Structure via PubChem · Public domain (PubChem)
lumiracoxib
Sign in to saveAlso known as COX189, Prexige®, 2-((2-chloro-6-fluorophenyl)amino)-5-methylbenzeneacetic acid, COX 189, COX-189, Lumiracoxibum
Lumiracoxib is a COX-2 selective inhibitor nonsteroidal anti-inflammatory drug.
Chemical data
- Formula
- C15H13ClFNO2
- Molecular weight
- 293.72 g/mol
- IUPAC name
- 2-[2-(2-chloro-6-fluoroanilino)-5-methylphenyl]acetic acid
- SMILES
- CC1=CC(=C(C=C1)NC2=C(C=CC=C2Cl)F)CC(=O)O
- InChIKey
- KHPKQFYUPIUARC-UHFFFAOYSA-N
- XLogP
- 4.2
- Polar surface area
- 49.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
Withdrawn- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2005
- Admin. routes
- oral
- Indications
- rheumatic disease, rheumatoid arthritis, osteoarthritis, hip, osteoarthritis, knee
via ChEMBL · EBI
Research
265 papers- Lumiracoxib.Drugs of today (Barcelona, Spain : 1998) · 2007
- Lumiracoxib.Drugs · 2004
- Clinical pharmacology of lumiracoxib: a selective cyclo-oxygenase-2 inhibitor.Clinical pharmacokinetics · 2005
- Lumiracoxib in the management of osteoarthritis and acute pain.Expert opinion on pharmacotherapy · 2007
- Single dose oral lumiracoxib for postoperative pain.The Cochrane database of systematic reviews · 2007
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 293.062
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₅H₁₃ClFNO₂
- canonical SMILES
- CC1=CC(=C(C=C1)NC2=C(C=CC=C2Cl)F)CC(=O)O
- World Health Organisation international non-proprietary name
- lumiracoxib
- defined daily dose
- 0.1
- subject has role
- COX-2 inhibitor
- physically interacts with
- Prostaglandin-endoperoxide synthase 2
- Commons category
- Lumiracoxib
via Wikidata · CC0
~6 min read
Encyclopedic overview
4 sectionsContents
- History
- Withdrawal from market
- References
- External links
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 408580996 | IUPAC_name = {2-[(2-chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid | image = Lumiracoxib.svg | image_class = skin-invert-image | width = 180px
| tradename = Prexige | Drugs.com = | pregnancy_AU = C | legal_status = Rx-only, withdrawn (Australia, New Zealand, Canada, UK, Germany, Austria, Belgium, Cyprus, Brazil) | routes_of_administration = Oral
Excerpted from Wikipedia’s “lumiracoxib” article, available under the CC BY-SA 4.0 licence.