{{short description|Sympathomimetic amine}} {{Drugbox | Watchedfields = changed | verifiedrevid = 447550791 | IUPAC_name = ''N'',6-Dimethylhept-5-en-2-amine | image = Isometheptene.svg | image_class = skin-invert-image
<!--Clinical data--> | tradename = | Drugs.com = {{drugs.com|international|isometheptene}} | MedlinePlus = a601064 | pregnancy_category = | legal_status = | routes_of_administration = Oral
<!--Pharmacokinetic data--> | bioavailability = | metabolism = | elimination_half-life = | excretion =
<!--Identifiers--> | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 503-01-5 | ATC_prefix = A03 | ATC_suffix = AX10 | PubChem = 22297 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB06706 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 21106328 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = Y7L24THH6T
<!--Chemical data--> | C=9 | H=19 | N=1 | smiles = CNC(C)CCC=C(C)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C9H19N/c1-8(2)6-5-7-9(3)10-4/h6,9-10H,5,7H2,1-4H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = XVQUOJBERHHONY-UHFFFAOYSA-N }}
'''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).<ref name="pmid1100566">{{cite journal | vauthors = Diamond S, Medina JL | title = Isometheptene--a non-ergot drug in the treatment of migraine | journal = Headache | volume = 15 | issue = 3 | pages = 211–3 | date = October 1975 | pmid = 1100566 | doi = 10.1111/j.1526-4610.1975.hed1503211.x | s2cid = 34768775 }}</ref><ref name="pmid372936">{{cite journal | vauthors = Behan PO | title = Isometheptene compound in the treatment of vascular headache | journal = The Practitioner | volume = 221 | issue = 1326 | pages = 937–9 | date = December 1978 | pmid = 372936 | doi = }}</ref>
==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.<ref>{{cite web |title=Isometheptene |url=http://www.drugbank.ca/drugs/DB06706 |work=DrugBank |url-status=live |access-date=2026-04-10 |archive-url=https://web.archive.org/web/20240706175811/http://www.drugbank.ca/drugs/DB06706 |archive-date=2024-07-06}}</ref>
==See also== * {{annotated link|1,3-Dimethylbutylamine}} * {{annotated link|1,4-Dimethylamylamine}} * {{annotated link|Heptaminol}} * {{annotated link|Iproheptine}} * {{annotated link|Methylhexanamine}} * {{annotated link|Octodrine}} * {{annotated link|Oenethyl}} * {{annotated link|Tuaminoheptane}}
==References== {{reflist}}
{{drugs for functional gastrointestinal disorders}} {{stimulants}} {{adrenergic receptor modulators}} {{monoamine releasing agents}}
Category:alkene derivatives Category:alpha1-adrenergic agonists Category:sympathomimetic amines