Chloroprocaine

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  • Identifiers

    CAS number
    133-16-4

    Molecular formula
    C13H19ClN2O2

    SMILES
    CCN(CC)CCOC(=O)C1=C(C=C(C=C1)N)Cl

  • Odor profile

    Fragrance
    Odorless 45.37%
    Grape 35.62%
    Sweet 27.47%
    Fishy 25.79%
    Animal 25.66%
    Savory 25.43%
    Citrus 25.06%
    Cooling 24.48%
    Meaty 23.78%
    Cheesy 23.23%

     

    Flavor
    Bitter 48.74%
    Odorless 41.43%
    Mild 32.67%
    Fruity 28.5%
    Bland 26.92%
    Sweet-like 20.37%
    Orange flower 20.22%
    Orange blossom 19.66%
    Petitgrain 19.46%
    Cedarleaf 19.33%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    5.74 (weak acid)

    Molecular weight
    270.75 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    396°C

    Melting point expt.

    • 173-174ºC

    Flash point

    • 184.18 ˚C est.

    Solubility expt.

    • 0.665 mg/mL
    • VERY SOL IN CHLOROFORM; INSOL IN ETHER /HYDROCHLORIDE/
    • 1.30e+00 g/L

  • Synonyms

    • CHLOROPROCAINE
    • Chloroprocain
    • 2-Chloroprocaine
    • 133-16-4
    • Chlorprocaine
    • Halestyn
    • Piocaine
    • 2-(Diethylamino)ethyl 4-amino-2-chlorobenzoate
    • Cloroprocaina
    • Chlor-procaine
    • Chloroprocainum
    • Chlorprocainum
    • Chloroprocaine [INN]
    • 2-Diethylaminoethyl 4-amino-2-chloro-benzoate
    • Nesacaine
    • Chloroprocainum [INN-Latin]
    • Cloroprocaina [INN-Spanish]
    • Benzoic acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl ester
    • HSDB 3301
    • UNII-5YVB0POT2H
    • 5YVB0POT2H
    • 2-(Diethylaminoethyl)-4-amino-2-chlorobenzoate
    • BRN 2808071
    • CHEBI:3636
    • Chloroprocaine (INN)
    • 4-amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester
    • DTXSID8022799
    • 4-14-00-01273 (Beilstein Handbook Reference)
    • Chloroprocainum (INN-Latin)
    • Cloroprocaina (INN-Spanish)
    • 2-diethylaminoethyl 4-amino-2-chlorobenzoate
    • NESCAINE
    • CHLOROPROCAINE [MI]
    • SCHEMBL6676
    • CHLOROPROCAINE [HSDB]
    • CHLOROPROCAINE [VANDF]
    • DTXCID902799
    • GTPL7145
    • CHLOROPROCAINE [WHO-DD]
    • CHEMBL1179047
    • HY-B1604A
    • N01BA04
    • AKOS010575135
    • DB01161
    • NCGC00183273-04
    • CS-0013537
    • NS00001214
    • C07877
    • D07678
    • EN300-1590375
    • SR-01000944416
    • Q2964133
    • SR-01000944416-1
    • BRD-K86864073-001-01-1
    • Z802864938

