Antazoline

Antazoline Basic information
Product Name:Antazoline
Synonyms:1H-Imidazole-2-methanamine, 4,5-dihydro-N-phenyl-N-(phenylmethyl)-;2-(N-Phenyl-N-benzylaminomethyl)imidazoline;2-[(N-Benzylanilino)methyl]-2-imidazol;2-[(N-Benzylanilino)methyl]-2-imidazoline;2-Imidazoline, 2-[(N-benzylanilino)methyl]-;2-Phenyl-benzyl-amino-methylimidazolin;4,5-Dihydro-N-phenyl-N-phenylmethyl-1H-imidazole-2-methanamine;5512-M
CAS:91-75-8
MF:C17H19N3
MW:265.35
EINECS:202-094-0
Product Categories:
Mol File:91-75-8.mol
Antazoline Structure
Antazoline Chemical Properties
Melting point 120-122°
Boiling point 398.57°C (rough estimate)
density 0.9786 (rough estimate)
refractive index 1.6080 (estimate)
pkapKa 6.65(H2O t = 25 I = 0.05) (Uncertain)
form A solid
Water Solubility 663.4mg/L(30 ºC)
CAS DataBase Reference91-75-8(CAS DataBase Reference)
NIST Chemistry ReferenceAntazoline(91-75-8)
Safety Information
Hazardous Substances Data91-75-8(Hazardous Substances Data)
ToxicityLD50 oral in mouse: 398mg/kg
MSDS Information
ProviderLanguage
Albalon-A English
Antazoline Usage And Synthesis
Chemical PropertiesWhite, odorless crystalline powder with bitter taste. Sparingly soluble in alcohol and water; practically insoluble in benzene and ether.
OriginatorAntistine HCl,Ciba,US,1948
UsesAntihistaminic.
DefinitionChEBI: 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 Process15.4 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 FunctionAntihistaminic
Safety ProfilePoison by ingestion, subcutaneous, and intraperitoneal routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.
Dimethylbenzylcarbinyl acetate Antazoline Sulfate ANTAZOLINE HCL,ANTAZOLINE HYDROCHLORIDE Benzylchloromethyl ether N-Methylaniline 3,3',5,5'-Tetramethylbenzidine dihydrochloride Benzyltrimethylammonium hydroxide Phenylacetone Benzyldimethylcarbinyl butyrate ANTAZOLINE DIHYDROCHLORIDE IMP. A (EP) AS DIHYDROCHLORIDE: N-(2-AMINOETHYL)-2-(BENZYLPHENYLAMINO)-ACETAMIDE DIHYDROCHLORIDE N,N-Dimethylaniline Aniline Benzyl Antazoline nitrate Quinazoline Antazoline ANTAZOLINE H3PO4,ANTAZOLINE PHOSPHATE SALT,ANTAZOLINE PHOSPHATE,ANTAZOLINE PHOSPHATE CRYSTALLINE Dihydromyrcenol

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