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Key Documents

P8761

Sigma-Aldrich

Probenecid

≥98% (NaOH, titration), powder, uricosuric agent

Synonyme(s) :

p-(Dipropylsulfamoyl)benzoic acid

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About This Item

Formule empirique (notation de Hill):
C13H19NO4S
Numéro CAS:
Poids moléculaire :
285.36
Numéro CE :
Numéro MDL:
Code UNSPSC :
12161501
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Probenecid,

Pureté

≥98% (NaOH, titration)

Niveau de qualité

Auteur

Merck & Co., Inc., Kenilworth, NJ, U.S.

Chaîne SMILES 

CCCN(CCC)S(=O)(=O)c1ccc(cc1)C(O)=O

InChI

1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)

Clé InChI

DBABZHXKTCFAPX-UHFFFAOYSA-N

Informations sur le gène

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Application

Probenecid has been used:
  • as a component of phenol red free Hank′s buffer for Intracellular Ca2+-mobilization assay
  • as a component of calcium sensitive dye for calcium mobilization Studies
  • as a supplement in Hank′s balanced salt solution (HBSS) assay buffer

Useful as an inhibitor of the organic anion transporter, MRP.

Actions biochimiques/physiologiques

Probenecid is a uricosuric agent, which increases uric acid removal in the urine and reduces urate reuptake. It also reduces the renal tubular excretion of many other drugs and increases their plasma concentration. The inhibitory action of probenecid is mediated by organic anion transporters. It is found useful for the treatment of gout. Probenecid is responsible for the rise in the levels of neurochemicals in the brain by preventing its movement from choroid plexus and parenchyma cells into plasma.

Caractéristiques et avantages

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Probenecid, a gout remedy, inhibits pannexin 1 channels
Harris D, et al.
American Journal of Physiology. Cell Physiology, 295, C761?C767-C761?C767 (2008)
Determining the potency and molecular mechanism of action of insurmountable antagonists.
Kenakin, T, et al.
Journal of Pharmacology and Experimental Therapeutics, 319, 710-723 (2014)
Lipid phosphate phosphatase-1 expression in cancer cells attenuates tumor growth and metastasis in mice
Tang X, et al.
Journal of Lipid Research, 55, 2389-2400 (2014)
The
Drugs of Abuse: Neurological Reviews and Protocols, 109-109 (2003)
Beth Soletsky et al.
Hypertension (Dallas, Tex. : 1979), 60(5), 1148-1156 (2012-09-26)
Epidemiologic studies, animal models, and preliminary clinical trials in children implicate uric acid in the development of essential hypertension. Controversy remains as to whether the observations indicate a general mechanism or a surrogate phenomenon. We sought to determine whether uric

Articles

Protein-based drug transporters are found in most tissues including liver, kidney, intestine, and brain. These transporters are particularly important in cancer treatment and multi-drug resistance research. Understanding the specific mechanisms of tumor cell transporters is becoming an essential aspect of chemotherapeutic drug design.

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