Butamben

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  • Identifiers

    CAS number
    94-25-7

    Molecular formula
    C11H15NO2

    SMILES
    CCCCOC(=O)C1=CC=C(C=C1)N

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Floral 75.0%
    Sweet 66.43%
    Grape 66.3%
    Fruity 65.67%
    Neroli 39.85%
    Orange 38.22%
    Berry 32.87%
    Powdery 32.77%
    Animal 32.57%
    Cherry 28.8%

     

    Flavor
    Sweet 65.36%
    Fruity 62.51%
    Floral 61.84%
    Balsam 52.77%
    Powdery 41.45%
    Grape 40.79%
    Berry 37.44%
    Honey 33.32%
    Wintergreen 32.46%
    Rose 32.07%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    4.45 (weak acid)

    Molecular weight
    193.24 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 136 °F (NTP, 1992)
    • 58 ºC
    • 58 °C

    Boiling point

    • 343 to 345 °F at 8 mmHg (NTP, 1992)
    • 173.5 ºC
    • 173-174 °C @ 8 mm Hg

    Flash point

    • 152.3 ˚C est.

    Solubility expt.

    • Insoluble (NTP, 1992)
    • 140 mg/L
    • 1 g dissolves in about 7 liters water
    • Sol in dil acids, alc, chloroform, ether, and fatty oils.
    • Soluble in dilute acids, alcohol, chloroform, ether, and fatty oils.
    • Soluble in thanol, ethyl ether, and benzene.
    • In water, 3.35X10+2 mg/l @ 25 °C

  • Synonyms

    • Butyl 4-aminobenzoate
    • butamben
    • 94-25-7
    • Butesin
    • Butyl aminobenzoate
    • Butylcaine
    • Butesine
    • Butoform
    • Planoform
    • Scuroform
    • Scuroforme
    • BUTYL P-AMINOBENZOATE
    • 4-(Butoxycarbonyl)aniline
    • Butyl keloform
    • Benzoic acid, 4-amino-, butyl ester
    • N-Butyl p-aminobenzoate
    • p-Aminobenzoic acid butyl ester
    • 4-Aminobenzoic acid butyl ester
    • Butyl PABA
    • n-Butyl-p-aminobenzoate
    • 4-Aminobenzoic Acid n-Butyl Ester
    • Benzoic acid, p-amino-, butyl ester
    • Butamben [USAN]
    • MFCD00017112
    • Butesin (TN)
    • NSC 128464
    • NSC-128464
    • CHEBI:3231
    • 4-amino butylbenzoate
    • DTXSID7022417
    • p-Aminobenzoic acid, butyl ester
    • EFW857872Q
    • Butylester kyseliny p-aminobenzoove
    • BUTAMBEN [HSDB]
    • BUTAMBEN [MI]
    • BUTAMBEN [VANDF]
    • BUTAMBEN [USP-RS]
    • MLS000028721
    • DTXCID102417
    • BUTAMBEN [USP MONOGRAPH]
    • p-Aminobenzoic acid n-butyl ester
    • ABBOTT-34842 FREE BASE
    • BUTYL AMINOBENZOATE [MART.]
    • BUTYL AMINOBENZOATE [WHO-DD]
    • NSC128464
    • CAS-94-25-7
    • butanylcaine
    • zyljectin
    • NCGC00016353-03
    • SMR000059139
    • BUTAMBEN (USP-RS)
    • BUTAMBEN (USP MONOGRAPH)
    • Butyl 4-?Aminobenzoate(Butamben)
    • Butsein
    • BUTYL AMINOBENZOATE (MART.)
    • CCRIS 5891
    • HSDB 4245
    • Butamben [USAN:USP]
    • SR-01000721933
    • EINECS 202-317-1
    • 4-Aminobenzoic acid butyl
    • BRN 1211465
    • Butoforme
    • UNII-EFW857872Q
    • AI3-02284
    • Butylester kyseliny p-aminobenzoove [Czech]
    • Butamben (USP)
    • Butyl paminobenzoate
    • Prestwick_994
    • Butyl 4aminobenzoate
    • nButyl paminobenzoate
    • Butamben (Standard)
    • butyl -4-aminobenzoate
    • Spectrum_000025
    • butyl para-aminobenzoate
    • n-butyl 4-aminobenzoate
    • Opera_ID_633
    • SpecPlus_000829
    • 4(Butoxycarbonyl)aniline
    • Prestwick0_000761
    • Prestwick1_000761
    • Prestwick2_000761
    • Prestwick3_000761
    • Spectrum2_000850
    • Spectrum3_001848
    • Spectrum4_000832
    • Spectrum5_001496
    • BUTYL PABA [INCI]
    • WLN: ZR DVO4
    • aniline, 4-butoxycarbonyl-
    • SCHEMBL81735
    • BSPBio_000802
    • BSPBio_003236
    • KBioGR_001403
    • KBioSS_000385
    • MLS002303044
    • BIDD:ER0674
    • DivK1c_000838
    • DivK1c_006925
    • pAminobenzoic acid butyl ester
    • SPECTRUM1500767
    • 4Aminobenzoic acid butyl ester
    • SPBio_000839
    • SPBio_002741
    • BPBio1_000884
    • CHEMBL127516
    • HMS502J20
    • HY-B1430R
    • KBio1_000838
    • KBio1_001869
    • KBio2_000385
    • KBio2_002953
    • KBio2_005521
    • KBio3_002736
    • Butylester kyseliny paminobenzoove
    • NINDS_000838
    • Benzoic acid, pamino, butyl ester
    • HMS1570I04
    • HMS1921G20
    • HMS2092K06
    • HMS2097I04
    • HMS2234M07
    • HMS3372C17
    • HMS3714I04
    • HMS3885N08
    • Pharmakon1600-01500767
    • Benzoic acid, 4amino, butyl ester
    • HY-B1430

