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zolmitriptan

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zolmitriptan

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Also known as (S)-4-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one, 4-{[3-(2-dimethylaminoethyl)-1H-indol-5-yl]methyl}oxazolidin-2-one, 4-{[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]methyl}oxazolidin-2-one

Zolmitriptan, sold under the brand name Zomig among others, is a serotonergic medication which is used in the acute treatment of migraine attacks with or without aura and cluster headaches. It is taken by mouth as a swallowed or disintegrating tablet or as a nasal spray.

Chemical data

Formula
C16H21N3O2
Molecular weight
287.36 g/mol
IUPAC name
(4S)-4-[[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]methyl]-1,3-oxazolidin-2-one
SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)C[C@H]3COC(=O)N3
InChIKey
ULSDMUVEXKOYBU-ZDUSSCGKSA-N
XLogP
2.2
Polar surface area
57.4 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Research

730 papers

via PubMed

Wikidata facts

Mass
287.163377
Show 7 more facts
chemical formula
C₁₆H₂₁N₃O₂
canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CC3COC(=O)N3
isomeric SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)C[C@H]3COC(=O)N3
World Health Organisation international non-proprietary name
zolmitriptan
stylized name
ZOLMitriptan
Commons category
Zolmitriptan
defined daily dose
2.5
Sources (6)

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Article

28 sections
Contents
  • Medical uses
  • Migraine
  • Off-label uses
  • Available forms
  • Contraindications
  • Side effects
  • Overdose
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Absorption
  • Distribution
  • Metabolism
  • Elimination
  • Chemistry
  • History
  • Society and culture
  • Brand names
  • Economics
  • Legal status
  • Research
  • Obsessive–compulsive disorder
  • Social deficits and aggression
  • See also
  • References
  • Further reading
  • External links

{{Drugbox | Watchedfields = verified | verifiedrevid = 477869605 | IUPAC_name = (S)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one | image = Zolmitriptan.svg | image_class = skin-invert-image | width = 250px | image2 = Zolmitriptan_3D_Ball.png | image_class2 = bg-transparent | width2 = 225px

| tradename = Zomig, others | Drugs.com = | MedlinePlus = a601129 | DailyMedID = Zolmitriptan | pregnancy_AU = B3 | routes_of_administration = By mouth, intranasal | class = Serotonin 5-HT1B, 5-HT1D, 5-HT1E, and 5-HT1F receptor agonist; Antimigraine agent; Triptan

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