7-methoxy-3-(4-methoxy-phenyl)-1-ethyl-1H-quinolin-4-one | 1228466-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-methoxy-3-(4-methoxy-phenyl)-1-ethyl-1H-quinolin-4-one
• 英文别名: 1-ethyl-7-methoxy-3-(4-methoxyphenyl)-1H-quinolin-4-one；1-Ethyl-7-methoxy-3-(4-methoxyphenyl)quinolin-4-one
• CAS: 1228466-41-8
• 化学式: C₁₉H₁₉NO₃
• 分子量: 309.365
• InChiKey: YKTJSWNBTVFRFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-methoxy-3-(4-methoxy-phenyl)-1-ethyl-1H-quinolin-4-one 在 吡啶 、 氢溴酸 作用下， 以83%的产率得到7-hydroxy-3-(4-hydroxyphenyl)-1-ethyl-1H-quinolin-4-one
  参考文献：
  名称：

  Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics

  摘要：

  A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ER alpha and ER beta were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 mu M of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ER alpha and ER beta, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ER beta activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.030
• 作为产物：
  描述：

  2’-氨基-4’-甲氧基苯乙酮 在 吡啶 、 盐酸 、 thallium(III) nitrate trihydrate 、 sodium hydride 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 22.42h， 生成 7-methoxy-3-(4-methoxy-phenyl)-1-ethyl-1H-quinolin-4-one
  参考文献：
  名称：

  Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics

  摘要：

  A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ER alpha and ER beta were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 mu M of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ER alpha and ER beta, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ER beta activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.030

文献信息

• PHARMACEUTICAL AGENT COMPRISING QUINOLONE COMPOUND
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：EP2364706B1

  公开（公告）日：2015-07-29
• [EN] PHARMACEUTICAL AGENT COMPRISING QUINOLONE COMPOUND<br/>[FR] AGENT PHARMACEUTIQUE COMPRENANT UN COMPOSÉ DE QUINOLONE
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2010064701A1

  公开（公告）日：2010-06-10

  　本発明は、パーキンソン病の慢性進行性を阻止もしくはドパミン神経細胞をその病因から保護することにより神経機能障害の進行を抑制し、L-ドーパ服用時期までの期間を延長すると共に機能改善効果を有する薬剤を提供することを課題とする。本発明は、一般式（１）［式中、Ｒ１は、水素等を示す。Ｒ２は、水素等を示す。Ｒ3は、置換基を有していてもよいフェニル基等を示す。Ｒ４は、水素等を示す。Ｒ５は水素等を示す。Ｒ６は、水素等を示す。Ｒ７は、ヒドロキシ基等を示す。］ で表されるキノロン化合物又はその塩を含む薬剤を提供する。
• Design and synthesis of azaisoflavone analogs as phytoestrogen mimetics
  作者：Hyo Jin Gim、Hua Li、So Ra Jung、Yong Joo Park、Jae-Ha Ryu、Kyu Hyuck Chung、Raok Jeon

  DOI：10.1016/j.ejmech.2014.07.030

  日期：2014.10

  A series of azaisoflavone analogs were designed and synthesized and their transactivation activities and binding affinities for ER alpha and ER beta were investigated. Among these compounds, 2b and 3a were the most potent with 6.5 and 1.1 mu M of EC50, respectively. Molecular modeling study showed putative binding modes of the compound 3a in the active site of ER alpha and ER beta, which were similar with that of genistein and provided insight of the effect of N-alkyl substitution of azaisoflavones on ER beta activity. Also, a biphasic effect of azaisoflavone analogs on MCF-7 cell growth depending on their concentrations was investigated. (C) 2014 Elsevier Masson SAS. All rights reserved.