  • Applications

    Butamben is a local anesthetic ester primarily used in topical pharmaceutical formulations. It serves as an active ingredient in topical analgesic products such as creams, gels, and ointments to provide transient numbness and pain relief on skin or mucosal surfaces. In veterinary medicine, it may be employed in topical anesthetic preparations for animals. In the chemical industry, Butamben can be used as an intermediate in the synthesis of other local anesthetic esters. It is also encountered in research and development contexts for dermal delivery systems or controlled-release formulations, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1838.91
    methanol 3436.99
    isopropanol 788.5
    water 0.56
    ethyl acetate 1275.77
    n-propanol 1068.15
    acetone 2803.27
    n-butanol 764.77
    acetonitrile 1733.49
    DMF 3303.58
    toluene 142.33
    isobutanol 536.9
    1,4-dioxane 1093.36
    methyl acetate 934.96
    THF 1285.24
    2-butanone 1093.86
    n-pentanol 380.85
    sec-butanol 498.43
    n-hexane 3.61
    ethylene glycol 244.21
    NMP 1290.24
    cyclohexane 8.34
    DMSO 3491.98
    n-butyl acetate 486.3
    n-octanol 75.33
    chloroform 955.01
    n-propyl acetate 471.92
    acetic acid 2017.05
    dichloromethane 1192.84
    cyclohexanone 1094.74
    propylene glycol 387.27
    isopropyl acetate 558.93
    DMAc 1467.24
    2-ethoxyethanol 723.71
    isopentanol 466.18
    n-heptane 2.25
    ethyl formate 778.11
    1,2-dichloroethane 992.33
    n-hexanol 255.66
    2-methoxyethanol 1951.58
    isobutyl acetate 230.02
    tetrachloromethane 40.11
    n-pentyl acetate 175.34
    transcutol 2261.15
    n-heptanol 91.83
    ethylbenzene 53.82
    MIBK 360.94
    2-propoxyethanol 592.58
    tert-butanol 716.85
    MTBE 417.88
    2-butoxyethanol 255.14
    propionic acid 773.64
    o-xylene 72.25
    formic acid 737.53
    diethyl ether 497.17
    m-xylene 82.93
    p-xylene 83.34
    chlorobenzene 337.45
    dimethyl carbonate 327.33
    n-octane 1.45
    formamide 1600.81
    cyclopentanone 1505.25
    2-pentanone 1009.87
    anisole 251.75
    cyclopentyl methyl ether 398.83
    gamma-butyrolactone 1623.55
    1-methoxy-2-propanol 1075.23
    pyridine 988.72
    3-pentanone 458.4
    furfural 1153.92
    n-dodecane 2.18
    diethylene glycol 548.2
    diisopropyl ether 70.04
    tert-amyl alcohol 428.09
    acetylacetone 1155.75
    n-hexadecane 2.58
    acetophenone 282.39
    methyl propionate 811.18
    isopentyl acetate 357.48
    trichloroethylene 2041.72
    n-nonanol 68.52
    cyclohexanol 357.35
    benzyl alcohol 279.92
    2-ethylhexanol 103.66
    isooctanol 72.83
    dipropyl ether 88.32
    1,2-dichlorobenzene 252.71
    ethyl lactate 178.95
    propylene carbonate 731.05
    n-methylformamide 1706.91
    2-pentanol 336.83
    n-pentane 3.74
    1-propoxy-2-propanol 341.27
    1-methoxy-2-propyl acetate 416.53
    2-(2-methoxypropoxy) propanol 226.02
    mesitylene 43.83
    ε-caprolactone 849.35
    p-cymene 31.54
    epichlorohydrin 1777.0
    1,1,1-trichloroethane 398.06
    2-aminoethanol 643.02
    morpholine-4-carbaldehyde 1160.47
    sulfolane 1419.38
    2,2,4-trimethylpentane 4.99
    2-methyltetrahydrofuran 768.79
    n-hexyl acetate 228.17
    isooctane 4.24
    2-(2-butoxyethoxy)ethanol 401.29
    sec-butyl acetate 234.46
    tert-butyl acetate 409.65
    decalin 6.57
    glycerin 491.29
    diglyme 803.54
    acrylic acid 716.95
    isopropyl myristate 69.99
    n-butyric acid 1302.38
    acetyl acetate 603.85
    di(2-ethylhexyl) phthalate 82.18
    ethyl propionate 326.95
    nitromethane 3748.08
    1,2-diethoxyethane 426.46
    benzonitrile 383.64
    trioctyl phosphate 59.58
    1-bromopropane 240.85
    gamma-valerolactone 1745.33
    n-decanol 49.37
    triethyl phosphate 89.92
    4-methyl-2-pentanol 130.3
    propionitrile 677.15
    vinylene carbonate 655.8
    1,1,2-trichlorotrifluoroethane 943.11
    DMS 248.94
    cumene 35.18
    2-octanol 53.89
    2-hexanone 405.33
    octyl acetate 97.58
    limonene 51.68
    1,2-dimethoxyethane 1008.84
    ethyl orthosilicate 82.07
    tributyl phosphate 84.89
    diacetone alcohol 504.51
    N,N-dimethylaniline 120.15
    acrylonitrile 988.09
    aniline 388.38
    1,3-propanediol 949.41
    bromobenzene 286.03
    dibromomethane 535.18
    1,1,2,2-tetrachloroethane 1284.77
    2-methyl-cyclohexyl acetate 150.53
    tetrabutyl urea 105.66
    diisobutyl methanol 54.2
    2-phenylethanol 213.76
    styrene 94.15
    dioctyl adipate 121.19
    dimethyl sulfate 475.76
    ethyl butyrate 246.99
    methyl lactate 375.66
    butyl lactate 170.95
    diethyl carbonate 166.3
    propanediol butyl ether 302.0
    triethyl orthoformate 139.76
    p-tert-butyltoluene 31.24
    methyl 4-tert-butylbenzoate 162.11
    morpholine 1612.58
    tert-butylamine 252.47
    n-dodecanol 35.76
    dimethoxymethane 1187.89
    ethylene carbonate 557.35
    cyrene 227.6
    2-ethoxyethyl acetate 327.18
    2-ethylhexyl acetate 229.77
    1,2,4-trichlorobenzene 327.62
    4-methylpyridine 904.49
    dibutyl ether 88.92
    2,6-dimethyl-4-heptanol 54.2
    DEF 1043.14
    dimethyl isosorbide 355.13
    tetrachloroethylene 604.85
    eugenol 185.07
    triacetin 233.36
    span 80 183.82
    1,4-butanediol 237.32
    1,1-dichloroethane 728.93
    2-methyl-1-pentanol 280.17
    methyl formate 1039.67
    2-methyl-1-butanol 405.09
    n-decane 3.05
    butyronitrile 691.43
    3,7-dimethyl-1-octanol 82.84
    1-chlorooctane 30.87
    1-chlorotetradecane 12.25
    n-nonane 2.37
    undecane 2.51
    tert-butylcyclohexane 6.26
    cyclooctane 2.28
    cyclopentanol 427.28
    tetrahydropyran 844.3
    tert-amyl methyl ether 211.19
    2,5,8-trioxanonane 433.21
    1-hexene 42.66
    2-isopropoxyethanol 381.14
    2,2,2-trifluoroethanol 402.13
    methyl butyrate 545.22

    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