Zomepirac

Zomepirac
Clinical data
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • withdrawn
Identifiers
  • 2-[5-(4-Chlorobenzoyl)-1,4-dimethyl-pyrrol-2-yl]acetic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.046.780 Edit this at Wikidata
Chemical and physical data
FormulaC15H14ClNO3
Molar mass291.73 g·mol−1
3D model (JSmol)
  • O=C(c1c(cc(n1C)CC(=O)O)C)c2ccc(Cl)cc2
  • InChI=1S/C15H14ClNO3/c1-9-7-12(8-13(18)19)17(2)14(9)15(20)10-3-5-11(16)6-4-10/h3-7H,8H2,1-2H3,(H,18,19) checkY
  • Key:ZXVNMYWKKDOREA-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Zomepirac is an orally effective nonsteroidal anti-inflammatory drug (NSAID) that has antipyretic actions. It was developed by McNeil Pharmaceutical, approved by the FDA in 1980, and sold as the sodium salt zomepirac sodium, under the brand name Zomax. Due to its clinical effectiveness, it was preferred by doctors in many situations and obtained a large share of the analgesics market; however, it was subsequently withdrawn in March 1983 due to its tendency to cause serious anaphylaxis in a small, but unpredictable, subset of the patient population.[1][2]

  1. ^ Rheinstein PH (September 1992). "Reporting of adverse drug events: a key to postmarketing drug safety". American Family Physician. 46 (3): 873–874. PMID 1514478.
  2. ^ Grillo MP, Hua F (November 2003). "Identification of zomepirac-S-acyl-glutathione in vitro in incubations with rat hepatocytes and in vivo in rat bile". Drug Metabolism and Disposition. 31 (11): 1429–1436. doi:10.1124/dmd.31.11.1429. PMID 14570776. S2CID 9912756.