Structure via PubChem · Public domain (PubChem)
rizatriptan
Sign in to saveAlso known as MK-0462, MK-462, MK-A462, N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine, risatriptan, N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine, MK 462 free base
Rizatriptan, sold under the brand name Maxalt among others, is a medication used for the treatment of migraine headaches. It is taken by mouth. It can also be applied on the tongue. It is a serotonin (5-HT) 1B/1D receptor agonist (triptan).
Chemical data
- Formula
- C15H19N5
- Molecular weight
- 269.34 g/mol
- IUPAC name
- N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine
- SMILES
- CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
- InChIKey
- ULFRLSNUDGIQQP-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 49.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
574 papers- Rizatriptan.2006
- Rizatriptan as an Over-the-Counter Triptan in the Treatment of Migraine Attacks.Pain and therapy · 2024
- [Rizatriptan].Neurologia (Barcelona, Spain) · 2000
- Rizatriptan vs Placebo for Attacks of Vestibular Migraine: A Randomized Clinical Trial.JAMA neurology · 2025
- Rizatriptan in migraine.Expert review of neurotherapeutics · 2005
via PubMed
Wikidata facts
- Mass
- 269.164046
Show 5 more facts
- chemical formula
- C₁₅H₁₉N₅
- canonical SMILES
- CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
- World Health Organisation international non-proprietary name
- rizatriptan
- defined daily dose
- 10
- Commons category
- Rizatriptan
via Wikidata · CC0
~4 min read
Article
11 sectionsContents
- Medical uses
- Contraindications
- Adverse effects
- Interactions
- Pharmacology
- Mechanism of action
- Chemistry
- History
- Society and culture
- Brand names
- References
Rizatriptan, sold under the brand name Maxalt among others, is a medication used for the treatment of migraine headaches. It is taken by mouth. It can also be applied on the tongue. It is a serotonin (5-HT) 1B/1D receptor agonist (triptan).
Common side effects include chest pain, dizziness, dry mouth, and tingling. Other side effects may include myocardial infarction, stroke, high blood pressure, serotonin syndrome, and anaphylaxis. Excessive use may result in medication overuse headaches. Use is not recommended during pregnancy and breastfeeding is not recommended within 24 hours after taking a dose. Rizatriptan is in the triptan class and is believed to work by activating the 5-HT1 receptor.