6-Chlor-3-acetamido-4-phenyl-2(1H)-chinolon | 2854-15-1

• 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-acetamido-4-phenyl-2(1H)-chinolon
• 英文别名: 6-Chlor-3-acetamino-4-phenyl-2(1H)-chinolon；3-acetylamino-6-chloro-4-phenyl-1H-quinolin-2-one；N-(6-chloro-2-oxo-4-phenyl-1H-quinolin-3-yl)acetamide
• CAS: 2854-15-1
• 化学式: C₁₇H₁₃ClN₂O₂
• 分子量: 312.755
• InChiKey: CFMOUJRBWKDBNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Chlor-3-acetamido-4-phenyl-2(1H)-chinolon 在 硫酸 作用下， 以 乙酸酐 为溶剂， 反应 2.0h， 生成 7-chloro-2-methyl-9-phenyl-[1,3]oxazolo[5,4-b]quinoline
  参考文献：
  名称：

  喹啉和1,4-苯并二氮杂PIN。二十二。5-苯基-1,3-二氢-2H-1,4-苯并二氮杂-2-酮的重排。

  摘要：

  DOI：

  10.1021/jo01013a054
• 作为产物：
  描述：

  乙酸酐 、 3-氨基-6-氯-4-苯基喹啉-2(1h)-酮 在 吡啶 作用下， 反应 4.0h， 以78%的产率得到6-Chlor-3-acetamido-4-phenyl-2(1H)-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

• 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.
• Quinazolines and 1,4-Benzodiazepines. XXII.¹ A Rearrangement of 5-Phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-ones²
  作者：R. Ian Fryer、L. H. Sternbach

  DOI：10.1021/jo01013a054

  日期：1965.2