Isometheptene

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
IUPAC name
  • N,6-Dimethylhept-5-en-2-amine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.007.236
Chemical and physical data
FormulaC9H19N
Molar mass141.258 g·mol−1
3D model (JSmol)
SMILES
  • 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 Y
  • Key:XVQUOJBERHHONY-UHFFFAOYSA-N Y
  (verify)

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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