Oxyphenbutazone

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

Oxyphenbutazone
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
  • AU: Withdrawn
  • UK: Withdrawn
  • US: Withdrawn
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.004.489
Chemical and physical data
FormulaC19H20N2O3
Molar mass324.379 g/mol g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
 NY (what is this?)  (verify)

It was withdrawn from markets worldwide in mid-1980s due to bone marrow suppression and risk for Stevens–Johnson syndrome.[3][4]

The word oxyphenbutazone is the theoretically highest scoring word under American rules for Scrabble.[5]

References

  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?". Canadian Medical Association Journal. 134 (10): 1119–20. PMC 1491052. PMID 3697857.
  5. http://mentalfloss.com/article/50090/10-words-will-win-you-any-game-scrabble


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