2

    SMILES
    CCCCOC1=NC2=CC=CC=C2C(=C1)C(=O)NCCN(CC)CC

    Safety labels

    Corrosive
    Corrosive

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 41.27%
    Savory 36.36%
    Cooling 33.79%
    Fishy 30.91%
    Meaty 30.68%
    Cheesy 26.44%
    Animal 26.26%
    Roasted 23.35%
    Cooked 22.2%
    Ripe 21.58%

     

    Flavor
    Bitter 56.33%
    Odorless 35.93%
    Bland 31.45%
    Mild 25.54%
    Cedarleaf 20.28%
    Sweet-like 20.27%
    Carrot 19.39%
    Parsley 19.29%
    Nitrile 19.28%
    Lovage 19.24%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.4

    pKa est.
    7.99 (neutral)

    Molecular weight
    343.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    540°C

    Melting point expt.

    • 99-101 °C (HCl salt)
    • 64 °C
    • Melting point: 62-65 °C
    • 99 - 101 °C (hydrochloride salt)

    Flash point

    • 231.11 ˚C est.

    Solubility expt.

    • >51.5 [ug/mL] (The mean of the results at pH 7.4)
    • 42 mg/L (at 21 °C)
    • Hydroscopic crystals; decomp @ 90-98 °C; faintly alkaline to litmus (aq soln, 1 in 20); freely sol in alc, acetone, chloroform; sol in 0.5 part water; slightly sol in benzene, ethyl acetate, toluene (on warming); insol in ether, oils /Dibucaine hydrochloride/
    • INSOL IN WATER; SOL IN ETHANOL, CHLOROFORM, ETHER, PETROLEUM ETHER
    • Soluble in alcohol and acetone; slightly soluble in water.
    • 3.89e-02 g/L

  • Synonyms

    • dibucaine
    • Cinchocaine
    • 85-79-0
    • Nupercaine
    • Nupercainal
    • Dermacaine
    • Dibucaine Base
    • Dibucain
    • Sovcaine
    • Percamine
    • Cinchocainum
    • Cincocaina
    • Cincocainio
    • Dibucainum
    • Cincainum
    • 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
    • Cincain
    • Dibucaine [USP]
    • 2-Butoxyquinoline-4-carboxylic acid diethylaminoethylamide
    • Dibucaine (USP)
    • Cinchocainum [INN-Latin]
    • Cincocainio [INN-Spanish]
    • 2-Butoxy-N-(2-(diethylamino)ethyl)cinchoninamide
    • 2-Butoxy-N-(beta-diethylaminoethyl)cinchoninamide
    • 2-N-Butoxy-N-(2-diethylaminoethyl)cinchoninamide
    • N-(2-(Diethylamino)ethyl)-2-butoxycinchoninamide
    • 2-butoxy-N-(2-(diethylamino)ethyl)quinoline-4-carboxamide
    • alpha-Butyloxycinchoninic acid diethylethylenediamide
    • NSC 159055
    • alpha-Butyloxycinchonic acid-gamma-diethylethylenediamine
    • HSDB 3312
    • UNII-L6JW2TJG99
    • EINECS 201-632-1
    • L6JW2TJG99
    • 2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide
    • Cinchocaine (INN)
    • Cinchocaine [INN]
    • NSC-159055
    • 4-Quinolinecarboxamide, 2-butoxy-N-[2-(diethylamino)ethyl]-
    • BRN 0275489
    • DTXSID3045271
    • CHEBI:247956
    • 4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
    • 2-Butoxy-N-[2-(diethylamino)ethyl]cinchoninamide
    • 2-butoxy-N-(alpha-diethylaminoethyl)cinchoninamide
    • 2-Butoxy-quinoline-4-carboxylic acid (2-diethylamino-ethyl)-amide
    • Cinchoninamide, 2-butoxy-N-(2-(diethylamino)ethyl)-
    • MLS000028425
    • DTXCID1025271
    • 2-butoxy-N-(2-diethylaminoethyl)cinchoninamide
    • 4-22-00-02284 (Beilstein Handbook Reference)
    • N-[2-(Diethylamino)ethyl]-2-butoxycinchoninamide
    • MFCD00047595
    • NSC159055
    • CAS-85-79-0
    • Nupercainal (VAN)
    • Cincocaina [DCIT]
    • NCGC00016338-01
    • SMR000058391
    • Cinchocainum (INN-Latin)
    • Cincocainio (INN-Spanish)
    • CINCHOCAINE (MART.)
    • CINCHOCAINE [MART.]
    • 2-Butoxy-N-(.beta.-diethylaminoethyl)cinchoninamide
    • .alpha.-Butyloxycinchoninic acid diethylethylenediamide
    • Cinchoninamide, 2-butoxy-N-[2-(diethylamino)ethyl]-
    • DIBUCAINE (USP IMPURITY)
    • DIBUCAINE [USP IMPURITY]
    • DIBUCAINE (USP MONOGRAPH)
    • DIBUCAINE [USP MONOGRAPH]
    • 2-BUTOXY-N-(2-(DIETHYLAMINO)ETHYL)-4-QUINOLINECARBOXAMIDE
    • 4-QUINOLINECARBOXAMIDE, 2-BUTOXY-N-(2-(DIETHYLAMINO)ETHYL)
    • Nupercaine (TN)
    • SR-01000003037
    • Dibucaine 1%
    • Prestwick_164
    • Cinchocaine - USP
    • Dibucaine (Standard)
    • Spectrum_000928
    • Opera_ID_192
    • DIBUCAINE [MI]
    • DIBUCAINE [HSDB]
    • Prestwick0_000076
    • Prestwick1_000076
    • Prestwick2_000076
    • Prestwick3_000076
    • Spectrum2_001001
    • Spectrum3_000384
    • Spectrum4_000505
    • Spectrum5_000865
    • DIBUCAINE [VANDF]
    • CHEMBL1086
    • SCHEMBL34473
    • BSPBio_000291
    • BSPBio_002167
    • CINCHOCAINE [WHO-DD]
    • KBioGR_001049
    • KBioSS_001408
    • MLS001148085
    • DivK1c_000332
    • SPBio_001121
    • SPBio_002212
    • BPBio1_000321
    • cid_521951
    • GTPL7159
    • SCHEMBL23412539
    • BDBM48532
    • HY-B0552R
    • KBio1_000332
    • KBio2_001408
    • KBio2_003976
    • KBio2_006544
    • KBio3_001387
    • C05AD04
    • D04AB02
    • N01BB06
    • S01HA06
    • S02DA04
    • NINDS_000332
    • Cvs Hemorrhoidal Topical Analgesic
    • HMS1568O13
    • HMS2095O13
    • HMS2233F03
    • HMS3370I12
    • HMS3712O13
    • HMS3886I10
    • HY-B0552
    • Tox21_110381

