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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:
57-66-9
Poids moléculaire :
285.36
Numéro CE :
200-344-3
Numéro MDL:
MFCD00038402
Code UNSPSC :
12161501
ID de substance PubChem :
24898976
Nomenclature NACRES :
NA.77

product name

Probenecid,

Pureté

≥98% (NaOH, titration)

Niveau de qualité

200

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

human ... SLC22A11(55867) , SLC22A6(9356) , SLC22A8(9376)

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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
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Conseils de prudence

P301 + P312 + P330

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)
The
Drugs of Abuse: Neurological Reviews and Protocols, 109-109 (2003)
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)
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)
Hiroshi Watanabe et al.
Kidney international, 83(4), 582-592 (2013-01-18)
The accumulation of p-cresyl sulfate (PCS), a uremic toxin, is associated with the mortality rate of chronic kidney disease patients; however, the biological functions and the mechanism of its action remain largely unknown. Here we determine whether PCS enhances the
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