9685. Triflupromazine

Nomenclature

CAS number: 146-54-3
N,N-Dimethyl-2-(trifluoromethyl)-10H-phenothiazine-10-propanamine; 10-[3-(dimethylamino)propyl]-2-trifluoromethylphenothiazine; 2-trifluoromethyl-10-(γ-dimethylaminopropyl)phenothiazine; fluopromazine.
C18H19F3N2S; mol wt 352.42.
C 61.35%, H 5.43%, F 16.17%, N 7.95%, S 9.10%.

Description and references

Prepn: Yale et al., J. Am. Chem. Soc. 79, 4375 (1957); GB 813861 (1959 to SK & F). Comprehensive description of the hydrochloride: K. Florey, Anal. Profiles Drug Subs. 2, 523-550 (1973).

Chemical structure

Properties

Liquid, bp0.7 176°; bp0.4 162-164°. nD23 1.5780.

Derivative

Hydrochloride.

Nomenclature

CAS number: 1098-60-8
Psyquil (Sanofi-Synthelabo); Vesprin (BMS).
C18H19F3N2S.HCl; mol wt 388.88.
C 55.59%, H 5.18%, F 14.66%, N 7.20%, S 8.25%, Cl 9.12%.

Properties

Crystals from xylene, dec 173-174°. uv max: 255, 305 nm (E1%1cm 700, 90). Sol in water, ethanol, acetone. pH of 2% aq soln 4.1, if the pH is raised to 6.4, pptn of the free base results.

Therapeutic Category

Antipsychotic.

Therapeutic Category (Veterinary)

Tranquilizer.

Keywords

Antipsychotic; Phenothiazines