1-氯-3-(2-甲基苯基)异喹啉 | 54463-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-氯-3-(2-甲基苯基)异喹啉
• 英文名称: 1-chloro-3-o-tolyl-isoquinoline
• 英文别名: 1-Chlor-3-o-tolyl-isochinolin；1-Chloro-3-(2-methylphenyl)isoquinoline
• CAS: 54463-75-1
• 化学式: C₁₆H₁₂ClN
• 分子量: 253.731
• InChiKey: FXDUGEWBUJHWRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-氯-3-(2-甲基苯基)异喹啉 在 磷化氢 、 氢碘酸 作用下， 生成 3-(o-tolyl)isoquinoline
  参考文献：
  名称：

  Bethmann, Chemische Berichte, 1899, vol. 32, p. 1113

  摘要：

  DOI：
• 作为产物：
  描述：

  邻甲基苯腈 在 正丁基锂 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 生成 1-氯-3-(2-甲基苯基)异喹啉
  参考文献：
  名称：

  Synthesis of new 3-Arylisoquinolinamines: effect on topoisomerase I inhibition and cytotoxicity

  摘要：

  To investigate the structure-activity relationships of 3-arylisoquinolines, diverse substituted 3-aryisoquinolinamines were synthesized and tested in vitro antitumor activity against four tumor cell lines. Some of the compounds showed potent topoisomerase I inhibitory activity. Docking study of 7d with topoisomerase I-DNA complex was also performed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.001

文献信息

• Quinolines useful as modulators of ion channels
  申请人：Termin Andreas

  公开号：US20070099873A1

  公开（公告）日：2007-05-03

  The present invention relates to compounds useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及一种作为离子通道抑制剂有用的化合物。本发明还提供了包含本发明化合物的药学上可接受的组合物，并且提供了使用这些组合物治疗各种疾病的方法。
• Quinolines Useful as Modulators of ION Channels
  申请人：Termin Andreas

  公开号：US20100137331A1

  公开（公告）日：2010-06-03

  The present invention relates to compounds useful as inhibitors of ion channels. The invention also provides pharmaceutically acceptable compositions comprising the compounds of the invention and methods of using the compositions in the treatment of various disorders.

  本发明涉及用作离子通道抑制剂的化合物。本发明还提供包含本发明化合物的药学上可接受的组合物以及使用这些组合物治疗各种疾病的方法。
• Bethmann, Chemische Berichte, 1899, vol. 32, p. 1111
  作者：Bethmann

  DOI：——

  日期：——
• Molecular modeling of 3-arylisoquinoline antitumor agents active against A-549. A comparative molecular field analysis study
  作者：Won-Jea Cho、Eui-Ki Kim、Il Yeong Park、Eun Young Jeong、Tae Sung Kim、Thanh Nguyen Le、Dae-Duk Kim、Eung-Seok Lee

  DOI：10.1016/s0968-0896(02)00137-2

  日期：2002.9

  A series of 58 3-arylisoquinoline antitumor agents were investigated for defining the pharmacophore model using comparative molecular field analysis (CoMFA) program. The studied compounds related to bioisostere of benzophenanthridine alkaloid were synthesized and evaluated for antitumor cytotoxicity against human lung tumor cell (A 549). In order to perform the systematic molecular modeling study of these compounds, the conformational search was carried out based on the single X-ray crystallographic structure of 7,8-dimethoxy-3-phenylisoquinolin-(2H)-one (2). Interestingly, two types of structures having different dihedral angles between the isoquinoline ring and 3-aryl ring were found in the crystals. Therefore, CoMFA was performed two different, overlapping ways. The alignments of the structures were based on the common isoquinoline ring and 3-aryl ring. The 3-D-quantitative structure-activity relationship study resulted in significant cross-validated, conventional r(2) values equal to 0.715 and 0.927, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.
• US7683066B2
  申请人：——

  公开号：US7683066B2

  公开（公告）日：2010-03-23