Parecoxib sodiumProduct ingredient for Parecoxib

Name
Parecoxib sodium
Drug Entry
Parecoxib

Parecoxib is a water-soluble and injectable prodrug of valdecoxib. It is marketed as Dynastat in the European Union. Parecoxib is a COX2 selective inhibitor in the same category as celecoxib (Celebrex) and rofecoxib (Vioxx). As it is injectable, it can be used perioperatively when patients are unable to take oral medications. It is approved through much of Europe for short term perioperative pain control much in the same way ketorolac (Toradol) is used in the United States. A letter of non-approval for parecoxib was issued by the FDA in 2005.

Accession Number
DBSALT002342
Structure
Synonyms
Not Available
UNII
EB87433V6F
CAS Number
198470-85-8
Weight
Average: 392.4
Monoisotopic: 392.08067249
Chemical Formula
C19H17N2NaO4S
InChI Key
HQPVVKXJNZEAFW-UHFFFAOYSA-M
InChI
InChI=1S/C19H18N2O4S.Na/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15;/h4-12H,3H2,1-2H3,(H,21,22);/q;+1/p-1
IUPAC Name
sodium N-[4-(5-methyl-3-phenyl-1,2-oxazol-4-yl)benzenesulfonyl]propanecarboximidate
SMILES
[Na+].CCC([O-])=NS(=O)(=O)C1=CC=C(C=C1)C1=C(C)ON=C1C1=CC=CC=C1
ChemSpider
7851185
ChEMBL
CHEMBL296913
Predicted Properties
PropertyValueSource
Water Solubility0.0291 mg/mLALOGPS
logP4.01ALOGPS
logP3.88Chemaxon
logS-4.1ALOGPS
pKa (Strongest Acidic)6.7Chemaxon
pKa (Strongest Basic)0.42Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area95.59 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity109.77 m3·mol-1Chemaxon
Polarizability37.25 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon