Repositioning Candidate Details

Candidate ID: R0479
Source ID: DB01283
Source Type: approved; investigational
Compound Type: small molecule
Compound Name: Lumiracoxib
Synonyms: 2-((2-chloro-6-fluorophenyl)amino)-5-methylbenzeneacetic acid
Molecular Formula: C15H13ClFNO2
SMILES: CC1=CC=C(NC2=C(Cl)C=CC=C2F)C(CC(O)=O)=C1
Structure:
DrugBank Description: Lumiracoxib is a COX-2 selective non-steroidal anti-inflammatory drug (NSAID). On August 11, 2007, Australia's Therapeutic Goods Administration (TGA, the Australian equivalent of the FDA) cancelled the registration of lumiracoxib in Australia due to concerns that it may cause liver failure. New Zealand and Canada have also followed suit in recalling the drug.
CAS Number: 220991-20-8
Molecular Weight: 293.721
DrugBank Indication: For the acute and chronic treatment of the signs and symptoms of osteoarthritis of the knee in adults.
DrugBank Pharmacology: Lumiracoxib has a different structure from the standard COX-2 inhibitors (e.g. celecoxib). It more closely resembles the structure of diclofenac (one chlorine substituted by fluorine, the phenylacetic acid has another methyl group in meta position), making it a member of the arylalkanoic acid family of NSAIDs. It binds to a different site on the COX-2 receptor than the standard COX-2 inhibitors. It displays extremely high COX-2 selectivity.
DrugBank MoA: The mechanism of action of lumiracoxib is due to inhibition of prostaglandin synthesis via inhibition of cyclooygenase-2 (COX-2). Lumiracoxib does not inhibit COX-1 at therapeutic concentrations.
Targets: Prostaglandin G/H synthase 2 inhibitor; Prostaglandin G/H synthase 1 inhibitor
Inclusion Criteria: Indication associated