probenecid

Also known as Probalan®, p-(Dipropylsulfamoyl)benzoic acid, 4-((Dipropylamino)sulfonyl)benzoic acid, Probenecid Acid, Probenecide, 4-(Di-N-propylsulfamoyl)benzoesaeure, Probenecida

Probenecid, also sold under the brand name Probalan, is a medication that increases uric acid excretion in the urine. It is primarily used in treating gout and hyperuricemia.

Key facts

Drug.verifiedrevid: 459812016
Drug.IUPAC_name: 4-(dipropylsulfamoyl)benzoic acid
Drug.image: Probenecid.svg
Drug.image_class: skin-invert-image
Drug.width: 200
Drug.image2: Probenecid ball-and-stick.png
Drug.image_class2: bg-transparent
Drug.width2: 200
Drug.tradename: Probalan
Drug.MedlinePlus: a682395
Drug.legal_status: Rx only
Drug.routes_of_administration: By mouth
Drug.protein_bound: 75-95%
Drug.elimination_half life: 2-6 hours (dose: 0.5-1 g)
Drug.excretion: kidney (77-88%)
Drug.CAS_number: 57-66-9
Drug.ATC_prefix: M04
Drug.ATC_suffix: AB01

via Wikipedia infobox

Chemical data

Formula: C13H19NO4S
Molecular weight: 285.36 g/mol
IUPAC name: 4-(dipropylsulfamoyl)benzoic acid
SMILES: CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)O
InChIKey: DBABZHXKTCFAPX-UHFFFAOYSA-N
XLogP: 3.2
Polar surface area: 83.1 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Research

5,488 papers

Cephalosporin-probenecid drug interactions.Clinical pharmacokinetics · 1993
Clinical pharmacokinetics of probenecid.Clinical pharmacokinetics · 1981
The history and future of probenecid.Cardiovascular toxicology · 2012
Probenecid-clofibrate interaction.Clinical pharmacology and therapeutics · 1981
Probenecid: an emerging tool for neuroprotection.CNS & neurological disorders drug targets · 2013

via PubMed

Wikidata facts

Mass: 285.103479

Show 6 more facts

chemical formula: C₁₃H₁₉NO₄S
canonical SMILES: CCCN(CCC)S(=O)(=O)C1=CC=C(C=C1)C(=O)O
defined daily dose: 1
World Health Organisation international non-proprietary name: probenecid
melting point: 199
Commons category: Probenecid

Sources (4)

via Wikidata · CC0

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Article

8 sections

Contents

Medical uses
Adverse effects
Drug interactions
Pharmacology
Pharmacodynamics
Pharmacokinetics
History
References

Probenecid, also sold under the brand name Probalan, is a medication that increases uric acid excretion in the urine. It is primarily used in treating gout and hyperuricemia.

Probenecid was developed as an alternative to caronamide to competitively inhibit renal excretion of some drugs, thereby increasing their plasma concentration and prolonging their effects.