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.

Isometheptene
Clinical data
AHFS/Drugs.comInternational Drug Names
MedlinePlusa601064
Routes of
administration
Oral
ATC code
Identifiers
  • N,6-Dimethylhept-5-en-2-amine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.007.236 Edit this at Wikidata
Chemical and physical data
FormulaC9H19N
Molar mass141.258 g·mol−1
3D model (JSmol)
  • CNC(C)CCC=C(C)C
  • 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)

Chemistry

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Isometheptene is a monounsaturated aliphatic secondary amine.

Mechanism of action

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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

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References

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  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.