Fluacizine

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]

Fluacizine
Skeletal formula of fluacizine
Space-filling model of the fluacizine molecule
Clinical data
Trade namesPhtorazisin
Other namesFluoracizine; Fluoracyzine; Fluoracisine; Ftoracizin; Ftoracizine; Phthoracizin[1][2]
Routes of
administration		Oral, intramuscular injection
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 3-Diethylamino-1-[2-(trifluoromethyl)phenothiazin-10-yl]-propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H21F3N2OS
Molar mass394.46 g·mol−1
3D model (JSmol)
  • FC(F)(F)c2cc1N(c3c(Sc1cc2)cccc3)C(=O)CCN(CC)CC
  • 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 checkY
  • Key:VHEOUJNDDFHPGJ-UHFFFAOYSA-N checkY
  (verify)

See also

References
  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.
  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.
  3. V. V. Zakusov (22 October 2013). Pharmacology of Central Synapses. Elsevier. pp. 190–. ISBN 978-1-4831-4673-7.
  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.
  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.
  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.
  7. Annual Reports in Medicinal Chemistry. Academic Press. 27 October 1972. pp. 19–. ISBN 978-0-08-058351-8.


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