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Chemical substance record

Naproxen

22204-53-1C14H14O3230.263 g/mol

A methoxynaphthalene that is 2-methoxynaphthalene substituted by a carboxy ethyl group at position 6. Naproxen is a non-steroidal anti-inflammatory drug commonly used for the reduction of pain, fever, inflammation and stiffness caused by conditions such as osteoarthritis, kidney stones, rheumatoid arthritis, psoriatic arthritis, gout, ankylosing spondylitis, menstrual cramps, tendinitis, bursitis, and for the treatment of primary dysmenorrhea. It works by inhibiting both the COX-1 and COX-2 enzymes. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number22204-53-1ChEBI ↗
Molecular formulaC14H14O3ChEBI ↗
Molar mass230.263 g/molChEBI ↗
Monoisotopic mass230.09429 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:7476ChEBI ↗

Cross-source molecular data

PubChem
Molar mass230.26 g/molPubChem ↗
Exact mass230.094294304 DaPubChem ↗
Computed XLogP3.3PubChem ↗
Topological polar surface area (Ų)46.5PubChem ↗
H-bond donors1PubChem ↗
H-bond acceptors3PubChem ↗
Rotatable bonds3PubChem ↗

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
naproxen
(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acid
CMWTZPSULFXXJA-VIFPVBQESA-N
COc1ccc2cc([C@H](C)C(=O)O)ccc2c1
InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m0/s1

Names & synonyms

(2S)-2-(6-methoxynaphthalen-2-yl)propanoic acidnaproxenenaproxenonaproxenum

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

Classification & relationships

ChEBI ontology

Roles recorded in ChEBI

antiviral agentnon-steroidal anti-inflammatory druganalgesicnon-narcotic analgesicantipyreticantineoplastic agentxenobioticimmunosuppressive agentantirheumatic druggout suppressant

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
0.00434286 mol

Uses 230.263 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 · 14 atoms
73.03%
O
Oxygen · 3 atoms
20.84%
H
Hydrogen · 14 atoms
6.13%

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
[Developmental toxicity of naproxen]. ↗Polski merkuriusz lekarski : organ Polskiego Towarzystwa Lekarskiego · 2007 Aug · PMID 18044350
Determination of naproxen in human plasma by GC-MS. ↗Journal of separation science · 2014 Apr · PMID 24478225
US3904682 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.
US4009197 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:7476

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

NCBI PubChem · CID 156391 · 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.