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Safety Information

P8761

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

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

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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.

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

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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 long duration of action of the second generation antihistamine bilastine coincides with its long residence time at the histamine H1 receptor
Bosma R, et al.
European Journal of Pharmacology, 838, 107-111 (2018)

Articles

Protein-based drug transporters are expressed in Sf9 cells. Understanding the specific mechanisms of tumor cell transporters is an essential aspect of chemotherapeutic drug design.

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