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.com	International Drug Names
MedlinePlus	a601064
Routes of administration	Oral
ATC code	A03AX10 (WHO)
Identifiers
IUPAC name N,6-Dimethylhept-5-en-2-amine
CAS Number	503-01-5 Y
PubChem CID	22297
DrugBank	DB06706 Y
ChemSpider	21106328 Y
UNII	Y7L24THH6T
CompTox Dashboard (EPA)	DTXSID9023172
ECHA InfoCard	100.007.236
Chemical and physical data
Formula	C9H19N
Molar mass	141.258 g·mol−1
3D model (JSmol)	Interactive image
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
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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

• 1,3-Dimethylbutylamine
• 1,4-Dimethylamylamine
• Heptaminol
• Iproheptine
• Methylhexanamine
• Octodrine
• Oenethyl
• Tuaminoheptane