7783. Promazine

Nomenclature

CAS number: 58-40-2
N,N-Dimethyl-10H-phenothiazine-10-propanamine; 10-(3-dimethylaminopropyl)phenothiazine; RP-3276; Wy-1094; A-145.
C17H20N2S; mol wt 284.42.
C 71.79%, H 7.09%, N 9.85%, S 11.27%.

Description and references

Prepd by heating a xylene soln of phenothiazine and 3-dimethylamino-1-chloropropane in the presence of sodamide: Charpentier, US 2519886 (1950 to Rh^one-Poulenc).

Chemical structure

Properties

Oily liq. Amine odor. Alkaline reaction. bp0.3 203-210°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 53-60-1
Liranol (Wyeth); Promwill (Will-Pharma); Prazine (Wyeth); Protactyl (Wyeth); Sparine (Wyeth); Talofen (Fournier).
C17H20N2S.HCl; mol wt 320.88.
C 63.63%, H 6.60%, N 8.73%, S 9.99%, Cl 11.05%.

Properties

White to slightly yellow crystals, dec 181° (microblock). Oxidizes upon prolonged exposure to air and acquires a blue or pink color. Hygroscopic. One gram dissolves in about 3 ml water. Sol in methanol, ethanol, chloroform. Practically insol in ether, benzene. Aq solns are slightly acid to litmus. Incompatible with alkalies, oxidizing agents, heavy metals.

Therapeutic Category

Antipsychotic.

Therapeutic Category (Veterinary)

Tranquilizer.

Keywords

Antipsychotic; Phenothiazines