Oxetorone

Oxetorone (INN), as oxetorone fumarate (USAN) (brand names Nocertone, Oxedix), is a serotonin antagonist, antihistamine, and alpha blocker used as an antimigraine drug.[1][2][3][4] Association with hyperprolactinemia has been described[5] and antidopaminergic actions are also suspected.[6]

Oxetorone
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • (3Z)-3-[1]benzofuro[3,2-c][1]benzoxepin-6(12H)-ylidene-N,N-dimethylpropan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ECHA InfoCard100.043.086
Chemical and physical data
FormulaC21H21NO2
Molar mass319.404 g·mol−1
3D model (JSmol)
SMILES
  • CN(C)CCC=C1C2=CC=CC=C2OCC3=C1OC4=CC=CC=C34
InChI
  • InChI=1S/C21H21NO2/c1-22(2)13-7-10-17-15-8-3-5-11-19(15)23-14-18-16-9-4-6-12-20(16)24-21(17)18/h3-6,8-12H,7,13-14H2,1-2H3
  • Key:VZVRZTZPHOHSCK-UHFFFAOYSA-N
  (verify)

References
  1. Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1493–. ISBN 978-0-412-46630-4.
  2. William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Elsevier. pp. 2935–. ISBN 978-0-8155-1856-3.
  3. van Boxtel CJ, Santoso B, Edwards IR (6 August 2008). Drug Benefits and Risks: International Textbook of Clinical Pharmacology (Revised 2nd ed.). IOS Press. pp. 699–. ISBN 978-1-60750-345-3.
  4. Massiou H (2000). "[Prophylactic treatments of migraine]". Revue Neurologique (in French). 156 Suppl 4: 4S79–86. PMID 11139754.
  5. Pradalier A (December 1996). "Hyperprolactinaemia and depression induced by oxetorone". Cephalalgia. 16 (8): 560–1. doi:10.1046/j.1468-2982.1996.1608560.x. PMID 8980859. S2CID 43533753.
  6. Deguigne M, Bruneau C, Touré A, Turcant A, Le Roux G (February 2017). "New evidence for oxetorone toxicity". Clin Toxicol (Phila). 55 (2): 142–146. doi:10.1080/15563650.2016.1267358. PMID 27967233. S2CID 2137489.



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