Antazoline Chemical Properties

Melting point:

120-122°

Boiling point:

398.57°C (rough estimate)

Density 

0.9786 (rough estimate)

refractive index 

1.6080 (estimate)

pka

pKa 6.65(H2O t = 25 I = 0.05) (Uncertain)

form 

A solid

color 

White to off-white

Water Solubility 

663.4mg/L(30 ºC)

CAS DataBase Reference

91-75-8(CAS DataBase Reference)

NIST Chemistry Reference

Antazoline(91-75-8)

Safety Information

Hazardous Substances Data

91-75-8(Hazardous Substances Data)

Toxicity

LD50 oral in mouse: 398mg/kg

MSDS

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Antazoline Usage And Synthesis

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

Uses

Antihistaminic.

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.

Antazoline(91-75-8)Related Product Information

• Dimethylbenzylcarbinyl acetate
• Quinazoline
• Oxazoline
• Benzyl acetate
• 3,3',5,5'-Tetramethylbenzidine dihydrochloride
• Benzyl chloromethyl ether
• Aniline
• Benzyldimethylcarbinyl butyrate
• Benzyltrimethylammonium hydroxide
• Dihydromyrcenol
• N-Methylaniline
• Benzoyl peroxide
• N,N-Dimethylaniline
• 1-Methylimidazole
• Benzyl chloride
• Benzyl alcohol
• Benzyl benzoate
• ANTAZOLINE HCL,ANTAZOLINE HYDROCHLORIDE