72. Acetophenazine

Nomenclature

CAS number: 2751-68-0
1-[10-[3-[4-(2-Hydroxyethyl)-1-piperazinyl]propyl]-10H-phenothiazin-2-yl]ethanone; 10-[3-[4-(2-hydroxyethyl)-1-piperazinyl]propyl]phenothiazin-2-yl methyl ketone; 2-acetyl-10-[3-[4-(β-hydroxyethyl)piperazinyl]propyl]phenothiazine; 1-(2-hydroxyethyl)-4-[3-(2-acetyl-10-phenothiazyl)propyl]piperazine.
C23H29N3O2S; mol wt 411.56.
C 67.12%, H 7.10%, N 10.21%, O 7.78%, S 7.79%.

Description and references

Prepd from 1-(2-hydroxyethyl)piperazine and 10-(3-chloropropyl)-2-acetylphenothiazine: Sherlock, Sperber, US 2985654 (1961 to Schering). Toxicity study: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972).

Chemical structure

Derivative

Dimaleate.

Nomenclature

CAS number: 5714-00-1
Tindal (Schering).
C23H29N3O2S.2C4H4O4; mol wt 643.70.
C 57.84%, H 5.79%, N 6.53%, O 24.86%, S 4.98%.

Properties

Crystals from ethanol, mp 167-168.5°. LD50 orally in rats: 433 mg/kg (Schafer).

Therapeutic Category

Antipsychotic.

Keywords

Antipsychotic; Phenothiazines