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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)
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Product Name

Probenecid,

assay

≥98% (NaOH, titration)

Quality Segment

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

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

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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This Item
1563003P3000000PHR2608
assay

≥98% (NaOH, titration)

assay

-

assay

-

assay

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

300

originator

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

originator

-

originator

-

originator

-

Gene Information

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

Gene Information

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

Gene Information

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

Gene Information

-


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pictograms

Exclamation mark

signalword

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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Questions

  1. What is the solubility and solution stability?

    1 answer
    1. The solubility specification was tested at 100 mg/ml in 1 M NaOH (refer to the specification sheet). Probenecid is soluble in chloroform, in dilute solutions of sodium hydroxide, then buffered to pH 7.4, and is nearly insoluble in water. It is also soluble in 1 M NaOH (50 mg/ml), producing a clear, colorless solution.

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