User:Mr. Ibrahem/Sumatriptan

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Mr. Ibrahem/Sumatriptan
Sumatriptan molecule
Clinical data
Trade namesImitrex, Imigran, others
AHFS/Drugs.comMonograph
License data
Pregnancy
category
  • C
Routes of
administration		By mouth, subcutaneous injection, nasal spray, transdermal electrophoresis
Drug classTriptan[1]
Legal status
Legal status
Pharmacokinetic data
Bioavailability15% (by mouth) / 96% (sc)
Protein binding14–21%
MetabolismMAO
Elimination half-life2.5 hours
Excretion60% urine; 40% feces
Identifiers
  • 1-[3-(2-Dimethylaminoethyl)-1H-indol-5-yl]-N-methyl-methanesulfonamide
Chemical and physical data
FormulaC14H21N3O2S
Molar mass295.40 g·mol−1
3D model (JSmol)
  • O=S(=O)(NC)Cc1cc2c(cc1)[nH]cc2CCN(C)C
  • InChI=1S/C14H21N3O2S/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3/h4-5,8-9,15-16H,6-7,10H2,1-3H3 checkY
  • Key:KQKPFRSPSRPDEB-UHFFFAOYSA-N checkY
  (verify)

Sumatriptan, sold under the brand name Imitrex among others, is a medication used to treat migraine headaches and cluster headaches.[2] It is taken by mouth, in the nose, or by injection under the skin.[1] Effects generally occur within three hours.[1]

Common side effects include chest pressure, feeling tired, feeling of the world spinning, vomiting, and tingling.[1] Serious side effects may include serotonin syndrome, heart attacks, strokes, and seizures.[1] With excessive use medication overuse headaches may occur.[1] It is unclear if use in pregnancy or breastfeeding is safe.[4] How it works is not entirely clear.[1] It is in the triptan class of medications.[1]

Sumatriptan was patented in 1982 and approved for medical use in 1991.[5] It is available as a generic medication.[2] In the United Kingdom it costs the NHS about £1 per dose as of 2019.[2] In the United States the wholesale cost of this amount is about US$0.60.[6] In 2017, it was the 97th most commonly prescribed medication in the United States, with more than eight million prescriptions.[7][8] It is also available as the combination product sumatriptan/naproxen at a cost of US$50 per dose.[6]

References[edit]

  1. ^ a b c d e f g h i "Sumatriptan Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 3 March 2019.
  2. ^ a b c d British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 474. ISBN 9780857113382.
  3. ^ a b c d "WHOCC - ATC/DDD Index". www.whocc.no. Retrieved 6 September 2020.
  4. ^ "Sumatriptan Use During Pregnancy". Drugs.com. Retrieved 3 March 2019.
  5. ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 531. ISBN 9783527607495.
  6. ^ a b "NADAC as of 2019-02-27". Centers for Medicare and Medicaid Services. Retrieved 3 March 2019.
  7. ^ "The Top 300 of 2020". ClinCalc. Retrieved 11 April 2020.
  8. ^ "Sumatriptan - Drug Usage Statistics". ClinCalc. Retrieved 11 April 2020.
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