Droxicam (original) (raw)

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NSAID analgesic drug

Pharmaceutical compound

Droxicam

Skeletal formula of droxicam
Space-filling model of the droxicam molecule
Clinical data
ATC code M01AC04 (WHO)
Identifiers
IUPAC name 2_H_,5_H_-1,3-Oxazino(5,6-c)(1,2)benzothiazine-2,4(3_H_)-dione, 5-methyl-3-(2-pyridinyl)-, 6,6-dioxide
CAS Number 90101-16-9
PubChem CID 65679
ChemSpider 59108 checkY
UNII F24ADO1E2D
KEGG D07267 checkY
ChEBI CHEBI:76133 checkY
ChEMBL ChEMBL1213420 checkY
CompTox Dashboard (EPA) DTXSID70238035 Edit this at Wikidata
Chemical and physical data
Formula C16H11N3O5S
Molar mass 357.34 g·mol−1
3D model (JSmol) Interactive image
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 checkYKey:OEHFRZLKGRKFAS-UHFFFAOYSA-N checkY

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]

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]

  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.