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
- External Links
- ChemSpider
- 7851185
- ChEMBL
- CHEMBL296913
- Predicted Properties
Property Value Source Water Solubility 0.0291 mg/mL ALOGPS logP 4.01 ALOGPS logP 3.88 Chemaxon logS -4.1 ALOGPS pKa (Strongest Acidic) 6.7 Chemaxon pKa (Strongest Basic) 0.42 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 95.59 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 109.77 m3·mol-1 Chemaxon Polarizability 37.25 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon