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Merck

P8761

Probenecid

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

Synonym(s):

p-(Dipropylsulfamoyl)benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C13H19NO4S
CAS Number:
Molecular Weight:
285.36
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
EC Number:
200-344-3
MDL number:
Assay:
≥98% (NaOH, titration)
Quality level:
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Product Name

Probenecid,

assay

≥98% (NaOH, titration)

Quality Level

originator

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

SMILES string

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)

InChI key

DBABZHXKTCFAPX-UHFFFAOYSA-N

Gene Information

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.


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pictograms

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

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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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)