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SHEET /vs/ibuprofen-vs-naproxen · COMPARISON

Ibuprofen vs Naproxen: what is the difference?

IbuprofenC13H18O2 NaproxenC14H14O3

How they differ

from source

These are the closest pair on the OTC shelf: both NSAIDs, both propionic acid derivatives, both blocking COX. The practical difference is time. Ibuprofen has a half-life near 2 hours and naproxen near 14, which is why one is taken through the day and the other is sold as a twice-daily tablet under the name Aleve. Naproxen is the heavier molecule at 230.26 against 206.28 and carries an extra ether group on a naphthalene ring rather than ibuprofen's simple benzene. Reported oral LD50 sits at 636 mg/kg in rats for ibuprofen and 1234 mg/kg in mice for naproxen, measured in different species, so the two numbers are not directly comparable.

Side by side

 IbuprofenNaproxen
FormulaC13H18O2C14H14O3
Molecular weight206.28 g/mol230.26 g/mol
FamilyOver-the-counter medicines, NSAIDs, Non-opioid painkillersOver-the-counter medicines, NSAIDs, Non-opioid painkillers
Everyday groupOTC medicineOTC medicine
Functional groupsCarboxylic Acids, AromaticsCarboxylic Acids, Aromatics, Ethers
GHS signal wordThe supplier-filed hazard label, not a statement about ordinary use.DangerDanger
Oral LD50A single acute animal measure. It ranks nothing about human safety.636 mg/kg (oral, rat)1,234 mg/kg (oral, mouse)
Half-life2 h14 h
Also sold asAdvil, Motrin, NurofenAleve
CAS number58560-75-122204-53-1
PubChem CID3672156391

Structural similarity 0.42 of 1, computed as a Morgan fingerprint Tanimoto coefficient. It measures shape, not effect.

Common questions

What is the difference between Ibuprofen and Naproxen?
These are the closest pair on the OTC shelf: both NSAIDs, both propionic acid derivatives, both blocking COX. The practical difference is time. Ibuprofen has a half-life near 2 hours and naproxen near 14, which is why one is taken through the day and the other is sold as a twice-daily tablet under the name Aleve.
Is Ibuprofen bigger than Naproxen?
Naproxen is the heavier molecule, 230.26 g/mol against 206.28 g/mol for Ibuprofen. Ibuprofen is C13H18O2 and Naproxen is C14H14O3.
Which has the lower reported LD50, Ibuprofen or Naproxen?
Ibuprofen, at 636 mg/kg (oral, rat), against 1,234 mg/kg (oral, mouse) for Naproxen. An LD50 is one acute animal measurement, and the two here were not necessarily measured in the same species, so it is a data point rather than a ranking of how dangerous either is to a person.

Read the full records: Ibuprofen and Naproxen.