Betaxolol hydrochloride, MCI-144, SL-75212, Betoptima, Kerlong, Betoptic, Kerlone

盐酸倍他洛尔 倍他洛尔 Chemical Name: (?-1-[4-[2-(Cyclopropylmethoxy)ethyl]phenoxy]-3-(isopropylamino)-2-propanol hydrochloride
CAS No. 63659-19-8, 63659-18-7 (free base)
项目整合开发状态: Launched-1983
项目研究机构: Alcon (Originator), Mitsubishi Pharma (Not Determined), Sanofi-Aventis (Licensee)
合成路线:The condensation of ethyl p-hydroxyphenylacetate (I) with benzyl chloride (II) by means of sodium ethoxide in refluxing ethanol gives ethyl p-(benzyloxy)phenylacetate (III),which is reduced with LiAlH4 in THF to 2-(p-benzyloxyphenyl)ethanol (IV).The etherification of (IV) with cyclopropyl bromide (A) by means of NaH in hot DMF affords 4-(cyclopropylmethoxyethyl)-1-benzyloxybenzene (V),which is debenzylated by hydrogenation with H2 and Pd/C in methanol giving rise to p-(cyclopropylmethoxyethyl)phenol (VI).The condensation of (VI) with epichlorohydrin (B) by means of NaOH in water yields 1-[p-(cyclopropylmethoxyethyl)phenoxy]-2,3-epoxypropane (VII),which is treated with isopropylamine (C) and finally with HCl in ether.