Isometheptene

Sympathomimetic amine
  • A03AX10 (WHO)
Identifiers
  • N,6-Dimethylhept-5-en-2-amine
CAS Number
  • 503-01-5 checkY
PubChem CID
  • 22297
DrugBank
  • DB06706 checkY
ChemSpider
  • 21106328 checkY
UNII
  • Y7L24THH6T
CompTox Dashboard (EPA)
  • DTXSID9023172 Edit this at Wikidata
ECHA InfoCard100.007.236 Edit this at WikidataChemical and physical dataFormulaC9H19NMolar mass141.258 g·mol−13D model (JSmol)
  • Interactive image
  • CNC(C)CCC=C(C)C
InChI
  • InChI=1S/C9H19N/c1-8(2)6-5-7-9(3)10-4/h6,9-10H,5,7H2,1-4H3 checkY
  • Key:XVQUOJBERHHONY-UHFFFAOYSA-N checkY
  (verify)

Isometheptene (usually as isometheptene mucate) is a sympathomimetic amine sometimes used in the treatment of migraines and tension headaches due to its vasoconstricting properties; that is, it causes constriction (narrowing) of blood vessels (arteries and veins).[1][2] Along with paracetamol and dichloralphenazone, it is one of the constituents of Amidrine.

Chemistry

Isometheptene is a monounsaturated aliphatic secondary amine.

Mechanism of action

Isometheptene's vasoconstricting properties arise through activation of the sympathetic nervous system via epinephrine and norepinephrine. These compounds elicit smooth muscle activation leading to vasoconstriction by interacting with cell surface adrenergic receptors.[3]

See also

References

  1. ^ Diamond S, Medina JL (October 1975). "Isometheptene--a non-ergot drug in the treatment of migraine". Headache. 15 (3): 211–3. doi:10.1111/j.1526-4610.1975.hed1503211.x. PMID 1100566. S2CID 34768775.
  2. ^ Behan PO (December 1978). "Isometheptene compound in the treatment of vascular headache". The Practitioner. 221 (1326): 937–9. PMID 372936.
  3. ^ "Isometheptene". Drug Bank.
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