Oxyphenbutazone

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Oxyphenbutazone
Oxyphenbutazone.svg
Clinical data
AHFS/Drugs.com International Drug Names
ATC code M01AA03 (WHO) M02AA04 (WHO) S01BC02 (WHO)
Legal status
Legal status
  • AU: Withdrawn
  • UK: Withdrawn
  • US: Withdrawn
Identifiers
CAS Number 129-20-4 YesY
PubChem (CID) 104811
DrugBank DB03585 YesY
ChemSpider 94610 YesY
UNII A7D84513GV YesY
KEGG D08324 YesY
ChEBI CHEBI:76258 N
ChEMBL CHEMBL1228 N
Chemical and physical data
Formula C19H20N2O3
Molar mass 324.379 g/mol
3D model (Jmol) Interactive image
Chirality Racemic mixture
 NYesY (what is this?)  (verify)

Oxyphenbutazone is a non-steroidal anti-inflammatory drug (NSAID).[1] It is a metabolite of phenylbutazone.[2]

It was withdrawn from markets worldwide in mid-1980s due to bone marrow suppression and Stevens–Johnson syndrome.[3][4]

References[edit]

  1. ^ Singh, N.; Jabeen, T.; Somvanshi, R. K.; Sharma, S.; Dey, S.; Singh, T. P. (2004). "Phospholipase A2as a Target Protein for Nonsteroidal Anti-Inflammatory Drugs (NSAIDs): Crystal Structure of the Complex Formed between Phospholipase A2and Oxyphenbutazone at 1.6 Å Resolution†". Biochemistry. 43 (46): 14577–14583. doi:10.1021/bi0483561. PMID 15544328. 
  2. ^ Matthews, N. S.; Peck, K. E.; Taylor, T. S.; Mealey, K. L. (2001). "Pharmacokinetics of phenylbutazone and its metabolite oxyphenbutazone in miniature donkeys". American journal of veterinary research. 62 (5): 673–675. PMID 11341383. 
  3. ^ Fung, M.; Thornton, A.; Mybeck, K.; Wu, J. H.-h.; Hornbuckle, K.; Muniz, E. (1 January 2001). "Evaluation of the Characteristics of Safety Withdrawal of Prescription Drugs from Worldwide Pharmaceutical Markets-1960 to 1999". Therapeutic Innovation & Regulatory Science. 35 (1): 293–317. doi:10.1177/009286150103500134. 
  4. ^ Biron, P (15 May 1986). "Withdrawal of oxyphenbutazone: what about phenylbutazone?". CMAJ : Canadian Medical Association journal = journal de l'Association medicale canadienne. 134 (10): 1119–20. PMC 1491052Freely accessible. PMID 3697857.