Isometheptene

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 ;
PubChem CID	22297;
DrugBank	DB06706 ;
ChemSpider	21106328 ;
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 ; Key:XVQUOJBERHHONY-UHFFFAOYSA-N ;
	(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'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]

^ 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.
^ Behan PO (December 1978). "Isometheptene compound in the treatment of vascular headache". The Practitioner. 221 (1326): 937–9. PMID 372936.
^ "Isometheptene". Drug Bank.