9834. Tymazoline

Nomenclature

CAS number: 24243-97-8
4,5-Dihydro-2-[[5-methyl-2-(1-methylethyl)phenoxy]methyl]-1H-imidazole; 2-[(thymyloxy)methyl]-2-imidazoline; 2-(thymyloxymethyl)glyoxalidine; 2-[(p-mentha-1,3,5-trien-2-yloxy)methyl]-2-imidazoline.
C14H20N2O; mol wt 232.32.
C 72.38%, H 8.68%, N 12.06%, O 6.89%.

Description and references

Prepd from an alkyl thymyloxyacetimidate and ethylenediamine: Sonn, US 2149473 (1939 to Ciba); Djerassi, Scholz, J. Am. Chem. Soc. 69, 1688 (1947). Pharmacology: Pham-Huu-Chanh et al., Therapie 24, 797 (1969).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

Pernazene (Synthelabo).
C14H20N2O.HCl; mol wt 268.78.
C 62.56%, H 7.88%, N 10.42%, O 5.95%, Cl 13.19%.

Properties

Crystals, mp 215-217° (Sonn); from water or methyl ethyl ketone + ethanol, mp 223.5-225° (Djerassi, Scholz).

Therapeutic Category

Nasal decongestant.

Keywords

α-Adrenergic Agonist; Decongestant