(2-chloro-5,7-dimethylquinolin-3-yl)methanol | 1017464-08-2

• 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-chloro-5,7-dimethylquinolin-3-yl)methanol
• CAS: 1017464-08-2
• 化学式: C₁₂H₁₂ClNO
• 分子量: 221.686
• InChiKey: LNHSXHRPUHHWIF-UHFFFAOYSA-N

物化性质

• 沸点：
  382.5±37.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2-chloro-5,7-dimethylquinolin-3-yl)methanol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以30%的产率得到3-(bromomethyl)-2-chloro-5,7-dimethylquinoline
  参考文献：
  名称：

  Substituted Pyrrolidines and Methods of Use

  摘要：

  本发明涉及一种具有以下结构的化合物（I），其中R1、R2、R2A、R3、R3A、R4和R5如本文所定义。本发明涉及这些化合物及其在囊性纤维化治疗中的应用，以及它们的生产方法，包含它们的药物组合物，以及通过给予该发明的化合物来治疗囊性纤维化的方法。

  公开号：

  US20180099932A1
• 作为产物：
  描述：

  2-氯-5,7-二甲基-3-喹啉甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 (2-chloro-5,7-dimethylquinolin-3-yl)methanol
  参考文献：
  名称：

  Triazolothiadizepinylquinolines as potential MetAP-2 and NMT inhibitors: Microwave-assisted synthesis, pharmacological evaluation and molecular docking studies

  摘要：

  The enzymes MetAP-2 and NMT play a crucial role in the process of myristoylation of oncoproteins which is deregulated in many types of cancers. Execution of both these enzymes is considered as strategy for the intervention of various cancers and relative fungal infections, and hence the discovery of novel MetAP-2 and NMT inhibitors necessitate their high relevancy. In this investigation, we have synthesized a series of novel seven-membered triazolothiadiazepinyl quinolines 10(a-m) distinctively under microwave irradiation technique and identified as selective MetAP-2 and NMT inhibitors. Amongst the functionalized derivatives when evaluated for the in vitro antifungal assay, compounds 10b, 10c, 10e and 10f were considered promising due to notable inhibitory effects (MIC = 0.2 mg/mL) on Aspergillus fumigatus. Screening of the anticancer activity against NCI-60 Human tumor cell lines portrayed that conjugates 10b, 10c, 10e and 10f were found to be moderately effective against the Renal Cancer cell line UO-31. The data acquired from biological studies was further validated by molecular docking studies and p harmaco kinetic evaluation. (C) 2019 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2019.127445

文献信息

• Ir(I)‐Catalyzed Synthesis of ( <i>E</i> )‐4‐Benzylidenylacridines and ( <i>E</i> )‐2‐Styrylquinoline‐3‐carboxamide through Sequential Suzuki–Miyaura Coupling, Dehydrogenative Friedländer Reaction, and sp ³ ‐C–H Activation
  作者：Soda Prameela、Fazlur‐Rahman Nawaz Khan

  DOI：10.1002/ejoc.202000834

  日期：2020.9.7

  DESs mediated three (or) four‐component one‐pot assembly of (E)‐4‐benzylidenylacridin‐1(2H)‐ones (E)‐2‐styryl quinoline‐3‐carboxamides is described. The method involves the consecutive three carbon–carbon and one carbon–nitrogen bond formation in a single reaction vessel. Moreover, gram scale synthesis and detailed mechanistic study have been established.

  描述了一种由二铱（I）催化的DES介导的（E）-4-苄叉基ac啶-1（2H）-（E）-2-苯乙烯基喹啉3-羧酰胺的三（或）四组分单罐组装。该方法涉及在单个反应容器中连续形成三个碳-碳键和一个碳-氮键。此外，已经建立了克级合成法和详细的机理研究。
• Substituted Pyrrolidines and Methods of Use
  申请人：AbbVie S.à.r.l.

  公开号：US20180099932A1

  公开（公告）日：2018-04-12

  The invention discloses compounds of Formula (I) wherein R 1 , R 2 , R 2A , R 3 , R 3A , R 4 , and R 5 are as defined herein. The present invention relates to compounds and their use in the treatment of cystic fibrosis, methods for their production, pharmaceutical compositions comprising the same, and methods of treating cystic fibrosis by administering a compound of the invention.

  本发明涉及一种具有以下结构的化合物（I），其中R1、R2、R2A、R3、R3A、R4和R5如本文所定义。本发明涉及这些化合物及其在囊性纤维化治疗中的应用，以及它们的生产方法，包含它们的药物组合物，以及通过给予该发明的化合物来治疗囊性纤维化的方法。
• Triazolothiadizepinylquinolines as potential MetAP-2 and NMT inhibitors: Microwave-assisted synthesis, pharmacological evaluation and molecular docking studies
  作者：Saba Kauser J. Shaikh、Ravindra R. Kamble、Praveen K. Bayannavar、Shilpa M. Somagond、Shrinivas D. Joshi

  DOI：10.1016/j.molstruc.2019.127445

  日期：2020.3

  The enzymes MetAP-2 and NMT play a crucial role in the process of myristoylation of oncoproteins which is deregulated in many types of cancers. Execution of both these enzymes is considered as strategy for the intervention of various cancers and relative fungal infections, and hence the discovery of novel MetAP-2 and NMT inhibitors necessitate their high relevancy. In this investigation, we have synthesized a series of novel seven-membered triazolothiadiazepinyl quinolines 10(a-m) distinctively under microwave irradiation technique and identified as selective MetAP-2 and NMT inhibitors. Amongst the functionalized derivatives when evaluated for the in vitro antifungal assay, compounds 10b, 10c, 10e and 10f were considered promising due to notable inhibitory effects (MIC = 0.2 mg/mL) on Aspergillus fumigatus. Screening of the anticancer activity against NCI-60 Human tumor cell lines portrayed that conjugates 10b, 10c, 10e and 10f were found to be moderately effective against the Renal Cancer cell line UO-31. The data acquired from biological studies was further validated by molecular docking studies and p harmaco kinetic evaluation. (C) 2019 Elsevier B.V. All rights reserved.