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Zolmitriptan

Catalog No. DB00315 Name DrugBank
CAS Number 139264-17-8 Website http://www.ualberta.ca/
M. F. C16H21N3O2 Telephone (780) 492-3111
M. W. 287.35684 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 200

SYNONYMS

IUPAC name
(4R)-4-({3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one
IUPAC Traditional name
zolmitriptan
Brand Name
AscoTop
Zomig Rapimelt
Zomigon
Zomig
Synonyms
ZMT
zolmitriptan

DATABASE IDS

CAS Number 139264-17-8

PROPERTIES

Hydrophobicity(logP) 1.6

DETAILS

Description (English)
Item Information
Drug Groups approved; investigational
Description Zolmitriptan is a synthetic tryptamine derivative and appears as a white powder that is readily soluble in water. [Wikipedia]
Indication For the acute treatment of adult migraine with or without auras.
Pharmacology Zolmitriptan is a selective agonist of serotonin (5-hydroxytryptamine; 5-HT) type 1B and 1D receptors. It is structurally and pharmacologically related to other selective 5-HT1B/1D receptor agonists, and has only a weak affinity for 5-HT1A, 5-HT5A, and 5-HT7 receptors and no significant affinity or pharmacological activity at 5-HT2, 5-HT3 or 5-HT4 receptor subtypes or at alpha1-, alpha2-, or beta-adrenergic, dopamine1,; dopamine2; muscarinic, or benzodiazepine receptors. This action in humans correlates with the relief of migraine headache. In addition to causing vasoconstriction, experimental data from animal studies show that Zolmitriptan also activates 5-HT1 receptors on peripheral terminals of the trigeminal nerve innervating cranial blood vessels, which may also contribute to the antimigrainous effect of Zolmitriptan in humans.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic. There have been three metabolites identified: indole acetic acid, N -oxide, and N-desmethyl metabolites. However, the N-desmethyl is the only active metabolite.
Absorption Mean absolute oral bioavailability is approximately 40%. Food has no affect on the rate and extent of absorption.
Half Life The mean elimination half-life of zolmitriptan and of the active N-desmethyl metabolite is 3 hours.
Protein Binding 25%
Distribution * 8.4±3.3 L/kg
Clearance * 25.9 mL/min/kg
References
Pascual J: [Mechanism of action of zolmitriptan] Neurologia. 1998 Oct;13 Suppl 2:9-15. [Pubmed]
Martin GR: Pre-clinical pharmacology of zolmitriptan (Zomig; formerly 311C90), a centrally and peripherally acting 5HT1B/1D agonist for migraine. Cephalalgia. 1997 Oct;17 Suppl 18:4-14. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

  • Pascual J: [Mechanism of action of zolmitriptan] Neurologia. 1998 Oct;13 Suppl 2:9-15. Pubmed
  • Martin GR: Pre-clinical pharmacology of zolmitriptan (Zomig; formerly 311C90), a centrally and peripherally acting 5HT1B/1D agonist for migraine. Cephalalgia. 1997 Oct;17 Suppl 18:4-14. Pubmed