网站主页>>>项目整合精选>>>项目整合精选>>>Levobunolol hydrochloride, AG-901, AGN-101291-A-L, W-7000A, Mirol, BetaSite(substained-release), Betagan, Vistagan, Gotensin

Levobunolol hydrochloride, AG-901, AGN-101291-A-L, W-7000A, Mirol, BetaSite(substained-release), Betagan, Vistagan, Gotensin

盐酸左布诺洛尔 左布诺洛尔 Chemical Name: (-)-5-[3-(tert-Butylamino)-2-hydroxypropoxy]-3,4-dihydro-1(2H)-naphthalenone hydrochloride
CAS No. 27912-14-7, 47141-42-4 (free base)
项目整合开发状态: Launched-1985
项目研究机构: Allergan (Originator), InSite Vision (Not Determined), Kaken (Marketer), Bausch & Lomb (Licensee), Kyorin (Licensee)
合成路线:The reaction of 5-hydroxy-7-tetralone (I) with epichlorohydrin (I) at reflux temperature gives 5-(3-chloro-2-hydroxypropoxy)-7-tetralone (III),which is then condensed with butylamine (IV) in refluxlng alcohol.
📌 参考资料/链接:
参考文献标题:3,4-Dihydroxynaphtalenoneoxy-2-hydroxypropylamines
文献作者:Shavel,J.Jr.; Farber,S.(Pfizer Inc.)
参考来源:BE 0739195; DE 1948144; DE 1967162; FR 2018626; GB 1223527; JP 48043734B; US 3641152

📄 详细内容


合成路线:The reaction of 5-hydroxy-7-tetralone (I) with epichlorohydrin (I) at reflux temperature gives 5-(3-chloro-2-hydroxypropoxy)-7-tetralone (III),which is then condensed with butylamine (IV) in refluxlng alcohol.

参考文献标题:Levobunolol Hydrochloride
文献作者:Castar,J.; Serradell,M.N.; Weetman,D.F.; Blancafort,P.
参考来源:Drugs Fut 1983,8(9),788


合成路线:It can be obtained in two different ways both starting from the sodium salt of 5-hydroxy-3,4-dihydro-1(2H)-naphthalenone (I):1) Its condensation with epichlorhydrine (A) in ethanol gives 5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone (II),which is then condensed with tert-butylamine (B) in refluxing ethanol.2) Its condensation with 3-chloro-1,2-propanediol (C) gives 5-(2,3-dihydroxy-propoxy)-3,4-dihydro-1(2H)-naphthalenone (III),which is esterified with tosyl chloride to the sulfonic ester (IV),and finally condensed with tert-butylamine.

参考文献标题:Bunolol
文献作者:Castar,J.; Arrigoni-Martelli,E.
参考来源:Drugs Fut 1976,1(9),403


合成路线:It can be obtained in two different ways both starting from the sodium salt of 5-hydroxy-3,4-dihydro-1(2H)-naphthalenone (I):1) Its condensation with epichlorhydrine (A) in ethanol gives 5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone (II),which is then condensed with tert-butylamine (B) in refluxing ethanol.2) Its condensation with 3-chloro-1,2-propanediol (C) gives 5-(2,3-dihydroxy-propoxy)-3,4-dihydro-1(2H)-naphthalenone (III),which is esterified with tosyl chloride to the sulfonic ester (IV),and finally condensed with tert-butylamine.
参考文献标题:Synthesis of 14C-labeled Bunolol
文献作者:Merrill,E.J.
参考来源:J Pharm Sci 1971,60(10),1589-91


产品链接: CAS No. 27912-14-7››

产品链接: CAS No.47141-42-4››