4-chloro-3-formyl-6-methoxyquinolin-2-one | 419566-57-7

• 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: 4-chloro-3-formyl-6-methoxyquinolin-2-one
• 英文别名: 4-chloro-6-methoxy-2-oxo-1H-quinoline-3-carbaldehyde
• CAS: 419566-57-7
• 化学式: C₁₁H₈ClNO₃
• 分子量: 237.642
• InChiKey: JGRKILDPFDQTEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-3-formyl-6-methoxyquinolin-2-one 在 氨 作用下， 以 乙醇 为溶剂， 以72%的产率得到4-Amino-6-methoxy-2-oxo-1,2-dihydro-quinoline-3-carbaldehyde
  参考文献：
  名称：

  Arul Prakash; Rajendran, Heterocyclic Communications, 2001, vol. 7, # 4, p. 353 - 358

  摘要：

  DOI：
• 作为产物：
  描述：

  3-phenylaminomethylene-6-methoxyquinoline-2,4-dione 在 三氯氧磷 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到4-chloro-3-formyl-6-methoxyquinolin-2-one
  参考文献：
  名称：

  Synthesis and antitumor activity of novel amsacrine analogs: The critical role of the acridine moiety in determining their biological activity

  摘要：

  A new series of N-[4-(2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)-phenyl]-methanesulfonamides was prepared and analyzed as novel amsacrine-like derivatives. Our preliminary biological evaluation has shown that the replacement of the acridine moiety with the analogous 2-oxo-2H-pyrano[2,3-b]quinoline system drastically reduced both their anticancer activity and their propency to intercalate into double stranded DNA. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.11.072

文献信息

• Synthesis and antitumor activity of novel amsacrine analogs: The critical role of the acridine moiety in determining their biological activity
  作者：Adriana Chilin、Giovanni Marzaro、Christine Marzano、Lisa Dalla Via、Maria Grazia Ferlin、Giovanni Pastorini、Adriano Guiotto

  DOI：10.1016/j.bmc.2008.11.072

  日期：2009.1

  A new series of N-[4-(2'-oxo-2H-pyrano[2,3-b]quinolin-5'-ylamino)-phenyl]-methanesulfonamides was prepared and analyzed as novel amsacrine-like derivatives. Our preliminary biological evaluation has shown that the replacement of the acridine moiety with the analogous 2-oxo-2H-pyrano[2,3-b]quinoline system drastically reduced both their anticancer activity and their propency to intercalate into double stranded DNA. (C) 2008 Elsevier Ltd. All rights reserved.
• Arul Prakash; Rajendran, Heterocyclic Communications, 2001, vol. 7, # 4, p. 353 - 358
  作者：Arul Prakash、Rajendran

  DOI：——

  日期：——