2-(7-chloroquinolin-4-ylamino)phenol | 34463-25-7

• 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: 2-(7-chloroquinolin-4-ylamino)phenol
• 英文别名: 2-[(7-Chloroquinolin-4-yl)amino]phenol
• CAS: 34463-25-7
• 化学式: C₁₅H₁₁ClN₂O
• 分子量: 270.718
• InChiKey: DQOQXEMUAQXTBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(7-chloroquinolin-4-ylamino)phenol 、 溴乙酸甲酯 在 sodium methylate 作用下， 生成 4-(7-chloro-quinolin-4-yl)-4H-benzo[1,4]oxazin-3-one
  参考文献：
  名称：

  Allais,A. et al., Chimica Therapeutica, 1973, vol. 8, p. 154 - 168

  摘要：

  DOI：
• 作为产物：
  描述：

  4,7-二氯喹啉 、 邻乙酰氨基酚 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以68%的产率得到2-(7-chloroquinolin-4-ylamino)phenol
  参考文献：
  名称：

  阿莫地喹新类似物的合成及其抗疟活性。

  摘要：

  为了确定4'-酚基在氨二喹（AQ）的抗疟活性和/或细胞毒性中的真正意义，合成了对其功能进行了转移或修饰的类似物。对于无法形成分子内氢键的化合物，其体外抗疟活性良好。在合成的化合物中，新的氨基衍生物5对测试的对CQ耐药性最高的菌株表现出最大的选择性指数，并且在感染了伯氏疟原虫的小鼠中具有活性。

  DOI：

  10.1016/j.ejmech.2007.03.008

文献信息

• Quinolines derivatives as novel sunscreening agents
  作者：Hudson C. Polonini、Rafael M.P. Dias、Isabela O. Souza、Karla Mara Gonçalves、Tiago B.B. Gomes、Nádia R.B. Raposo、Adilson David da Silva

  DOI：10.1016/j.bmcl.2013.06.046

  日期：2013.8

  Currently, the research and development of sunscreens play an important role on the synthesis of actives that are stable in various kinds of formulations-in addition to their efficiency and broad spectrum of protection against ultraviolet radiation. Our objective here was to synthesize new sunscreening chemical agents using quinoline as a base molecule. Twelve quinoline derivatives were synthesized, four of them novel molecules, and their photoprotective activity was determined in vitro using diffuse transmittance spectrophotometry. We determined their SPF, UVAPF, UVA/UVB ratio, critical wavelength and Boots Star Rating. The quinolines derivatives presented a varied profile of photoprotection, their SPF ranging from 2 to 11 and their UVAPF from 2 to 7. In terms of the critical wavelength, all molecules were considered of broad-spectrum by different classifications. Regarding the Boots Star Rating, one compound received no rating, seven of them received a three stars rating, three received a four stars rating and three were given a five stars rating. The molecules showed in the present work have a wide range of possibilities for creating new sunscreen products, once they have good SPF or UVAPF for single molecules, and they also possess other different qualities that can act synergistically. (c) 2013 Elsevier Ltd. All rights reserved.
• Barlin Gordon B., Ireland Stephen J., Nguyen Trang M. T., Kotecka Barbara+, Austral. J. Chem., 47 (1994) N 6, S 1143-1154
  作者：Barlin Gordon B., Ireland Stephen J., Nguyen Trang M. T., Kotecka Barbara+

  DOI：——

  日期：——
• Synthesis and antimalarial activity of new analogues of amodiaquine
  作者：Sandrine Delarue-Cochin、Emilia Paunescu、Louis Maes、Elisabeth Mouray、Christian Sergheraert、Philippe Grellier、Patricia Melnyk

  DOI：10.1016/j.ejmech.2007.03.008

  日期：2008.2

  In order to determine the real significance of the 4'-phenolic group in the antimalarial activity and/or cytotoxicity of amodiaquine (AQ), analogues for which this functionality was shifted or modified were synthesized. Good in vitro antimalarial activity was obtained for compounds unable to form intramolecular hydrogen bond. Among the compounds synthesized, new amino derivative 5 displayed the greatest

  为了确定4'-酚基在氨二喹（AQ）的抗疟活性和/或细胞毒性中的真正意义，合成了对其功能进行了转移或修饰的类似物。对于无法形成分子内氢键的化合物，其体外抗疟活性良好。在合成的化合物中，新的氨基衍生物5对测试的对CQ耐药性最高的菌株表现出最大的选择性指数，并且在感染了伯氏疟原虫的小鼠中具有活性。
• Allais,A. et al., Chimica Therapeutica, 1973, vol. 8, p. 154 - 168
  作者：Allais,A. et al.

  DOI：——

  日期：——