P8761

Probenecid

Name: Probenecid
Brand: SIGMA

≥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

NACRES:

NA.77

PubChem Substance ID:

24898976

UNSPSC Code:

12161501

EC Number:

200-344-3

MDL number:

MFCD00038402

Nom du produit

Probenecid,

InChI key

DBABZHXKTCFAPX-UHFFFAOYSA-N

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)

SMILES string

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

assay

≥98% (NaOH, titration)

originator

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

Quality Level

200

Gene Information

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

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Catégories apparentées

Bioactive Small Molecules

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.

Biochem/physiol Actions

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.

Features and Benefits

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.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)

p-Cresyl sulfate causes renal tubular cell damage by inducing oxidative stress by activation of NADPH oxidase.

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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Product Information Sheet - P8761

Product Information Sheet

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