4-chloro-2-(2-methyl)phenyl quinoline | 133131-90-5

• 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-2-(2-methyl)phenyl quinoline
• 英文别名: 4-chloro-2-o-tolyl-quinoline；4-Chlor-2-o-tolyl-chinolin；4-Chloro-2-(2-methylphenyl)quinoline
• CAS: 133131-90-5
• 化学式: C₁₆H₁₂ClN
• 分子量: 253.731
• InChiKey: KIQTUFRRPCJWSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 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：

  3-氨基-1,2-丙二醇 、 4-chloro-2-(2-methyl)phenyl quinoline 生成 3-[[2-(2-Methylphenyl)quinolin-4-yl]amino]propane-1,2-diol
  参考文献：
  名称：

  4-Aminoquinolines as a novel class of NR1/2B subtype selective NMDA receptor antagonists

  摘要：

  Screening of the Roche compound library led to the identification of 4-aminoquinoline 4 as structurally novel NR1/2B subtype selective NMDA receptor antagonist. The SAR which was developed in this series resulted in the discovery of highly potent and in vivo active blockers. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00470-5
• 作为产物：
  描述：

  2-methyl-N-phenyl-benzimidoyl chloride 在 paraffin oil 、 三氯氧磷 作用下， 生成 4-chloro-2-(2-methyl)phenyl quinoline
  参考文献：
  名称：

  Staskun, Journal of the South African Chemical Institute, 1956, vol. 9, p. 89

  摘要：

  DOI：

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。
• Synthesis and biological evaluation of new 2‑substituted‑4‑amino-quinolines and -quinazoline as potential antifungal agents
  作者：Tian-Hong Qin、Jian-Chuan Liu、Jin-Yuan Zhang、Lin-Xiu Tang、Yan-Ni Ma、Rui Yang

  DOI：10.1016/j.bmcl.2022.128877

  日期：2022.9

  Aiming to discover novel antifungal agents, a series of 2‑substituted‑4‑amino-quinolines and -quinazoline were prepared and characterized using IR, 1H NMR, 13C NMR, and HRMS spectroscopic techniques. Their antifungal activities against four invasive fungi were evaluated, and the results revealed that some of the target compounds exhibited moderate to excellent inhibitory potencies. The most promising

  为了发现新型抗真菌剂，制备了一系列2-取代-4-氨基喹啉和-喹唑啉，并使用IR、1 H NMR、13 C NMR和HRMS光谱技术对其进行了表征。评估了它们对四种侵​​入性真菌的抗真菌活性，结果显示一些目标化合物表现出中等至极好的抑制效力。最有希望的化合物III 11、III 14、III 15和III 23表现出强效和广谱的抗真菌活性，MIC 值为 4-32 μg/mL。机理研究表明，化合物III 11 ( N,2- di- p -tolylquinolin-4-amine hydrochloride) 不通过破坏真菌膜发挥抗真菌效力，这与许多传统的膜活性抗真菌药物有很大不同。同时，III 11还表现出诱导抗药性的可能性低，并且在小鼠血浆中具有优异的稳定性。此外，还讨论了一些有趣的结构-活性关系（SAR）。这些结果表明，一些 4-氨基喹啉可作为进一步发现抗真菌药物的新候选药物。
• The Vilsmeier cyclization of 2′-azido and 2′-aminochalcones—a mild one pot synthesis of 2-aryl-4-chloroquinoline and its N -formyl-1,2-dihydro derivatives
  作者：Shanmugam Akila、Srinivasan Selvi、Krishna Balasubramanian

  DOI：10.1016/s0040-4020(01)00220-4

  日期：2001.4

  The Vilsmeier cyclization of 2'-aminochalcones provides a mild one pot synthesis of 2-aryl-4-chloro-N-formyl-1,2-dihydroquinolines. The scope of the reaction has been extended for the synthesis of quinolines themselves, by replacing 2'-aminochalcones with 2'-azidochalcones as the starting material. The yields are reasonably good and a plausible mechanism for the formation of the products in each case has been discussed. (C) 2001 Elsevier Science Ltd. All rights reserved.
• US7683066B2
  申请人：——

  公开号：US7683066B2

  公开（公告）日：2010-03-23