Droxicam

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]

Droxicam

Clinical data
ATC code	M01AC04 (WHO)
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	90101-16-9
PubChem CID	65679
ChemSpider	59108 Y
UNII	F24ADO1E2D
KEGG	D07267 Y
ChEBI	CHEBI:76133 Y
ChEMBL	ChEMBL1213420 Y
CompTox Dashboard (EPA)	DTXSID70238035
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 Y Key:OEHFRZLKGRKFAS-UHFFFAOYSA-N Y

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]