Fluacizine

Fluacizine
Clinical data
Trade names	Phtorazisin
Other names	Fluoracizine; Fluoracyzine; Fluoracisine; Ftoracizin; Ftoracizine; Phthoracizin
Routes of; administration	Oral, intramuscular injection
ATC code	None;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 3-Diethylamino-1-[2-(trifluoromethyl)phenothiazin-10-yl]-propan-1-one;
CAS Number	30223-48-4 ; 27312-93-2 (hydrochloride);
PubChem CID	161562;
ChemSpider	141910 ;
UNII	E2M3325B1R;
ChEMBL	ChEMBL92281 ;
CompTox Dashboard (EPA)	DTXSID2046175 ;
Chemical and physical data
Formula	C20H21F3N2OS
Molar mass	394.46 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES FC(F)(F)c2cc1N(c3c(Sc1cc2)cccc3)C(=O)CCN(CC)CC;
	InChI InChI=1S/C20H21F3N2OS/c1-3-24(4-2)12-11-19(26)25-15-7-5-6-8-17(15)27-18-10-9-14(13-16(18)25)20(21,22)23/h5-10,13H,3-4,11-12H2,1-2H3 ; Key:VHEOUJNDDFHPGJ-UHFFFAOYSA-N ;
	(verify)

Fluacizine, sold under the brand name Phtorazisin, is a tricyclic antidepressant (TCA) of the phenothiazine group which is or was marketed in Russia.^[1]^[2]^[3] Unlike other phenothiazines, fluacizine is not an antipsychotic, and can actually reverse catalepsy and extrapyramidal symptoms induced by antidopaminergic agents like antipsychotics, reserpine, and tetrabenazine as well as potentiate amphetamine-induced stereotypy.^[3] It is known to act as a norepinephrine reuptake inhibitor, antihistamine, and anticholinergic.^[4]^[5]^[6]^[7]^[3] The drug was developed in the 1960s and was marketed in the 1970s.^[1]^[4] It is the trifluoromethyl analogue of chloracizine.^[7]

References

^ ^a ^b ^c J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 555–. ISBN 978-1-4757-2085-3.
^ ^a ^b O'Neil, Maryadele J. (2001). The Merck index: an encyclopedia of chemicals, drugs, and biologicals. Rahway, NJ: Merck Research Laboratories. ISBN 0-911910-13-1.
^ ^a ^b ^c V. V. Zakusov (22 October 2013). Pharmacology of Central Synapses. Elsevier. pp. 190–. ISBN 978-1-4831-4673-7.
^ ^a ^b Arefolov VA, Panasyuk LV, Raevskii KS, Kostyukov VI (1974). "Effect of fluacizine on the uptake of exogenous noradrenalin by the isolated rat vas deferens". Bull. Exp. Biol. Med. 77 (3): 295–7. doi:10.1007/BF00802484. PMID 4153328. S2CID 13188296.
^ Arefolov VA, Panasyuk LV (1974). "Effect of fluacizine on the uptake of exogenous noradrenalin". Bull. Exp. Biol. Med. 77 (5): 520–3. doi:10.1007/BF00797411. PMID 4441683. S2CID 27205700.
^ Arefolov VA, Panasiuk LV, Firsov VK (1975). "[Neuromediator content in the synaptic vesicles of rat adrenergic nerves in some pharmacological actions]". Farmakol Toksikol (in Russian). 38 (3): 285–9. PMID 6305.
^ ^a ^b Annual Reports in Medicinal Chemistry. Academic Press. 27 October 1972. pp. 19–. ISBN 978-0-08-058351-8.

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[Elks2014-1] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 555–. ISBN 978-1-4757-2085-3.

[MerckIndex2001-2] O'Neil, Maryadele J. (2001). The Merck index: an encyclopedia of chemicals, drugs, and biologicals. Rahway, NJ: Merck Research Laboratories. ISBN 0-911910-13-1.

[Zakusov2013-3] V. V. Zakusov (22 October 2013). Pharmacology of Central Synapses. Elsevier. pp. 190–. ISBN 978-1-4831-4673-7.

[pmid4153328-4] Arefolov VA, Panasyuk LV, Raevskii KS, Kostyukov VI (1974). "Effect of fluacizine on the uptake of exogenous noradrenalin by the isolated rat vas deferens". Bull. Exp. Biol. Med. 77 (3): 295–7. doi:10.1007/BF00802484. PMID 4153328. S2CID 13188296.

[pmid4441683-5] Arefolov VA, Panasyuk LV (1974). "Effect of fluacizine on the uptake of exogenous noradrenalin". Bull. Exp. Biol. Med. 77 (5): 520–3. doi:10.1007/BF00797411. PMID 4441683. S2CID 27205700.

[pmid6305-6] Arefolov VA, Panasiuk LV, Firsov VK (1975). "[Neuromediator content in the synaptic vesicles of rat adrenergic nerves in some pharmacological actions]". Farmakol Toksikol (in Russian). 38 (3): 285–9. PMID 6305.

[AcademicPress1972-7] Annual Reports in Medicinal Chemistry. Academic Press. 27 October 1972. pp. 19–. ISBN 978-0-08-058351-8.

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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

See also

References