2683. Cyamemazine

Nomenclature

CAS number: 3546-03-0
10-[3-(Dimethylamino)-2-methylpropyl]-10H-phenothiazine-2-carbonitrile; 2-cyano-10-(3-dimethylamino-2-methylpropyl)phenothiazine; 10-(3-dimethylamino-2-methylpropyl)-3-cyanophenothiazine; cyamepromazine; RP-7204; TH-2602; Kyamepromazine; Cianatil; Tercian (Théraplix).
C19H21N3S; mol wt 323.46.
C 70.55%, H 6.54%, N 12.99%, S 9.91%.

Description and references

Prepn: Jacob, Robert, US 2877224 (1959 to Rh^one-Poulenc). Synthesis: Craig et al., J. Org. Chem. 26, 1138 (1961). Biotransformation studies: Robinson, J. Pharm. Pharmacol. 18, 19 (1966). Chemistry: Kiger, Kiger, Ann. Pharm. Fr. 23, 489 (1965).

Chemical structure

Properties

Yellow oil, bp0.2-0.5 205-220°; also reported as yellow powder, mp 89-96° (Kiger). Practically insol in water. Sol in ethanol and in organic solvents.

Derivative

Maleate.
C23H25N3O4S; mol wt 439.53.
C 62.85%, H 5.73%, N 9.56%, O 14.56%, S 7.30%.

Properties

Pale yellow plates from methanol-ethanol, mp 196-197° (Craig).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Phenothiazines