Isometheptene

Isometheptene

Systematic (IUPAC) name
N,6-dimethylhept-5-en-2-amine
Clinical data
AHFS/Drugs.com	International Drug Names
MedlinePlus	a601064
Routes of administration	Oral
Identifiers
CAS Number	503-01-5 Y
ATC code	A03AX10 (WHO)
PubChem	CID: 22297
DrugBank	DB06706 Y
ChemSpider	21106328 Y
UNII	Y7L24THH6T Y
Chemical data
Formula	C9H19N
Molecular mass	141.254 g/mol
SMILES CC(CC\C=C(\C)C)NC
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
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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). Along with paracetamol,dichloralphenazone and dimethylamylamine, 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.

See also

• Heptaminol
• Methylhexanamine
• Tuaminoheptane