10086. Xylometazoline

Nomenclature

CAS number: 526-36-3
2-[[4-(1,1-Dimethylethyl)-2,6-dimethylphenyl]methyl]-4,5-dihydro-1H-imidazole; 2-(4-tert-butyl-2,6-dimethylbenzyl)-2-imidazoline.
C16H24N2; mol wt 244.38.
C 78.64%, H 9.90%, N 11.46%.

Description and references

α-Adrenergic agonist; topical vasoconstrictor. Prepn: Hüni, US 2868802 (1959 to Ciba). Pharmacology: S. Morimoto, H. Tanaka, Osaka-shiritsu Daigaku Igaku Zasshi 18, 211 (1969), C.A. 72, 20437n (1970). Comprehensive description: Y. Golander, W. J. DeWitte, Anal. Profiles Drug Subs. 14, 135-156 (1985). GC determn in plasma and urine: A. Sioufi et al., J. Chromatogr. 487, 81 (1989). Clinical trial in allergic rhinitis: M. Fradis et al., J. Laryngol. Otol. 101, 666 (1987); in nasal surgery: J. P. Campbell et al., Otolaryngol. Head Neck Surg. 107, 697 (1992).

Chemical structure

Properties

mp 131-133°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 1218-35-5
Novorin (Polfa); Olynth (Pfizer); Otrivine (Novartis); Xymelin (Nycomed).
C16H24N2.HCl; mol wt 280.84.
C 68.43%, H 8.97%, N 9.97%, Cl 12.62%.

Properties

Soly in water: up to 3%; also sol in methanol, ethanol. Practically insol in ether, benzene.

Therapeutic Category

Decongestant.

Keywords

α-Adrenergic Agonist; Decongestant