合成2-[氮-取代苄基-3-（或4-）甲氧基]苯胺基-4-酮基-4,5-二氫呋喃-3-羧酸乙酯做為抗癌劑; Synthesis of Ethyl 2-[N-substituted benzyl-3-(or 4-)methoxy]anilino-4-oxo-4,5-dihydrofuran-3- carboxylate as Anticancer Agents

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题名:	合成2-[氮-取代苄基-3-（或4-）甲氧基]苯胺基-4-酮基-4,5-二氫呋喃-3-羧酸乙酯做為抗癌劑;Synthesis of Ethyl 2-[N-substituted benzyl-3-(or 4-)methoxy]anilino-4-oxo-4,5-dihydrofuran-3- carboxylate as Anticancer Agents
作者:	朱瑞元
贡献者:	中國醫藥大學藥物化學研究所
关键词:	抗有絲分裂劑;細胞致毒劑;苯胺基-4-酮基-4;5-二氫;喃-3-羧酸乙酯;antimitotic agents;cytotoxicity agent;anilino-4-oxo-4;5-dihydrofuran-3- carboxylate
日期:	1993
上传时间:	2009-12-24 11:01:36 (UTC+8)
摘要:	在持續尋找有效的抗有絲分裂劑及細胞致毒劑中，ethyl 2-(N-benzyl-2-anilino)-4-oxo-4,5-dihydrofuran- 3-carboxylate (5)選擇作為先導化合物。起始物diethyl malonate加入懸浮四氫呋喃之NaH中，之後再與chloroacetyl chloride反應，可得到中間體ethyl 2-ethoxy-4-oxo-4,5-dihydrofuran- 3-carboxylate (i)。中間體i與m-(或p-)anisidine縮合得ethyl 2-(3-methoxyanilino)-4-oxo-4,5-dihydrofuran- 3-carboxylate (2) 或ethyl 2-(4-methoxyanilino)-4-oxo-4,5- dihydrofuran-3-carboxylate (3)。化合物2和3與fluorobenzyl chloride反應即得標的化合物。然而這些化合物對於微小管聚合抑制及細胞致毒活性之篩選則尚在進行中，容後發表。; As part of our continuing search for potential antimitotic agents and cytotoxicity agent, ethyl 2-(N-benzyl-2-anilino)-4-oxo-4,5-dihydrofuran- 3-carboxylate (5) was selected as the lead compound. The starting material diethyl malonate was added to sodium hydride which suspended in tetrahydrofuran, and then treated with chloroacetyl chloride to yield ethyl 2-ethoxy-4-oxo-4,5-dihydrofuran- 3-carboxylate (i). The intermediate i was condensed with m- (or p-)anisidine to yield ethyl 2-(3-methoxyanilino)-4-oxo-4,5-dihydrofuran- 3-carboxylate (2) or ethyl 2-(4-methoxyanilino)-4-oxo-4,5- dihydrofuran-3-carboxylate (3). Treated compounds 2 and 3 with fluorobenzyl chloride to obtain the target compounds. Screening tests of the inhibition of tubulin polymerization and cytotoxicity of the synthetic compounds are in progress and will be published later.
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