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Naproxen

Athanor · official

C14H14O3 · 230.26 g/mol

IUPAC name: 2-(6-methoxynaphthalen-2-yl)propanoic acid

Also called Aleve, Naprosyn, NSAID

Drugs
Open in Athanor
The structure of Naproxen
Drawn from its SMILES with RDKit
Acute toxicityHarmful or irritantHealth hazardDangerToxic if swallowed · Harmful if swallowed · Causes skin irritation · Causes serious eye irritation · May cause damage to organs

Names and identifiers

IUPAC name
2-(6-methoxynaphthalen-2-yl)propanoic acid
Synonyms
Aleve, Naprosyn, NSAID
+ 38 more

2-(6-Methoxy-2-naphthyl)propionic acid, RefChem:459236, 245-969-2, 2-(6-methoxynaphthalen-2-yl)propanoic acid, DL-Naproxen, (+/-)-2-(6-Methoxy-2-naphthyl)propionic Acid, 2-(6-Methoxy-2-naphthyl)propanoic acid, Racemic Naproxen, (+/-)-naproxen, (RS)-Naproxen, rac-naproxen, MFCD00439456, Naproxen Impurity 34, ( inverted exclamation markA)-Naproxen, (+/-)-6-Methoxy-alpha-methyl-2-naphthaleneacetic Acid, alpha-(6-Methoxy-2-naphthyl)propionic acid, 6-methoxy-2-naphthyl-alpha-methylacetic acid, 2-(6-Methoxy-naphthalen-2-yl)-propionic acid, [S(+)-2-(6-Methoxy-2-naphthyl)propionic acid], 2-naphthaleneacetic acid, 6-methoxy-alpha-methyl-, (+/-)-2-(6-Methoxy-2-naphthalenyl)propionic acid, S(+)-6-methoxy-alpha-methyl-2-naphthaleneacetic acid), SMR001233475, D,L-Naproxen, Naproxen (racemic), EINECS 245-969-2, Naproxen Impurity 26, Naproxen (racemic) CRS, Naproxen, (+/-)-, Prestwick3_000045, Naproxen2-(6-Methoxy-naphthalen-2-yl)-propionic acid, T5ADC7PXJ9, (+-)-2-(6-methoxy-2-naphthyl)propionic acid, 2-(6-Methoxy-naphthalen-2-yl)-propionic acid(Naproxen), EC 247-485-7, Oprea1_018821, BSPBio_000169, MLS002154184

Molecular formula
C14H14O3
Empirical formula
C14H14O3
Molecular weight
230.26 g/mol
Exact mass
230.09429
CAS number
22204-53-1
PubChem CID
1302
Canonical SMILES
CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)O
Isomeric SMILES
CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)O
InChI
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)
InChIKey
CMWTZPSULFXXJA-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
17
Rings
2
Aromatic rings
2
Fraction sp³ carbons (Fsp3)
0.21
H-bond donors
1
H-bond acceptors
2 computed here · PubChem 3
Rotatable bonds
3
TPSA (Ų)
46.5
Formal charge
0
XLogP3
3.3 PubChem
Complexity
277 PubChem
Stereocenters
0 defined, 1 undefinedCIP: C13: undefined
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C73.03%
  • H6.13%
  • O20.84%

Isotope pattern

100%230.09415%231.0981.7%232.100233.103

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
3.04 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-3.42 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.21 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 230.26
  • log P ≤ 5 (Crippen): 3.04
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Most widely reported: 3 company reports to ECHA. Source [1].

  • Acute toxicity
  • Harmful or irritant
  • Health hazard
  • H301Toxic if swallowed (66.7% of reports)
  • H302Harmful if swallowed (33.3% of reports)
  • H315Causes skin irritation (66.7% of reports)
  • H319Causes serious eye irritation (66.7% of reports)
  • H371May cause damage to organs (33.3% of reports)

Precautionary statements: P260, P264, P264+P265, P270, P280, P301+P316, P301+P317, P302+P352, P305+P351+P338, P308+P316, P321, P330, P332+P317, P337+P317, P362+P364, P405, P501

View all classifications (2)
  • [1] European Chemicals Agency (ECHA) · 3 reports · DangerH301, H302, H315, H319, H371
  • [1] European Chemicals Agency (ECHA) · WarningH302, H315, H319, H335

Safety data sheets on the supplier’s page: SynHet - Synthetic Heterocycles, Pi Chemicals, LGC Standards.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  5. [5]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  7. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  8. ·Literature on PubChem

Data last updated 2026-10-14.