Isometheptene
{{Short description|Sympathomimetic amine}}
{{Drugbox
| Watchedfields = changed
| verifiedrevid = 447550791
| IUPAC_name = N,6-Dimethylhept-5-en-2-amine
| image = Isometheptene.svg
| tradename =
| Drugs.com = {{drugs.com|international|isometheptene}}
| MedlinePlus = a601064
| pregnancy_category =
| legal_status =
| routes_of_administration = Oral
| bioavailability =
| metabolism =
| elimination_half-life =
| excretion =
| 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
| 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).{{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 }}{{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 = }} Along with paracetamol and dichloralphenazone, 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.{{cite web|title = Isometheptene|url = http://www.drugbank.ca/drugs/DB06706 | work = Drug Bank }}
See also
References
{{Reflist}}
{{Drugs for functional gastrointestinal disorders}}
{{Stimulants}}
{{Adrenergic receptor modulators}}
{{Monoamine releasing agents}}