Trifluoperazine
Title: Trifluoperazine
CAS Registry Number: 117-89-5
CAS Name: 10-[3-(4-Methyl-1-piperazinyl)propyl]-2-(trifluoromethyl)-10H-phenothiazine
Additional Names: 2-trifluoromethyl-10-[3¢-(1-methyl-4-piperazinyl)propyl]phenothiazine
Molecular Formula: C21H24F3N3S
Molecular Weight: 407.50
Percent Composition: C 61.90%, H 5.94%, F 13.99%, N 10.31%, S 7.87%
Literature References: Prepn: Craig et al., J. Org. Chem. 22, 709 (1957); GB 813861; G. E. Ullyot, US 2921069 (1959 and 1960 to SK & F). Metabolism: T. L. Flanagan et al., J. Pharm. Sci. 51, 996 (1962); C. L. Huang, K. G. Bhansali, ibid. 57, 1511 (1968). Toxicity: P. J. Fowler et al., Arzneim.-Forsch. 27, 866 (1977). Comprehensive description: A. Post et al., Anal. Profiles Drug Subs. 9, 543-581 (1980).
Properties: bp0.6 202-210°. uv max (ethanol): 258, 307.5 nm (log e 4.50, 3.50). LD50 orally in rats, mice: 542.7, 424.0 mg/ml (Fowler).
Boiling point: bp0.6 202-210°
Absorption maximum: uv max (ethanol): 258, 307.5 nm (log e 4.50, 3.50)
Toxicity data: LD50 orally in rats, mice: 542.7, 424.0 mg/ml (Fowler)
 
Derivative Type: Dihydrochloride
CAS Registry Number: 440-17-5
Additional Names: Triftazin; triphthasine
Trademarks: Eskazinyl (SK & F); Eskazine (GSK); Jatroneural (Procter & Gamble); Modalina (Sanofi-Synthelabo); Stelazine (GSK); Terfluzine (Aventis)
Molecular Formula: C21H24F3N3S.2HCl
Molecular Weight: 480.42
Percent Composition: C 52.50%, H 5.45%, F 11.86%, N 8.75%, S 6.67%, Cl 14.76%
Properties: Cream colored fine powder from abs alc, mp 242-243°. Hygroscopic. Freely sol in water. Insol in dil base, ether, benzene. pK1 3.9, pK2 8.1. pH of 5% aq soln 2.2.
Melting point: mp 242-243°
pKa: pK1 3.9, pK2 8.1
 
Therap-Cat: Antipsychotic.
Keywords: Antipsychotic; Phenothiazines.

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