5,7-diamino-8-hydroxyquinoline | 63195-45-9

• 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: 5,7-diamino-8-hydroxyquinoline
• 英文别名: 5,7-diamino-quinolin-8-ol；5,7-Diamino-chinolin-8-ol；5,7-Diaminoquinolin-8-ol
• CAS: 63195-45-9
• 化学式: C₉H₉N₃O
• 分子量: 175.19
• InChiKey: LZKZQHIHBPJQIL-UHFFFAOYSA-N

物化性质

• 熔点：
  274 °C
• 沸点：
  456.4±45.0 °C(Predicted)
• 密度：
  1.462±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,7-diamino-8-hydroxyquinoline 在 dipotassium hydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 甲醇 为溶剂， 生成 7-氨基喹啉-5,8-二酮
  参考文献：
  名称：

  Inverse electron demand Diels-Alder reactions of heterocyclic azadienes. Studies on the total synthesis of lavendamycin: investigative studies on the preparation of the CDE .beta.-carboline ring system and AB quinoline-5,8-quinone ring system

  摘要：

  DOI：

  10.1021/jo00350a069
• 作为产物：
  描述：

  5,7-二硝基喹啉-8-醇 在 钯 氢气 作用下， 以60%的产率得到5,7-diamino-8-hydroxyquinoline
  参考文献：
  名称：

  Investigating biological activity spectrum for novel quinoline analogues

  摘要：

  The lack of the wide spectrum of biological data is an important obstacle preventing the efficient molecular design. Quinoline derivatives are known to exhibit a variety of biological effects. lit the current publication, we tested a series of novel quinoline analogues for their photosynthesis-inhibiting activity (the inhibition of photosynthetic electron transport in spinach chloroplasts (Spinacia oleracea L.) and the reduction of chlorophyll content in Chlorella vulgaris Beij.). Moreover, antiproliferative activity was measured using SK-N-MC neuroepithelioma cell line. We described the structure-activity relationships (SAR) between the chemical structure and biological effects of the synthesized compounds. We also measured the lipophilicity of the novel compounds by means of the RP-HPLC and illustrate the relationships between the RP-HPLC retention parameter log K (the logarithm of capacity factor K) and log P data calculated by available programs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.11.020

文献信息

• Quinolinequinones. IV. Derivatives of 7-Hydroxy-5-8-quinolinequinone¹
  作者：Yolanda T. Pratt、Nathan L. Drake

  DOI：10.1021/ja01575a052

  日期：1957.9
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  作者：Musser, John H.

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• Claus; Dewitz, Journal fur praktische Chemie (Leipzig 1954), 1896, vol. <2> 53, p. 538
  作者：Claus、Dewitz

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