Pinoxepin

Pinoxepin
Clinical data
Other names	Pinoxepine; P-5227
Routes of; administration	Oral
Identifiers
	IUPAC name 2-[4-[(3Z)-3-(2-Chloro-6H-benzo[c][1]benzoxepin-11-ylidene)propyl]piperazin-1-yl]ethanol;
CAS Number	14008-66-3 ; 14008-46-9 (hydrochloride);
PubChem CID	6436541;
ChemSpider	4941168;
UNII	Y3YKO9X8N8;
ChEMBL	ChEMBL2110968;
CompTox Dashboard (EPA)	DTXSID301136544 ;
Chemical and physical data
Formula	C23H27ClN2O2
Molar mass	398.93 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CN(CCN1CC/C=C\2/C3=CC=CC=C3COC4=C2C=C(C=C4)Cl)CCO;
	InChI InChI=1S/C23H27ClN2O2/c24-19-7-8-23-22(16-19)21(20-5-2-1-4-18(20)17-28-23)6-3-9-25-10-12-26(13-11-25)14-15-27/h1-2,4-8,16,27H,3,9-15,17H2/b21-6-; Key:RAAHIUIRJUOMAU-MPUCSWFWSA-N;

Pinoxepin (INNTooltip International Nonproprietary Name; developmental code name P-5227; pinoxepin hydrochloride (USANTooltip United States Adopted Name)) is an antipsychotic of the tricyclic group with a dibenzoxepin ring system which was developed in the 1960s but was never marketed.^[1]^[2]^[3]^[4]^[5] It was found in clinical trials to have effectiveness in the treatment of schizophrenia similar to that of chlorpromazine and thioridazine.^[4] The drug has marked sedative effects but causes relatively mild extrapyramidal symptoms.^[2]^[4]

References

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 984–. ISBN 978-1-4757-2085-3.
^ ^a ^b Annual Reports in Medicinal Chemistry. Academic Press. 1 January 1967. pp. 2–. ISBN 978-0-08-058346-4.
^ Gordon M (2 December 2012). Psychopharmacological Agents. Elsevier Science. pp. 102–. ISBN 978-0-323-15128-3.
^ ^a ^b ^c Iversen L (6 December 2012). Handbook of Psychopharmacology: Volume 10: Neoroleptics and Schizophrenia. Springer Science & Business Media. pp. 200–. ISBN 978-1-4613-4042-3.
^ Lajtha A (11 November 2013). Alterations of Metabolites in the Nervous System. Springer Science & Business Media. pp. 335–. ISBN 978-1-4757-6740-7.

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[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 984–. ISBN 978-1-4757-2085-3.

[AcademicPress1967-2] Annual Reports in Medicinal Chemistry. Academic Press. 1 January 1967. pp. 2–. ISBN 978-0-08-058346-4.

[Gordon2012-3] Gordon M (2 December 2012). Psychopharmacological Agents. Elsevier Science. pp. 102–. ISBN 978-0-323-15128-3.

[Iversen2012-4] Iversen L (6 December 2012). Handbook of Psychopharmacology: Volume 10: Neoroleptics and Schizophrenia. Springer Science & Business Media. pp. 200–. ISBN 978-1-4613-4042-3.

[Lajtha2013-5] Lajtha A (11 November 2013). Alterations of Metabolites in the Nervous System. Springer Science & Business Media. pp. 335–. ISBN 978-1-4757-6740-7.

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v t e Tricyclics
Classes	Acridine Anthracene Dibenzazepine Dibenzocycloheptene Dibenzodiazepine Dibenzothiazepine Dibenzothiepin Dibenzoxazepine Dibenzoxepin Phenothiazine Pyridazinobenzoxazine Pyridinobenzodiazepine Thioxanthene
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