91-75-8

White, odorless crystalline powder with bitter taste. Sparingly soluble in alcohol and water; practically insoluble in benzene and ether.

Antistine HCl,Ciba,US,1948

Antihistaminic.

ChEBI: A member of the class of imidazolines that is 2-aminomethyl-2-imidazoline in which the exocyclic amino hydrogens are replaced by benzyl and phenyl groups. Antazoline is only found in individuals that have taken the drug.

15.4 parts of 2-chloromethylimidazoline hydrochloride, 45.8 parts of Nbenzylaniline and 150 parts of alcohol are heated in an oil bath at 100° to 110°C. After distilling off the alcohol, the reaction mass is maintained at this temperature for a further 3 hours and then triturated with water and 10 parts of sodium bicarbonate. The unconsumed benzylaniline is extracted with ether and the aqueous solution neutralized with dilute hydrochloric acid. By evaporating this solution and extracting the residue with alcohol there is obtained 2-(N-phenyl-N-benzylaminomethyl)imidazoline hydrochloride in the form of colorless crystals of melting point 227° to 229°C.

Antihistaminic

Antazoline is used for local application to the eye in allergic conjunctivitis.

Poison by ingestion, subcutaneous, and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.