Chemical Properties
White, odorless crystalline powder with bitter taste. Sparingly soluble in alcohol and water; practically insoluble in benzene and ether.
Originator
Antistine HCl,Ciba,US,1948
Definition
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.
Manufacturing Process
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.
Therapeutic Function
Antihistaminic
Clinical Use
Antazoline is used for local application to the
eye in allergic conjunctivitis.
Safety Profile
Poison by ingestion, subcutaneous, and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.