  • Applications

    Dibucaine (CAS 85-79-0) is used primarily as a local anesthetic in pharmaceutical and medical formulations, including topical and infiltrative anesthesia for minor procedures such as dental work; it may be present in some cosmetics/personal care products as a surface anesthetic; and it is used in veterinary medicine for local anesthesia in minor procedures.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 60.66
    methanol 99.06
    isopropanol 25.53
    water 7.69
    ethyl acetate 63.03
    n-propanol 43.91
    acetone 72.65
    n-butanol 39.05
    acetonitrile 49.27
    DMF 166.7
    toluene 19.35
    isobutanol 33.87
    1,4-dioxane 42.77
    methyl acetate 65.41
    THF 62.0
    2-butanone 59.66
    n-pentanol 29.69
    sec-butanol 28.79
    n-hexane 1.73
    ethylene glycol 39.03
    NMP 206.74
    cyclohexane 3.21
    DMSO 202.81
    n-butyl acetate 39.41
    n-octanol 4.71
    chloroform 360.87
    n-propyl acetate 34.8
    acetic acid 320.38
    dichloromethane 543.08
    cyclohexanone 108.02
    propylene glycol 22.77
    isopropyl acetate 34.93
    DMAc 316.27
    2-ethoxyethanol 69.93
    isopentanol 36.5
    n-heptane 0.96
    ethyl formate 58.45
    1,2-dichloroethane 288.97
    n-hexanol 19.07
    2-methoxyethanol 116.98
    isobutyl acetate 22.43
    tetrachloromethane 43.73
    n-pentyl acetate 24.66
    transcutol 155.21
    n-heptanol 10.73
    ethylbenzene 10.33
    MIBK 25.96
    2-propoxyethanol 57.48
    tert-butanol 22.45
    MTBE 16.28
    2-butoxyethanol 40.96
    propionic acid 103.45
    o-xylene 17.75
    formic acid 229.7
    diethyl ether 19.11
    m-xylene 15.5
    p-xylene 18.28
    chlorobenzene 63.79
    dimethyl carbonate 46.28
    n-octane 0.49
    formamide 293.22
    cyclopentanone 98.06
    2-pentanone 42.84
    anisole 18.25
    cyclopentyl methyl ether 29.86
    gamma-butyrolactone 149.57
    1-methoxy-2-propanol 54.83
    pyridine 96.33
    3-pentanone 46.63
    furfural 181.68
    n-dodecane 0.4
    diethylene glycol 70.51
    diisopropyl ether 5.82
    tert-amyl alcohol 27.84
    acetylacetone 75.46
    n-hexadecane 0.45
    acetophenone 40.06
    methyl propionate 60.03
    isopentyl acetate 39.71
    trichloroethylene 517.52
    n-nonanol 5.92
    cyclohexanol 39.62
    benzyl alcohol 39.19
    2-ethylhexanol 12.42
    isooctanol 9.62
    dipropyl ether 9.25
    1,2-dichlorobenzene 68.15
    ethyl lactate 27.02
    propylene carbonate 95.34
    n-methylformamide 122.63
    2-pentanol 19.15
    n-pentane 1.52
    1-propoxy-2-propanol 32.49
    1-methoxy-2-propyl acetate 48.51
    2-(2-methoxypropoxy) propanol 39.69
    mesitylene 9.23
    ε-caprolactone 97.08
    p-cymene 8.18
    epichlorohydrin 197.8
    1,1,1-trichloroethane 140.68
