5714-00-1

Tindal ,Schering ,US ,1961

Antipsychotic.

ChEBI: A maleate salt obtained by combining acetophenazine with two molar equivalents of maleic acid.

The requisite intermediate, 10-(3-chloropropyl)-2-acetylphenothiazineis prepared as follows: To a suspension of sodium amide (from 3 grams of sodium) in 300 ml of liquid ammonia is added 30 grams of 2- acetylphenothiazine. After stirring for one hour, there is added 19 grams of 1- bromo-3-chloropropane. The ammonia is allowed to evaporate and the residue is diluted with 200 ml of water. The mixture is extracted with ether and the ether solution is dried over anhydrous sodium sulfate, filtered and concentrated.
The residue consists of crude 10-(3-chloropropy1)-2-acetylphenothiazine as a viscous oil and is used in the next step without further purification. The crude base obtained from the reaction of 10-(3-chloropropyl)-2-acetylphenothiazine with 1-(2-hydroxyethyl)piperazine is purified by conversion to its dimaleate salt, MP 167-168.5°C from ethanol.

Tindal (Schering).

Tranquilizer

Poison by ingestion, intraperitoneal,and intravenous routes. Severe eye irritant.

Store at 4°C, stored under nitrogen