Probenecid

Overview IFRA Request a quote

  • Identifiers

    CAS number
    57-66-9

    Molecular formula
    C13H19NO4S

    SMILES
    CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 70.81%
    Savory 31.2%
    Meaty 26.87%
    Roasted 26.07%
    Cooked 25.2%
    Cooling 18.11%
    Milky 16.75%
    Pungent 16.51%
    Bitter 16.02%
    Cheesy 15.51%

     

    Flavor
    Bitter 62.72%
    Odorless 36.25%
    Bland 25.2%
    Mild 23.33%
    Nitrile 20.43%
    Cedarleaf 19.3%
    Heather 19.02%
    Lovage 18.79%
    Broom 18.77%
    Orange flower 18.76%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    3.2

    pKa est.
    6.26 (neutral)

    Molecular weight
    285.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    435°C

    Melting point expt.

    • 381 to 385 °F (NTP, 1992)
    • 195 °C
    • 194-196 °C

    Flash point

    • 235.79 ˚C est.

    Solubility expt.

    • >42.8 [ug/mL] (The mean of the results at pH 7.4)
    • less than 1 mg/mL at 68 °F (NTP, 1992)
    • 27.1 mg/L
    • FREELY SOL IN WATER /SODIUM SALT/
    • SOL IN DIL ALKALI, ALCOHOL, CHLOROFORM & ACETONE; PRACTICALLY INSOL IN WATER & DIL ACIDS
    • 4.25e-01 g/L

  • Synonyms

    • probenecid
    • 57-66-9
    • 4-(Dipropylsulfamoyl)benzoic acid
    • Probenecid acid
    • Benemid
    • Probalan
    • Probecid
    • Probenemid
    • Benecid
    • Benuryl
    • p-(Dipropylsulfamoyl)benzoic acid
    • Probenecide
    • Prolongine
    • Apurina
    • Probexin
    • Tubophan
    • Uricosid
    • Proben
    • Synergid R
    • Probenecidum
    • Probenecida
    • Benemide
    • Probenid
    • Robenecid
    • 4-[(dipropylamino)sulfonyl]benzoic acid
    • 4-((Dipropylamino)sulfonyl)benzoic acid
    • 4-(Di-n-propylsulfamoyl)benzoesaeure
    • Probenate
    • 4-(N,N-Dipropylsulfamoyl)benzoesaeure
    • NCI-C56097
    • Benzoic acid, p-(dipropylsulfamoyl)-
    • p-(Dipropylsulfamyl)benzoic acid
    • Probenecide [INN-French]
    • Probenecidum [INN-Latin]
    • Probenecida [INN-Spanish]
    • Benzoic acid, 4-[(dipropylamino)sulfonyl]-
    • NSC 18786
    • CCRIS 3643
    • CHEBI:8426
    • HSDB 3387
    • Benzoic acid, 4-((dipropylamino)sulfonyl)-
    • EINECS 200-344-3
    • MFCD00038402
    • NSC-18786
    • BRN 2815775
    • DTXSID9021188
    • UNII-PO572Z7917
    • Probenecid (Standard)
    • AI3-50078
    • CHEMBL897
    • PO572Z7917
    • MLS000028496
    • DTXCID901188
    • 4-Dipropylsulfamoyl-benzoic acid
    • Probenecid [USP:INN:BAN:JAN]
    • NSC18786
    • PROBEN-C COMPONENT PROBENECID
    • COLBENEMID COMPONENT PROBENECID
    • PROBAMPACIN COMPONENT PROBENECID
    • CAS-57-66-9
    • probenicid
    • NCGC00016251-08
    • SMR000058280
    • COL-PROBENECID COMPONENT PROBENECID
    • Probenecide (INN-French)
    • Probenecidum (INN-Latin)
    • Probenecida (INN-Spanish)
    • PROBENECID (MART.)
    • PROBENECID [MART.]
    • PROBENECID (USP-RS)
    • PROBENECID [USP-RS]
    • PROBENECID (EP IMPURITY)
    • PROBENECID [EP IMPURITY]
    • PROBENECID (EP MONOGRAPH)
    • PROBENECID (USP IMPURITY)
    • PROBENECID [EP MONOGRAPH]
    • PROBENECID [USP IMPURITY]
    • Probenecid (USP:INN:BAN:JAN)
    • PROBENECID (USP MONOGRAPH)
    • PROBENECID [USP MONOGRAPH]
    • Benemid (TN)
    • 4-(N,N-Dipropylsulfamoyl)benzoic Acid
    • PROB
    • SR-01000003108
    • SK-Probenecid
    • RTO
    • Prestwick_809
    • Probenecid (Benemid)
    • Spectrum_000834
    • ColBenemid (Salt/Mix)
    • Opera_ID_677
    • PROBENECID [MI]
    • PROBENECID [INN]
    • PROBENECID [JAN]
    • Prestwick0_000542
    • Prestwick1_000542
    • Prestwick2_000542
    • Prestwick3_000542
    • Spectrum2_001294
    • Spectrum3_000554
    • Spectrum4_000486
    • Spectrum5_001419
    • PROBENECID [HSDB]
    • Benemid; Benecid; Benuryl
    • Epitope ID:180853
    • SCHEMBL3663
    • PROBENECID [WHO-DD]
    • PROBENECID [WHO-IP]
    • BIDD:PXR0092
    • Oprea1_416955
    • WLN: QVR DSWN3&3
    • BSPBio_000583
    • BSPBio_002227
    • KBioGR_000971
    • KBioSS_001314
    • MLS001076472
    • BIDD:GT0626
    • DivK1c_000056
    • SPECTRUM1500502
    • SPBio_001327
    • SPBio_002504
    • BPBio1_000643
    • GTPL4357
    • Probenecid (JP18/USP/INN)
    • Probenecid - Bio-X trade mark
    • PROBENECID [ORANGE BOOK]
    • HMS500C18
    • HY-B0545R

