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Acetaminophen vs Aspirin: what is the difference?

Aspirin blocks COX enzymes irreversibly and affects platelets for days, while acetaminophen works centrally and leaves inflammation and clotting alone.

AcetaminophenC8H9NO2
AspirinC9H8O4
Sources and notes
  • The sentence under the titlefrom sourceMoleculeFinder comparison notesThe pair's answer line.
  • The two drawingscomputedMoleculeFinder rule (RDKit MCS)Drawn the same way round on the skeleton they share. Aligned; 10 atoms differ, too many to mark as one group.

Side by side

 AcetaminophenAspirin
Molecular weightCalculated PubChem151.16 g/molC8H9NO2180.16 g/molC9H8O4
Hydrogen-bond donorsCalculated PubChem21
Half-life in the bodyEditorial MoleculeFinder curatedabout 2 hNot recorded
Where each turns upEditorial MoleculeFinder food and product lists
Also sold asEditorial MoleculeFinder curatedTylenolBayer, Bufferin, Ecotrin
FamilyEditorial MoleculeFinder curatedOver-the-counter medicines, Non-opioid painkillersOver-the-counter medicines, NSAIDs, Non-opioid painkillers
Everyday groupEditorial MoleculeFinder curatedOTC medicineOTC medicine
Chemical groupsCalculated Found by rule (RDKit)Aromatics, Amides, PhenolsCarboxylic Acids, Aromatics, Esters
Hazard labelReported ECHA, HSDB via PubChem; ECHA via PubChemWarningWarning
The supplier-filed hazard label's signal word, not a statement about ordinary use.
Oral LD50Measured HSDB via PubChem2,400 mg/kgpure acetaminophen, rat, oral200 mg/kgpure aspirin, rat, oral
A single acute animal measure. It ranks nothing about human safety.
Sources and notes
  • Molecular weightcomputedPubChemComputed from the structure; the formula is under each weight.
  • Hydrogen-bond donorscomputedPubChemThe hydrogens on nitrogen or oxygen that each molecule can lend to a hydrogen bond, counted from its structure.
  • Half-life in the bodyfrom sourceMoleculeFinder curatedIn a typical adult: the time the body takes to clear half of it.
  • Where each turns upfrom sourceMoleculeFinder food and product listsEach amount is an editorial figure from our lists, not a measurement of any one product. Each mark is set by hand on the list, never inferred.
  • Also sold asfrom sourceMoleculeFinder curated
  • Familyfrom sourceMoleculeFinder curated
  • Everyday groupfrom sourceMoleculeFinder curated
  • Chemical groupscomputedFound by rule (RDKit)Each group is found in the structure by a chemical pattern.
  • Hazard labelfrom sourceECHA, HSDB via PubChem; ECHA via PubChem
  • Oral LD50from sourceHSDB via PubChem
  • ECHAfrom sourceAttributionSource: European Chemicals Agency, echa.europa.eu.
  • Identifiersfrom sourcePubChemPubChem CID 1983 (Acetaminophen) and 2244 (Aspirin).

In more detail

Aspirin is the older molecule by a century and the more chemically aggressive of the two. It is acetylsalicylic acid, made by acetylating willow-bark salicylic acid in 1897, and it blocks the COX enzymes irreversibly, which is why a single exposure affects platelets for days. Acetaminophen does not do that at all: it works centrally, has little anti-inflammatory effect, and leaves clotting alone. The table shows aspirin's carboxylic acid and ester against acetaminophen's amide and phenol, which is the structural reason aspirin irritates a stomach lining and acetaminophen does not. Reported oral LD50 in rats is 200 mg/kg for aspirin against 2400 mg/kg for acetaminophen, an unusually wide gap for two drugs sold on the same shelf.

Sources and notes
  • The paragraphfrom sourceMoleculeFinder comparison notes

Questions

What is the difference between Acetaminophen and Aspirin?
Aspirin blocks COX enzymes irreversibly and affects platelets for days, while acetaminophen works centrally and leaves inflammation and clotting alone.
Is Acetaminophen bigger than Aspirin?
Aspirin is the heavier molecule, 180.16 g/mol against 151.16 g/mol for Acetaminophen. Acetaminophen is C8H9NO2 and Aspirin is C9H8O4.
Which has the lower reported LD50, Acetaminophen or Aspirin?
Aspirin, at 200 mg/kg (oral, rat), against 2,400 mg/kg (oral, rat) for Acetaminophen. 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.
Sources and notes
  • The answersfrom sourceMoleculeFinderThe first is the pair's answer line; the others are read off the table above.

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