Oxetorone

Oxetorone
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	N02CX06 (WHO) ;
Identifiers
	IUPAC name (3Z)-3-[1]benzofuro[3,2-c][1]benzoxepin-6(12H)-ylidene-N,N-dimethylpropan-1-amine;
CAS Number	26020-55-3 ;
PubChem CID	6436540;
ChemSpider	21173074;
UNII	T3XOS33TIQ;
KEGG	D08312 ;
CompTox Dashboard (EPA)	DTXSID50865262 ;
ECHA InfoCard	100.043.086
Chemical and physical data
Formula	C21H21NO2
Molar mass	319.404 g·mol−1
3D model (JSmol)	Interactive image;
	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)

Oxetorone (INNTooltip International Nonproprietary Name), as oxetorone fumarate (USANTooltip United States Adopted Name) (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]

References

^ Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1493–. ISBN 978-0-412-46630-4.
^ William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Elsevier. pp. 2935–. ISBN 978-0-8155-1856-3.
^ 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.
^ Massiou H (2000). "[Prophylactic treatments of migraine]". Revue Neurologique (in French). 156 (Suppl 4): 4S79–86. PMID 11139754.
^ 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.
^ 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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[GanellinTriggle1996-1] Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1493–. ISBN 978-0-412-46630-4.

[Publishing2013-2] William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Elsevier. pp. 2935–. ISBN 978-0-8155-1856-3.

[BoxtelSantoso2008-3] 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.

[pmid11139754-4] Massiou H (2000). "[Prophylactic treatments of migraine]". Revue Neurologique (in French). 156 (Suppl 4): 4S79–86. PMID 11139754.

[pmid8980859-5] 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.

[pmid27967233-6] 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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v t e Tricyclics
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Antidepressants (Tricyclic antidepressants (TCAs))	Amoxapine Amezepine Amineptine Amitriptyline Amitriptylinoxide Amoxapine Aptazapine Azepindole Batelapine Beloxepin Butriptyline Cianopramine Ciclazindol Cidoxepin Clomipramine Cotriptyline Cyanodothiepin Demexiptiline Depramine (balipramine) Desipramine (desmethylimipramine) Desmethylclomipramine Desmethyltrimipramine Dibenzepin Dimetacrine Dosulepin (dothiepin) Doxepin Enprazepine Fantridone Fluotracen Hepzidine Homopipramol Imipramine Imipraminoxide Intriptyline Iprindole Ketipramine Litracen Lofepramine Losindole Loxapine Maprotiline Mariptiline Mazindol Melitracen Metapramine Mezepine Mirtazapine Monometacrine Nitroxazepine Norbutriptyline Nordoxepin Northiaden (nordosulepin) Nortriptyline (noramitriptyline) Noxiptiline Octriptyline Opipramol Pipofezine Pirandamine Propizepine Protriptyline Quinupramine Spiroxepin Tandamine Tampramine Tianeptine Tienopramine Trimipramine
Antihistamines	Azatadine Bisulepin Cidoxepin Clobenzepam Cyproheptadine Dacemazine Deptropine Desloratadine Epinastine Etymemazine Fenethazine Hydroxyethylpromethazine Isopromethazine Isothipendyl Ketotifen Latrepirdine Loratadine Mebhydrolin Mequitazine Methdilazine Olopatadine Oxomemazine Perlapine Phenindamine Pimethixene Pirolate Promethazine Propiomazine Rupatadine Thiazinamium
Antipsychotics	Acetophenazine Alimemazine Amoxapine Asenapine Butaclamol Butaperazine Carfenazine (carphenazine) Carpipramine Chlorpromazine Chlorprothixene Ciclindole Citatepine Clocapramine Clomacran Clorotepine Clotiapine Clozapine Cyanothepin Doclothepin Docloxythepin Erizepine Flucindole Flumezapine Fluotracen Flupentixol Fluphenazine Gevotroline Homopipramol Isofloxythepin Levomepromazine/Methotrimeprazine Loxapine Maroxepin Meperathiepin Mesoridazine Metiapine Metitepine Metoxepin Mosapramine Naranol Octomethothepin Olanzapine Oxyclothepin Oxyprothepin Pentiapine Peradithiepin Perathiepin Perazine Perphenazine Periciazine Pinoxepin Piperacetazine Pipotiazine Piquindone Prochlorperazine Promazine Prothipendyl Quetiapine Savoxepin/Cipazoxapine Sulforidazine Tenilapine Thiethylperazine Thiopropazate Thioridazine Thiothixene Tilozepine Traboxopine Trifluoperazine Triflupromazine Trifluthepin Zotepine Zuclopenthixol
Anticonvulsants	Carbamazepine Dizocilpine Eslicarbazepine Eslicarbazepine acetate Etazepine Licarbazepine Oxcarbazepine Oxitriptyline
Anticholinergics	Darenzepine Dipitramine Nuvenzepine Pirenzepine Profenamine Rispenzepine Siltenzepine Telenzepine Tripitramine Tropatepine Zolenzepine
Others	Adosopine Aminopromazine Atiprosin Benzoctamine Botiacrine Carvedilol Cyclobenzaprine Damotepine Elanzepine Fluradoline Methylene blue Monatepil Oxetorone Pipazethate P7C3 Pinadoline Pitrazepin Pizotifen Serazapine Tipindole