    2-aminoethanol 55.21
    morpholine-4-carbaldehyde 149.49
    sulfolane 202.45
    2,2,4-trimethylpentane 1.53
    2-methyltetrahydrofuran 44.77
    n-hexyl acetate 19.72
    isooctane 0.68
    2-(2-butoxyethoxy)ethanol 50.67
    sec-butyl acetate 24.15
    tert-butyl acetate 30.17
    decalin 2.09
    glycerin 51.73
    diglyme 100.93
    acrylic acid 134.34
    isopropyl myristate 7.58
    n-butyric acid 112.78
    acetyl acetate 68.47
    di(2-ethylhexyl) phthalate 18.84
    ethyl propionate 30.91
    nitromethane 319.83
    1,2-diethoxyethane 30.71
    benzonitrile 41.24
    trioctyl phosphate 10.18
    1-bromopropane 63.23
    gamma-valerolactone 161.75
    n-decanol 4.62
    triethyl phosphate 24.58
    4-methyl-2-pentanol 12.5
    propionitrile 35.85
    vinylene carbonate 110.77
    1,1,2-trichlorotrifluoroethane 248.65
    DMS 44.27
    cumene 9.07
    2-octanol 5.13
    2-hexanone 29.09
    octyl acetate 11.5
    limonene 9.79
    1,2-dimethoxyethane 63.52
    ethyl orthosilicate 21.97
    tributyl phosphate 15.96
    diacetone alcohol 44.04
    N,N-dimethylaniline 18.96
    acrylonitrile 63.0
    aniline 53.07
    1,3-propanediol 70.46
    bromobenzene 58.1
    dibromomethane 236.24
    1,1,2,2-tetrachloroethane 369.15
    2-methyl-cyclohexyl acetate 29.77
    tetrabutyl urea 21.16
    diisobutyl methanol 6.89
    2-phenylethanol 34.37
    styrene 13.17
    dioctyl adipate 18.08
    dimethyl sulfate 99.05
    ethyl butyrate 28.81
    methyl lactate 44.16
    butyl lactate 30.33
    diethyl carbonate 27.0
    propanediol butyl ether 25.02
    triethyl orthoformate 23.25
    p-tert-butyltoluene 6.76
    methyl 4-tert-butylbenzoate 35.99
    morpholine 63.96
    tert-butylamine 11.22
    n-dodecanol 3.63
    dimethoxymethane 60.28
    ethylene carbonate 92.39
    cyrene 50.51
    2-ethoxyethyl acetate 50.09
    2-ethylhexyl acetate 32.3
    1,2,4-trichlorobenzene 90.57
    4-methylpyridine 73.89
    dibutyl ether 6.49
    2,6-dimethyl-4-heptanol 6.89
    DEF 86.33
    dimethyl isosorbide 69.58
    tetrachloroethylene 269.14
    eugenol 41.23
    triacetin 39.03
    span 80 28.28
    1,4-butanediol 33.93
    1,1-dichloroethane 141.62
    2-methyl-1-pentanol 32.16
    methyl formate 84.95
    2-methyl-1-butanol 41.0
    n-decane 0.58
    butyronitrile 31.7
    3,7-dimethyl-1-octanol 7.22
    1-chlorooctane 3.61
    1-chlorotetradecane 1.86
    n-nonane 0.47
    undecane 0.46
    tert-butylcyclohexane 1.47
    cyclooctane 0.93
    cyclopentanol 39.55
    tetrahydropyran 34.79
    tert-amyl methyl ether 18.28
    2,5,8-trioxanonane 70.55
    1-hexene 7.66
    2-isopropoxyethanol 40.28
    2,2,2-trifluoroethanol 178.43
    methyl butyrate 43.22

    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