Sumatriptan vs Naratriptan: what is the difference?
Sumatriptan acts fast and clears in about 2.5 hours, while naratriptan is slower to start and lasts longer, with a half-life near 6 hours.
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; 23 atoms differ, too many to mark as one group.
- Structural similaritycomputedRDKit Morgan/Tanimoto0.42 of 1, a Morgan fingerprint Tanimoto coefficient. It measures shape, not effect.
Side by side
| Sumatriptan | Naratriptan | |
|---|---|---|
| Molecular weightCalculated PubChem | 295.4 g/molC14H21N3O2S | 335.5 g/molC17H25N3O2S |
| Hydrogen-bond donorsCalculated PubChem | 2 | 2 |
| FamilyEditorial MoleculeFinder curated | Triptan | Triptan |
| Everyday groupEditorial MoleculeFinder curated | Prescription medicine | Prescription medicine |
| Chemical groupsCalculated Found by rule (RDKit) | Amines, Aromatics | Amines, Aromatics |
| Hazard labelReported ECHA via PubChem | Warning | Not recorded |
| The supplier-filed hazard label's signal word, not a statement about ordinary use. | ||
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.
- 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 via PubChem
- ECHAfrom sourceAttributionSource: European Chemicals Agency, echa.europa.eu.
- Identifiersfrom sourcePubChemPubChem CID 5358 (Sumatriptan) and 4440 (Naratriptan).
In more detail
Both are triptans, agonists at serotonin 5-HT1B and 1D receptors, and both act on migraine by constricting cranial vessels and damping the trigeminal signalling that carries the pain. Sumatriptan was the first of the class and acts fast; naratriptan is slower to take effect and lasts considerably longer, with a half-life around 6 hours against sumatriptan's 2.5. That makes naratriptan the one aimed at long or recurring attacks and sumatriptan the one aimed at speed. Naratriptan is also generally the better tolerated of the two, with fewer reports of the chest tightness triptans are known for. Sumatriptan is available over the counter in some countries and naratriptan mostly is not.
Sources and notes
- The paragraphfrom sourceMoleculeFinder comparison notes
Questions
- What is the difference between Sumatriptan and Naratriptan?
- Sumatriptan acts fast and clears in about 2.5 hours, while naratriptan is slower to start and lasts longer, with a half-life near 6 hours.
- Is Sumatriptan bigger than Naratriptan?
- Naratriptan is the heavier molecule, 335.5 g/mol against 295.4 g/mol for Sumatriptan. Sumatriptan is C14H21N3O2S and Naratriptan is C17H25N3O2S.
Sources and notes
- The answersfrom sourceMoleculeFinderThe first is the pair's answer line; the others are read off the table above.