aceprometazine

Originator

Aceprometazine ,ZYF Pharm Chemical

Uses

Acepromethazine is a phenothiazine derivative that is often used in combination with Meprobamate (M227750) for the treatment of sleep disorders.

Definition

ChEBI: A phenothiazine compound having an acetyl group at the 2-position and a 2-(dimethylamino)-1-propyl group at the 10-position.

Manufacturing Process

In a 1 liter flask, equipped with stirrer, thermometer and nitrogen inlet, 241.0 g of 2-acetylphenothiazine (1 mole) is dissolved in 300 ml of dry dimethylformamide. When the 2-acetylphenothiazine is almost completely soluble, to this solution is added 275 ml of a 4 N solution of 1-dimethylamino- 2-chloropropane in toluene.
The mixture is heated to 50°C and 26.0 g (1.08 moles) of sodium hydride is added portion-wise, maintaining the temperature at 50°-60°C. The addition should take about 1 h. The reaction is allowed to stir for 3 h at 50°-60°C. Any excess hydride is destroyed by the cautious addition of 10 ml methanol, and the reaction mix is poured into 800 ml of 20% acetic acid.
The toluene layer is separated and extracted with 150 ml of 20% acetic acid, and discarded. The acid solutions are combined and washed once with toluene. The toluene is discarded. Fresh toluene (200 ml) is added and caustic solution is added with cooling and stirring until the pH is 9 or above. The toluene layer is separated. The aqueous layer is extracted once more with 75 ml of toluene and discarded. The toluene extracts are combined, given a small water wash, and concentrated. The residue is distilled yielding 10-[2- (dimethylamino)propyl]-2-acetylphenothiazine.

Therapeutic Function

Neuroleptic, Antitussive

Safety Profile

Poison by subcutaneous route.Moderately toxic by ingestion. A flammable liquid. Whenheated to decomposition it emits toxic vapors of NOx andSOx.

Raw materials

Preparation Products