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Chemical substance record

Lumiracoxib

220991-20-8C15H13ClFNO2293.725 g/mol

An amino acid that is phenylacetic acid which is substituted at position 2 by the nitrogen of 2-chloro-6-fluoroaniline and at position 5 by a methyl group. A highly selective cyclooxygenase 2 inhibitor, it was briefly used for the treatment of osteoarthritis, but was withdrawn due to concersns of hepatotoxicity. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number220991-20-8ChEBI ↗
Molecular formulaC15H13ClFNO2ChEBI ↗
Molar mass293.725 g/molChEBI ↗
Monoisotopic mass293.06188 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:73044ChEBI ↗

Cross-source molecular data

PubChem
Molar mass293.72 g/molPubChem ↗
Exact mass293.0618845 DaPubChem ↗
Computed XLogP4.2PubChem ↗
Topological polar surface area (Ų)49.3PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors4PubChem ↗
Rotatable bonds4PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
lumiracoxib
{2-[(2-chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid
KHPKQFYUPIUARC-UHFFFAOYSA-N
Cc1ccc(Nc2c(F)cccc2Cl)c(CC(=O)O)c1
InChI=1S/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20)

Names & synonyms

lumiracoxibumPrexige{2-[(2-chloro-6-fluorophenyl)amino]-5-methylphenyl}acetic acid

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

non-steroidal anti-inflammatory drugantirheumatic drugcyclooxygenase 2 inhibitoranti-inflammatory agent

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00340455 mol

Uses 293.725 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 15 atoms
61.34%
Cl
Chlorine · 1 atom
12.07%
O
Oxygen · 2 atoms
10.89%
F
Fluorine · 1 atom
6.47%
N
Nitrogen · 1 atom
4.77%
H
Hydrogen · 13 atoms
4.46%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Clinical pharmacology of novel selective COX-2 inhibitors. ↗Current pharmaceutical design · 2004 · PMID 14965322
Lumiracoxib (Prexige): a new selective COX-2 inhibitor. ↗International journal of clinical practice · 2004 Jun · PMID 15311562

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:73044

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 151166 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.