7036. Parecoxib

Nomenclature

CAS number: 198470-84-7
N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]propanamide.
C19H18N2O4S; mol wt 370.42.
C 61.61%, H 4.90%, N 7.56%, O 17.28%, S 8.66%.

Description and references

Injectable prodrug of valdecoxib, q.v., a selective cyclooxygenase-2 (COX-2) inhibitor. Prepn: J. J. Talley et al., WO 9738986; eidem, US 5932598 (1997, 1999 both to Searle); eidem, J. Med. Chem. 43, 1661 (2000). Clinical pharmacokinetics: A. Karim et al., J. Clin. Pharmacol. 41, 1111 (2001). Pharmacological profile: S. S. V. Padi et al., Eur. J. Pharmacol. 491, 69 (2004). Clinical evaluation in post-surgical pain: N. A. Nussmeier et al., Anesthesiology 104, 518 (2006). Comparison of GI effects with ketorolac: R. R. Stoltz et al., Am. J. Gastroenterol. 97, 65 (2002). Review of pharmacology and clinical experience: S. M. Cheer, K. L. Goa, Drugs 61, 1133-1141 (2001).

Chemical structure

Properties

mp 148.9-151°.

Derivative

Sodium salt.

Nomenclature

CAS number: 198470-85-8
SC-69124A; Dynastat (Pfizer).
C19H17N2NaO4S; mol wt 392.40.
C 58.16%, H 4.37%, N 7.14%, Na 5.86%, O 16.31%, S 8.17%.

Properties

mp 271.5-272.7°.

Therapeutic Category

Anti-inflammatory; analgesic.

Keywords

Anti-inflammatory (Nonsteroidal); Cyclooxygenase-2 Selective Inhibitor; Analgesic; Non-opioids