  • Applications

    Probenecid (CAS 57-66-9) is used in pharmaceuticals as a uricosuric agent to interfere with renal reabsorption of uric acid and to support drug development related to excretion and drug interactions. It has historically been co-administered to modify the pharmacokinetics of concomitant medications by reducing renal clearance, such as penicillins, to extend systemic exposure. In medicinal chemistry and pharmacology research, it serves as a tool to investigate renal transport processes and drug-drug interaction mechanisms, and as a reference compound for analytical method development and quality control. Its applications are mainly within the pharmaceutical industry and preclinical research, with use limited by local regulations and formulation constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 51.71
    methanol 55.39
    isopropanol 42.04
    water 0.1
    ethyl acetate 20.93
    n-propanol 39.68
    acetone 74.97
    n-butanol 37.8
    acetonitrile 27.42
    DMF 216.27
    toluene 9.39
    isobutanol 21.96
    1,4-dioxane 46.99
    methyl acetate 28.94
    THF 78.41
    2-butanone 62.64
    n-pentanol 36.45
    sec-butanol 40.18
    n-hexane 0.16
    ethylene glycol 6.69
    NMP 134.46
    cyclohexane 0.63
    DMSO 131.4
    n-butyl acetate 16.87
    n-octanol 12.63
    chloroform 52.59
    n-propyl acetate 17.27
    acetic acid 35.21
    dichloromethane 47.48
    cyclohexanone 94.17
    propylene glycol 16.76
    isopropyl acetate 15.52
    DMAc 166.19
    2-ethoxyethanol 57.72
    isopentanol 25.96
    n-heptane 0.15
    ethyl formate 30.13
    1,2-dichloroethane 42.08
    n-hexanol 24.67
    2-methoxyethanol 92.77
    isobutyl acetate 9.33
    tetrachloromethane 3.35
    n-pentyl acetate 22.3
    transcutol 53.07
    n-heptanol 15.52
    ethylbenzene 5.46
    MIBK 22.73
    2-propoxyethanol 45.32
    tert-butanol 37.1
    MTBE 18.33
    2-butoxyethanol 32.54
    propionic acid 23.53
    o-xylene 8.04
    formic acid 21.46
    diethyl ether 13.59
    m-xylene 6.32
    p-xylene 7.03
    chlorobenzene 21.37
    dimethyl carbonate 13.34
    n-octane 0.22
    formamide 42.71
    cyclopentanone 97.29
    2-pentanone 43.55
    anisole 18.84
    cyclopentyl methyl ether 17.6
    gamma-butyrolactone 73.96
    1-methoxy-2-propanol 63.75
    pyridine 56.19
    3-pentanone 27.43
    furfural 85.37
    n-dodecane 0.35
    diethylene glycol 38.68
    diisopropyl ether 2.87
    tert-amyl alcohol 36.21
    acetylacetone 46.31
    n-hexadecane 0.42
    acetophenone 31.31
    methyl propionate 23.31
    isopentyl acetate 16.1
    trichloroethylene 83.87
    n-nonanol 12.6
    cyclohexanol 27.37
    benzyl alcohol 33.41
    2-ethylhexanol 9.79
    isooctanol 11.21
    dipropyl ether 3.78
    1,2-dichlorobenzene 22.18
    ethyl lactate 17.99
    propylene carbonate 40.24
    n-methylformamide 67.68
    2-pentanol 19.71
    n-pentane 0.26
    1-propoxy-2-propanol 28.74
    1-methoxy-2-propyl acetate 25.5
    2-(2-methoxypropoxy) propanol 32.73
    mesitylene 3.72
    ε-caprolactone 60.8
    p-cymene 4.52
    epichlorohydrin 82.52
    1,1,1-trichloroethane 19.21
    2-aminoethanol 23.94
    morpholine-4-carbaldehyde 97.27
    sulfolane 106.37
    2,2,4-trimethylpentane 0.43
    2-methyltetrahydrofuran 43.14
    n-hexyl acetate 23.85
    isooctane 0.24
    2-(2-butoxyethoxy)ethanol 36.85
    sec-butyl acetate 10.98
    tert-butyl acetate 18.58
    decalin 0.49
    glycerin 27.96
    diglyme 56.63
    acrylic acid 23.32
    isopropyl myristate 9.25
    n-butyric acid 36.58
    acetyl acetate 16.42
    di(2-ethylhexyl) phthalate 16.66
    ethyl propionate 13.65
    nitromethane 67.26
    1,2-diethoxyethane 19.59
    benzonitrile 37.2
    trioctyl phosphate 11.72
    1-bromopropane 14.64
    gamma-valerolactone 125.66
    n-decanol 9.29
    triethyl phosphate 9.84
    4-methyl-2-pentanol 9.39
    propionitrile 26.45
    vinylene carbonate 41.13
    1,1,2-trichlorotrifluoroethane 62.75
    DMS 20.92
    cumene 3.82
    2-octanol 11.87
    2-hexanone 30.07
    octyl acetate 13.88
    limonene 6.03
    1,2-dimethoxyethane 63.1
    ethyl orthosilicate 8.65
    tributyl phosphate 12.17
    diacetone alcohol 41.4
    N,N-dimethylaniline 13.44
    acrylonitrile 37.56
    aniline 22.1
    1,3-propanediol 44.18
    bromobenzene 15.69
    dibromomethane 28.32
    1,1,2,2-tetrachloroethane 67.13
    2-methyl-cyclohexyl acetate 15.65
    tetrabutyl urea 20.64
    diisobutyl methanol 5.51
    2-phenylethanol 29.89
    styrene 6.92
    dioctyl adipate 16.33
    dimethyl sulfate 29.03
    ethyl butyrate 12.23
    methyl lactate 26.47
    butyl lactate 24.16
    diethyl carbonate 9.72
    propanediol butyl ether 30.45
    triethyl orthoformate 10.1
    p-tert-butyltoluene 4.12
    methyl 4-tert-butylbenzoate 32.41
    morpholine 68.91
    tert-butylamine 13.34
    n-dodecanol 6.63
    dimethoxymethane 55.39
    ethylene carbonate 30.59
    cyrene 47.63
    2-ethoxyethyl acetate 32.32
    2-ethylhexyl acetate 12.26
    1,2,4-trichlorobenzene 27.44
    4-methylpyridine 51.72
    dibutyl ether 6.71
    2,6-dimethyl-4-heptanol 5.51
    DEF 49.34
    dimethyl isosorbide 48.89
    tetrachloroethylene 35.69
    eugenol 34.66
    triacetin 25.93
    span 80 26.2
    1,4-butanediol 24.16
    1,1-dichloroethane 26.3
    2-methyl-1-pentanol 26.14
    methyl formate 42.56
    2-methyl-1-butanol 26.07
    n-decane 0.51
    butyronitrile 33.13
    3,7-dimethyl-1-octanol 10.79
    1-chlorooctane 4.62
    1-chlorotetradecane 2.03
    n-nonane 0.36
    undecane 0.41
    tert-butylcyclohexane 0.4
    cyclooctane 0.17
    cyclopentanol 29.01
    tetrahydropyran 35.34
    tert-amyl methyl ether 15.78
    2,5,8-trioxanonane 46.32
    1-hexene 1.82
    2-isopropoxyethanol 34.56
    2,2,2-trifluoroethanol 16.1
    methyl butyrate 22.87

    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