Cloperastine (INN) or cloperastin, in the forms of cloperastine hydrochloride (JAN) (brand names Hustazol, Nitossil, Seki) and cloperastine fendizoate (or hybenzoate), is an antitussive and antihistamine that is marketed as a cough suppressant in Japan, Hong Kong, and in some European countries.[1][2][3] It was first introduced in 1972 in Japan, and then in Italy in 1981.[4]
Side effects
Adverse effects may include sedation, drowsiness, heartburn, and thickening of bronchial secretions.[5]
The halogenation of 4-Chlorobenzhydrol [119-56-2] (1) with phosphorus tribromide in tetrachloromethane gives 1-(Bromophenylmethyl)-4-chlorobenzene [948-54-9] (2). Treatment with ethylenechlorohydrin (2-Chloroethanol) [107-07-3] (3) gives 1-(4-Chlorobenzhydryl)oxy-2-chloroethane [5321-46-0] (4). Reaction with piperidine (5) completes the synthesis of Cloperastine (6).
^Arnold H, Brock N, Kuhas E, Lorenz D. [Effect of antihistaminic substances. I. Chemical constitution and pharmacological effect of the basic benzhydrylethers]. Arzneimittelforschung. 1954;4(3):189-94. PMID:13159698.
^Anon., GB 1179945 (1970 to Yoshitomi Pharmaceutical).