Droxicam

Droxicam
Clinical data
ATC code
Identifiers
IUPAC name
  • 2H,5H-1,3-Oxazino(5,6-c)(1,2)benzothiazine-2,4(3H)-dione, 5-methyl-3-(2-pyridinyl)-, 6,6-dioxide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H11N3O5S
Molar mass357.34 g·mol−1
3D model (JSmol)
SMILES
  • CN1c2c(oc(=O)n(c2=O)c3ccccn3)-c4ccccc4S1(=O)=O
InChI
  • InChI=1S/C16H11N3O5S/c1-18-13-14(10-6-2-3-7-11(10)25(18,22)23)24-16(21)19(15(13)20)12-8-4-5-9-17-12/h2-9H,1H3 Y
  • Key:OEHFRZLKGRKFAS-UHFFFAOYSA-N Y

Droxicam is a non-steroidal anti-inflammatory drug of the oxicam class. A prodrug of piroxicam, it is used for the relief of pain and inflammation in musculoskeletal disorders such as rheumatoid arthritis and osteoarthritis.[1]

Synthesis

When heated, phenyl pyridin-2-ylcarbamate (1) decomposes to 2-isocyanatopyridine (2) which reacts with the heterocyclic compound (3) to give droxicam.[2][3][4]

References

  1. ^ Jané F, Rodríguez de la Serna A (1991). "Droxicam: a pharmacological and clinical review of a new NSAID". European Journal of Rheumatology and Inflammation. 11 (4): 3–9. PMID 1365488.
  2. ^ US patent 4563452, Jose M. Ribalta-Baro and Jordi F. Rigola-Constansa, "Benzothiazine derivatives and their applications as medicinal products or as synthesis intermediates for medicinal products", issued 1992-07-21, assigned to Laboratorios del Dr Esteve SA 
  3. ^ "Droxicam". Thieme. Retrieved 2024-07-04.
  4. ^ "Droxicam". chemdrug.com. Retrieved 2024-07-04.


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