  • Applications

    Chloroprocaine (CAS 133-16-4) is a short-acting ester local anesthetic used in clinical practice for infiltration anesthesia and regional anesthesia (nerve blocks). It provides rapid onset with a brief duration, making it suitable for minor surgical or outpatient procedures. Preservative-free formulations are available for short-duration regional anesthesia in appropriate contexts. The compound is often discussed in pharmaceutical development as part of ester local anesthetic research and formulation.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 48.85
    methanol 60.71
    isopropanol 19.44
    water 0.49
    ethyl acetate 49.37
    n-propanol 33.61
    acetone 78.49
    n-butanol 29.34
    acetonitrile 26.95
    DMF 307.38
    toluene 12.58
    isobutanol 20.69
    1,4-dioxane 47.74
    methyl acetate 46.28
    THF 124.84
    2-butanone 56.21
    n-pentanol 23.96
    sec-butanol 19.5
    n-hexane 0.53
    ethylene glycol 27.64
    NMP 389.87
    cyclohexane 1.12
    DMSO 576.59
    n-butyl acetate 36.44
    n-octanol 3.25
    chloroform 269.66
    n-propyl acetate 32.12
    acetic acid 194.45
    dichloromethane 322.26
    cyclohexanone 118.71
    propylene glycol 36.58
    isopropyl acetate 28.22
    DMAc 402.65
    2-ethoxyethanol 92.35
    isopentanol 24.59
    n-heptane 0.44
    ethyl formate 47.55
    1,2-dichloroethane 201.13
    n-hexanol 15.03
    2-methoxyethanol 162.12
    isobutyl acetate 19.54
    tetrachloromethane 22.85
    n-pentyl acetate 18.37
    transcutol 295.24
    n-heptanol 7.88
    ethylbenzene 5.99
    MIBK 24.87
    2-propoxyethanol 73.02
    tert-butanol 25.56
    MTBE 13.7
    2-butoxyethanol 39.1
    propionic acid 63.43
    o-xylene 11.63
    formic acid 130.26
    diethyl ether 11.74
    m-xylene 10.91
    p-xylene 9.9
    chlorobenzene 46.95
    dimethyl carbonate 44.4
    n-octane 0.18
    formamide 207.29
    cyclopentanone 176.12
    2-pentanone 45.07
    anisole 27.36
    cyclopentyl methyl ether 43.49
    gamma-butyrolactone 240.86
    1-methoxy-2-propanol 94.52
    pyridine 73.69
    3-pentanone 40.93
    furfural 246.43
    n-dodecane 0.16
    diethylene glycol 94.18
    diisopropyl ether 3.61
    tert-amyl alcohol 24.24
    acetylacetone 89.06
    n-hexadecane 0.19
    acetophenone 48.02
    methyl propionate 58.12
    isopentyl acetate 33.44
    trichloroethylene 435.4
    n-nonanol 3.89
    cyclohexanol 30.11
    benzyl alcohol 43.96
    2-ethylhexanol 9.41
    isooctanol 7.34
    dipropyl ether 8.6
    1,2-dichlorobenzene 58.34
    ethyl lactate 34.68
    propylene carbonate 120.28
    n-methylformamide 130.1
    2-pentanol 12.78
    n-pentane 0.52
    1-propoxy-2-propanol 46.37
    1-methoxy-2-propyl acetate 66.98
    2-(2-methoxypropoxy) propanol 56.24
    mesitylene 6.86
    ε-caprolactone 109.56
    p-cymene 6.28
    epichlorohydrin 286.71
    1,1,1-trichloroethane 108.58
    2-aminoethanol 53.71
    morpholine-4-carbaldehyde 261.88
    sulfolane 409.0
    2,2,4-trimethylpentane 0.69
    2-methyltetrahydrofuran 68.33
    n-hexyl acetate 16.59
    isooctane 0.41
    2-(2-butoxyethoxy)ethanol 66.65
    sec-butyl acetate 19.97
    tert-butyl acetate 33.19
    decalin 0.98
    glycerin 82.16
    diglyme 147.31
    acrylic acid 81.12
    isopropyl myristate 7.04
    n-butyric acid 80.33
    acetyl acetate 49.87
    di(2-ethylhexyl) phthalate 18.53
    ethyl propionate 28.87
    nitromethane 260.87
    1,2-diethoxyethane 42.11
    benzonitrile 38.91
    trioctyl phosphate 9.8
    1-bromopropane 37.58
    gamma-valerolactone 260.83
    n-decanol 3.0
    triethyl phosphate 28.57
    4-methyl-2-pentanol 8.8
    propionitrile 22.97
    vinylene carbonate 106.02
    1,1,2-trichlorotrifluoroethane 316.88
    DMS 43.03
    cumene 5.61
    2-octanol 3.51
    2-hexanone 28.62
    octyl acetate 10.72
    limonene 8.39
    1,2-dimethoxyethane 94.52
    ethyl orthosilicate 24.88
    tributyl phosphate 14.98
    diacetone alcohol 58.03
    N,N-dimethylaniline 25.16
    acrylonitrile 41.45
    aniline 43.59
    1,3-propanediol 68.84
    bromobenzene 43.27
    dibromomethane 150.14
    1,1,2,2-tetrachloroethane 305.47
    2-methyl-cyclohexyl acetate 32.94
    tetrabutyl urea 20.98
    diisobutyl methanol 5.86
    2-phenylethanol 38.12
    styrene 8.69
    dioctyl adipate 22.79
    dimethyl sulfate 128.94
    ethyl butyrate 31.14
    methyl lactate 63.61
    butyl lactate 29.33
    diethyl carbonate 28.77
    propanediol butyl ether 35.54
    triethyl orthoformate 28.25
    p-tert-butyltoluene 6.08
    methyl 4-tert-butylbenzoate 40.28
    morpholine 89.22
    tert-butylamine 10.12
    n-dodecanol 2.32
    dimethoxymethane 103.16
    ethylene carbonate 81.47
    cyrene 87.9
    2-ethoxyethyl acetate 49.39
    2-ethylhexyl acetate 24.96
    1,2,4-trichlorobenzene 87.28
    4-methylpyridine 70.24
    dibutyl ether 4.77
    2,6-dimethyl-4-heptanol 5.86
    DEF 95.21
    dimethyl isosorbide 116.33
    tetrachloroethylene 171.81
    eugenol 47.11
    triacetin 44.88
    span 80 38.39
    1,4-butanediol 31.71
    1,1-dichloroethane 110.13
    2-methyl-1-pentanol 23.08
    methyl formate 87.07
    2-methyl-1-butanol 24.11
    n-decane 0.23
    butyronitrile 22.79
    3,7-dimethyl-1-octanol 5.45
    1-chlorooctane 1.99
    1-chlorotetradecane 0.96
    n-nonane 0.19
    undecane 0.19
    tert-butylcyclohexane 0.81
    cyclooctane 0.4
    cyclopentanol 43.74
    tetrahydropyran 34.07
    tert-amyl methyl ether 15.04
    2,5,8-trioxanonane 107.97
    1-hexene 3.16
    2-isopropoxyethanol 48.49
    2,2,2-trifluoroethanol 98.9
    methyl butyrate 43.68

    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