Chemical Component Summary

Name[5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetic acid
SynonymsZomepirac
Identifiers2-[5-(4-chlorophenyl)carbonyl-1,4-dimethyl-pyrrol-2-yl]ethanoic acid
FormulaC15 H14 Cl N O3
Molecular Weight291.73
TypeNON-POLYMER
Isomeric SMILESCc1cc(n(c1C(=O)c2ccc(cc2)Cl)C)CC(=O)O
InChIInChI=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)
InChIKeyZXVNMYWKKDOREA-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count0
Bond Count35
Aromatic Bond Count11

Drug Info: DrugBank

DrugBank IDDB04828 
NameZomepirac
Groups withdrawn
DescriptionZomepirac, formerly marketed as Zomax tablets, was associated with fatal and near-fatal anaphylactoid reactions. The manufacturer voluntarily removed Zomax tablets from the Canadian, US, and UK markets in March 1983.
Synonyms
  • Zomepirac sodium anhydrous
  • Zomepiracum
  • Zomepirac
  • 5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetic acid
  • Zomepirac sodium
IndicationZomepirac was indicated for the management of mild to severe pain.
Categories
  • Acetic Acid Derivatives and Related Substances
  • Agents causing hyperkalemia
  • Agents that produce hypertension
  • Analgesics
  • Analgesics, Non-Narcotic
ATC-CodeM01AB04
CAS number33369-31-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Prostaglandin D2 receptor 2MSANATLKPLCPILEQMSRLQSHSNTSIRYIDHAAVLLHGLASLLGLVEN...unknown
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate
Serum albuminMKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 5733
ChEMBL CHEMBL19490
ChEBI CHEBI:35859