Frovatriptan

Summary

Frovatriptan, sold under the brand name Frova, is a triptan drug developed by Vernalis for the treatment of migraine headaches[1] and for short term prevention of menstrual migraine.[2] The product is licensed to Endo Pharmaceuticals in North America and Menarini in Europe.[3]

Frovatriptan
Clinical data
Trade namesFrova
Other names6-methylamino-6,7,8,9-tetrahydro-5H-carbazole-3-carboxamide
(6R)-6-methylamino-6,7,8,9-tetrahydro-5H-carbazole-3-carboxamide
AHFS/Drugs.comMonograph
MedlinePlusa604013
Pregnancy
category
  • AU: B3
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability20–30%
MetabolismHepatic
Elimination half-life26 hours
ExcretionRenal
Identifiers
  • (+)-(R)-3-Methylamino-6-carboxamido-1,2,3,4-tetrahydrocarbazole
CAS Number
  • 158747-02-5 checkY
  • succinate: 158930-17-7 checkY
PubChem CID
  • 77992
IUPHAR/BPS
  • 7191
DrugBank
  • DB00998 checkY
ChemSpider
  • 70378 checkY
UNII
  • H82Q2D5WA7
  • succinate: D28J6W18HY checkY
KEGG
  • D07997 ☒N
ChEMBL
  • ChEMBL1279 checkY
CompTox Dashboard (EPA)
  • DTXSID0023080 Edit this at Wikidata
Chemical and physical data
FormulaC14H17N3O
Molar mass243.310 g·mol−1
3D model (JSmol)
  • Interactive image
  • CN[C@@H]3CCc2[nH]c1ccc(C(N)=O)cc1c2C3
  • InChI=1S/C14H17N3O/c1-16-9-3-5-13-11(7-9)10-6-8(14(15)18)2-4-12(10)17-13/h2,4,6,9,16-17H,3,5,7H2,1H3,(H2,15,18)/t9-/m1/s1 checkY
  • Key:XPSQPHWEGNHMSK-SECBINFHSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Medical uses edit

Frovatriptan is used in the treatment of migraine.

Available forms edit

It is available as 2.5 mg tablets.

Contraindications edit

Frovatriptan should not be given to patients with:

  • Ischemic heart disease
  • Cerebrovascular syndrome
  • Peripheral vascular disease
  • Uncontrolled hypertension
  • Hemiplegic or basilar migraine

Side effects edit

Rare, but serious cardiac events have been reported in patients with risk factors predictive of CAD. These include: coronary artery vasospasm, transient myocardial ischemia, myocardial infarction, ventricular tachycardia and ventricular fibrillation.

Pharmacology edit

Pharmacodynamics edit

Frovatriptan is a serotonin receptor agonist, with high affinity for the 5-HT1B/1D receptors. It has no significant effects on the GABAA mediated channel activity and benzodiazepine binding sites. Frovatriptan inhibits excessive dilation of arteries that supply blood to the head.

Pharmacokinetics edit

Frovatriptan has a terminal elimination half-life of approximately 26 hours, making it the longest within its class.[4]

Society and culture edit

US licensing edit

Frovatriptan is available only by prescription in the United States and Canada, where a secondary New Drug Approval (sNDA) was filed in July 2006.[5]

References edit

  1. ^ Allais G, Benedetto C (2016). "Spotlight on frovatriptan: a review of its efficacy in the treatment of migraine". Drug Design, Development and Therapy. 10: 3225–3236. doi:10.2147/DDDT.S105932. PMC 5055118. PMID 27757013.
  2. ^ MacGregor EA (2014). "A review of frovatriptan for the treatment of menstrual migraine". International Journal of Women's Health. 6: 523–35. doi:10.2147/IJWH.S63444. PMC 4039425. PMID 24904224.
  3. ^ "Frova". Vernalis. Archived from the original on 2007-09-27. Retrieved 2007-11-28.
  4. ^ Balbisi, Ebrahim (September 2006). "Frovatriptan: A Review of Pharmacology, Pharmacokinetics and Clinical Potential in the Treatment of Menstrual Migraine". Therapeutics and Clinical Risk Management. 2 (3): 303–308. doi:10.2147/tcrm.2006.2.3.303. PMC 1936266. PMID 18360605.
  5. ^ "Patient Information Sheet -- Frovatriptan succinate (marketed as Frova)". Food and Drug Administration. July 2006. Archived from the original on 2007-09-29. Retrieved 2007-11-28.

External links edit

  • Frova (manufacturer's website)
  • Frovatriptan Succinate (patient information)
  • FDA labeling