144034-80-0
Chemical Structure
Rizatriptan
Synonym(s): MK 462 free base
- CAS No.: 144034-80-0
- Formula:C15H19N5
- Molecular Weight:269.34
IUPAC Name: 2-(5-((1H-1,2,4-triazol-1-yl)methyl)-1H-indol-3-yl)-N,N-dimethylethan-1-amine
InChIKey: ULFRLSNUDGIQQP-UHFFFAOYSA-N
SMILES: CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
Biological Activity: Rizatriptan (MK 462 free base) is an orally active 5-HT1B/5-HT1D receptor agonist, with BBB permeability. Rizatriptan exerts significant anti-migraine effects by constricting intracranial and extracranial blood vessels and inhibiting neuropeptide release. Rizatriptan exhibits species- and tissue-specific metabolic characteristics; for example, it undergoes oxidative deamination mainly by MAO-A in the liver of brown rats, so co-administration with MAO-A inhibitors is prohibited. Rizatriptan may also exacerbate nitroglycerin-induced cutaneous allodynia, prolong the duration of central sensitization, and increase anxiety-like behavior and active drug-seeking behavior in mice. Rizatriptan has been widely used in studies related to migraine and medication-overuse headache[1][2].
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Rizatriptan | Rizatriptan (MK 462 free base) is an orally active 5-HT1B/5-HT1D receptor agonist, with BBB permeability. Rizatriptan exerts significant anti-migraine effects by constricting intracranial and extracranial blood vessels and inhibiting neuropeptide release. Rizatriptan exhibits species- and tissue-specific metabolic characteristics; for example, it undergoes oxidative deamination mainly by MAO-A in the liver of brown rats, so co-administration with MAO-A inhibitors is prohibited. Rizatriptan may also exacerbate nitroglycerin-induced cutaneous allodynia, prolong the duration of central sensitization, and increase anxiety-like behavior and active drug-seeking behavior in mice. Rizatriptan has been widely used in studies related to migraine and medication-overuse headache. | |||||||||||||||||||||
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References
- [1]. Ma Z, et al. Induction of more severe central sensitization in a medication overuse headache model mice through active ingestion of rizatriptan. J Headache Pain. 2025;26(1):123. Published 2025 May 20. [Content Brief]
- [2]. Ucar G. Interaction of Rizatriptan with Rat Liver Monoamine Oxidases[J]. Hacettepe University Journal of the Faculty of Pharmacy, 2004 (1): 25-36.
