10-chloro-11-methyl-11H-indeno[1,2-b]quinoline | 119971-30-1

• 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: 10-chloro-11-methyl-11H-indeno[1,2-b]quinoline
• CAS: 119971-30-1
• 化学式: C₁₇H₁₂ClN
• 分子量: 265.742
• InChiKey: PWEKJYXCULHENK-UHFFFAOYSA-N

物化性质

• 沸点：
  407.8±33.0 °C(Predicted)
• 密度：
  1.279±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  对氨基苯酚 、 10-chloro-11-methyl-11H-indeno[1,2-b]quinoline 在 盐酸 作用下， 以 乙二醇乙醚 、 水 为溶剂， 反应 3.0h， 以55%的产率得到4-((11-methyl-11H-indeno[1,2-b]quinolin-10-yl)amino)phenol
  参考文献：
  名称：

  Structure–activity relationship of indoloquinoline analogs anti-MRSA

  摘要：

  Indolo[3,2-b]quinoline analogs (3a-3s), 4-(acridin-9-ylamino) phenol hydrochloride (4), benzofuro[3,2-b]quinoline (3t), indeno[1,2-b] quinolines (3u and 3v) have been synthesized. Those compounds were found to exhibit anti-bacterial activity towards Methicillin-resistant Staphylococcus aureus (anti-MRSA activity). Structure-activity relationship studies were conducted that indoloquinoline ring, benzofuro-quinoline ring and 4-aminophenol group are essential structure for anti-MRSA activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.058
• 作为产物：
  描述：

  在 三氯氧磷 作用下， 反应 2.0h， 生成 10-chloro-11-methyl-11H-indeno[1,2-b]quinoline
  参考文献：
  名称：

  Structure–activity relationship of indoloquinoline analogs anti-MRSA

  摘要：

  Indolo[3,2-b]quinoline analogs (3a-3s), 4-(acridin-9-ylamino) phenol hydrochloride (4), benzofuro[3,2-b]quinoline (3t), indeno[1,2-b] quinolines (3u and 3v) have been synthesized. Those compounds were found to exhibit anti-bacterial activity towards Methicillin-resistant Staphylococcus aureus (anti-MRSA activity). Structure-activity relationship studies were conducted that indoloquinoline ring, benzofuro-quinoline ring and 4-aminophenol group are essential structure for anti-MRSA activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.058

文献信息

• Synthesis and antitumor activity of fused tetracyclic quinoline derivatives. 1
  作者：Masatoshi Yamato、Yasuo Takeuchi、Kuniko Hashigaki、Yuji Ikeda、Ming Rong Chang、Kyoko Takeuchi、Mayumi Matsushima、Takashi Tsuruo、Tazuko Tashiro

  DOI：10.1021/jm00126a025

  日期：1989.6

  Several fused tri- and tetracyclic quinolines (I and II) with [2-methoxy-4-[(methylsulfonyl)amino]phenyl]amino or [3-(N,N-dimethylamino)propyl]amino side chains were prepared, and their DNA intercalative properties, KB cytotoxicity, antitumor activity (P388 leukemia), and ability to induce topoisomerase II dependent DNA cleavage were investigated. Some compounds having both intercalative ability and

  制备了几个带有[2-甲氧基-4-[（甲基磺酰基）氨基]苯基]氨基或[3-（N，N-二甲基氨基）丙基]氨基侧链的稠合三环和四环喹啉（I和II），研究了DNA插入特性，KB细胞毒性，抗肿瘤活性（P388白血病）以及诱导拓扑异构酶II依赖性DNA裂解的能力。发现一些同时具有嵌入能力和KB细胞毒性的化合物在体内是无活性的。但是，在体内诱导拓扑异构酶II依赖性DNA切割的能力与抗肿瘤活性之间存在正相关。茚并（13a），苯并呋喃（21a）和苯并噻吩并（22a）喹啉衍生物在体外和体内均表现出与m-AMSA相当的抗肿瘤活性。它们还插入DNA并诱导拓扑异构酶II依赖性DNA切割。
• YAMATO, MASATOSHI;TAKEUCHI, YASUO;HISHIGAKI, KUNIKO;IKEDA, YUJI;MING-RONG+, J. MED. CHEM., 32,(1989) N, C. 1295-1300
  作者：YAMATO, MASATOSHI、TAKEUCHI, YASUO、HISHIGAKI, KUNIKO、IKEDA, YUJI、MING-RONG+

  DOI：——

  日期：——