6-Chlor-3-(2-hydroxyethyl)-4-phenyl-2-chinolon | 65418-25-9

• 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: 6-Chlor-3-(2-hydroxyethyl)-4-phenyl-2-chinolon
• 英文别名: 6-chloro-3-(2-hydroxy-ethyl)-4-phenyl-1H-quinolin-2-one；6-chloro-3-(2-hydroxyethyl)-4-phenyl-1H-quinolin-2-one
• CAS: 65418-25-9
• 化学式: C₁₇H₁₄ClNO₂
• 分子量: 299.757
• InChiKey: ZTOAWQQABTUODI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Chlor-3-(2-hydroxyethyl)-4-phenyl-2-chinolon 在 PPA 作用下， 生成 6-chloro-4-phenyl-2,3-dihydro-furo[2,3-b]quinoline
  参考文献：
  名称：

  Furoquinolines; Part XI¹. A Novel AICl₃-Catalysed Rearrangement of 4-Phenyl-2,3-dihydrofuro[2,3-b]quinolines. A New Route to the 5,6-Benzophenanthridine System

  摘要：

  DOI：

  10.1055/s-1977-24568
• 作为产物：
  描述：

  2-氨基-5-氯二苯甲酮 、 γ-戊内酯 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以72%的产率得到6-Chlor-3-(2-hydroxyethyl)-4-phenyl-2-chinolon
  参考文献：
  名称：

  Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives

  摘要：

  A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.065

文献信息

• RAJA T. K., CURR. SCI. (INDIA), 1980, 49, NO 4, 147-150
  作者：RAJA T. K.

  DOI：——

  日期：——
• Synthesis and in vitro anti-hepatitis B virus activities of 4-aryl-6-chloro-quinolin-2-one and 5-aryl-7-chloro-1,4-benzodiazepine derivatives
  作者：Pi Cheng、Quan Zhang、Yun-Bao Ma、Zhi-Yong Jiang、Xue-Mei Zhang、Feng-Xue Zhang、Ji-Jun Chen

  DOI：10.1016/j.bmcl.2008.05.065

  日期：2008.7

  A series of 4-aryl-6-chloro-quinolin-2-ones and 5-aryl-7-chloro-1,4-benzodiazepine were synthesized and assayed for their in vitro anti-hepatitis B virus activities and cytotoxicities for the first time. Some of the tested compounds were active against HBsAg and HBeAg secretion in Hep G2.2.15 cells. Compound 5c showed IC50 of 0.074 and 0.449 mM on HBsAg and HBeAg secretions, respectively, which were 10 times higher than that of its analog 4c and led to better selective index (SI) values (SI = 23.2 and 3.4, respectively). (c) 2008 Elsevier Ltd. All rights reserved.
• Furoquinolines; Part XI¹. A Novel AICl₃-Catalysed Rearrangement of 4-Phenyl-2,3-dihydrofuro[2,3-<i>b</i>]quinolines. A New Route to the 5,6-Benzophenanthridine System
  作者：K. PARAMASIVAM、K. RAMASAMY、P. SHANMUGAM

  DOI：10.1055/s-1977-24568

  日期：——