4187. Flupentixol
Nomenclature
CAS number: 2709-56-0
4-[3-[2-(Trifluoromethyl)-9H-thioxanthen-9-ylidene]propyl]-1-piperazineethanol; 2-trifluoromethyl-9-[3-[4-(β-hydroxyethyl)-1-piperazinyl]propylidene]thioxanthene; flupenthixol; N-7009; LC-44. C23H25F3N2OS; mol wt 434.52.
C 63.58%, H 5.80%, F 13.12%, N 6.45%, O 3.68%, S 7.38%.
Description and references
Neuroleptic agent related structurally to thiothixene, q.v. Prepn: P. N. Craig, C. L. Zirkle, US 3282930 (1966 to SKF). Prepn of cis- and trans-forms: GB 925538 (1963 to SKF); P. V. Petersen, T. Ammitzboll, US 3681346 (1972 to Kefalas). Metabolism of decanoate: A. Jorgensen et al., Acta Pharmacol. Toxicol. 29, 339 (1971). α-Flupentixol, the cis-isomer, shows greater pharmacological activity than β-flupentixol, the trans-isomer: I. Moller Nielsen et al., Acta Pharmacol. Toxicol. 33, 353 (1973). X-ray crystallography of isomers: M. L. Post et al., Nature 256, 342 (1975).
Derivative
Dihydrochloride.Nomenclature
CAS number: 2413-38-9
Emergil (Labaz); Fluanxol (Lundbeck); Siplarol (Erba); Metamin (Takeda). C23H25F3N2OS.2HCl; mol wt 507.44.
C 54.44%, H 5.36%, F 11.23%, N 5.52%, O 3.15%, S 6.32%, Cl 13.97%.
Derivative
Decanoate.Nomenclature
CAS number: 30909-51-4
Lu-5-110; Depixol (Lundbeck); Fluanxol Dépot (Lundbeck); Viscoleo (Lundbeck). Therapeutic Category
Antipsychotic.
Keywords
Antipsychotic; Thioxanthenes