6966. Oxymetazoline
Nomenclature
CAS number: 1491-59-4
3-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-6-(1,1-dimethylethyl)-2,4-dimethylphenol; 6-tert-butyl-3-(2-imidazolin-2-ylmethyl)-2,4-dimethylphenol; 2-(4-tert-butyl-2,6-dimethyl-3-hydroxybenzyl)-2-imidazoline; H-990; Navisin; Hazol; Rhinofrenol; Rhinolitan (3M Pharma); Sinerol; Nezeril (Draco). C16H24N2O; mol wt 260.37.
C 73.81%, H 9.29%, N 10.76%, O 6.14%.
Description and references
Prepd from (4-tert-butyl-2,6-dimethyl-3-hydroxyphenyl)acetonitrile and ethylenediamine: Fruhstorfer, Mueller-Calgan, DE 1117588 (1961 to E. Merck), C.A. 57, 4674a (1962). Toxicity data: Hotovy et al., Arzneim.-Forsch. 11, 1016 (1961).
Properties
Crystals from benzene, mp 181-183°.Derivative
Hydrochloride.Nomenclature
CAS number: 2315-02-8
Afrazine (Schering-Plough); Afrin (Schering-Plough); Iliadin (Meda); Nafrine; Nasivin (Merck KGaA); Oxilin (Allergan); Sinex (LaChartre). C16H24N2O.HCl; mol wt 296.84.
C 64.74%, H 8.49%, N 9.44%, O 5.39%, Cl 11.94%.
Properties
Crystals, dec 300-303°. Freely sol in water, alcohol. Practically insol in ether, chloroform, benzene. LD50 orally in mice: 10 mg/kg (Hotovy).Note
Ingredient of Drixin.Therapeutic Category
Adrenergic (vasoconstrictor); nasal decongestant.
Keywords
α-Adrenergic Agonist; Decongestant