piroxicam
4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
Molecular Identity
piroxicam
4-hydroxy-2-methyl-1,1-dioxo-N-pyridin-2-yl-1lambda6,2-benzothiazine-3-carboxamide
PubChem CID: 54676228
Piroxicam is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with the exocyclic nitrogen of 2-aminopyridine. A non-steroidal anti-inflammatory drug of the oxicam class, it is used to relieve pain and works by preventing the production of endogenous prostaglandins involved in the mediation of pain, stiffness, tenderness and swelling. It has a role as a non-steroidal anti-inflammatory drug, an analgesic, an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor, an antirheumatic drug and a cyclooxygenase 1 inhibitor. It is a member of pyridines, a monocarboxylic acid amide and a benzothiazine.
2D Structure
Properties
C15H13N3O4S
Molecular Formula
331.30
Molecular Weight
g/mol
331.0627
Exact Mass
Da
3.1
XLogP
Drug-like (Lipinski: < 5)
108
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
6
H-Bond Acceptors
611
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
piroxicam36322-90-4FeldenePiroxicamumPyroxycamRoxicamBAXOPiroftalCP-16171LarapamCP 161712H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxideCHF 1251DTXSID502117013T4O6VMAM
Data from PubChem (NCBI)
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