7-乙氧基-4-肼基-2-甲基喹啉 | 344561-79-1

• 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
• 中文名称: 7-乙氧基-4-肼基-2-甲基喹啉
• 英文名称: (7-Ethoxy-2-methyl-quinolin-4-yl)-hydrazine
• 英文别名: 7-Ethoxy-4-hydrazinyl-2-methylquinoline；(7-ethoxy-2-methylquinolin-4-yl)hydrazine
• CAS: 344561-79-1
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: SSDWYJMOYMHDIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-乙氧基-4-肼基-2-甲基喹啉 在 盐酸 、 sodium nitrite 作用下， 生成 4-Azido-7-ethoxy-2-methylquinoline
  参考文献：
  名称：

  Savini; Massarelli; Pellerano, Il Farmaco, 1993, vol. 48, # 4, p. 515 - 528

  摘要：

  DOI：
• 作为产物：
  描述：

  4-chloro-7-ethoxy-2-methyl-quinoline 在 一水合肼 作用下， 反应 0.08h， 以94%的产率得到7-乙氧基-4-肼基-2-甲基喹啉
  参考文献：
  名称：

  微波辅助合成4-喹啉基肼，然后还原硼化镍：一种方便的制备4-氨基喹啉及其衍生物的方法

  摘要：

  氯化镍（II）/硼氢化钠组合用于将4-肼基喹啉衍生物还原为相应的苯胺。该还原方案被有效地应用于单取代肼的还原裂解。我们在本文中描述了4-肼基喹啉的微波辅助合成，其提供了高产率和快速的两步法，用于在温和条件下合成4-氨基喹啉作为抗疟原体。

  DOI：

  10.1016/j.tetlet.2008.01.128

文献信息

• Design, Synthesis, and Structure–Activity Relationship Studies of 4-Quinolinyl- and 9-Acrydinylhydrazones as Potent Antimalarial Agents
  作者：Caterina Fattorusso、Giuseppe Campiani、Gagan Kukreja、Marco Persico、Stefania Butini、Maria Pia Romano、Maria Altarelli、Sindu Ros、Margherita Brindisi、Luisa Savini、Ettore Novellino、Vito Nacci、Ernesto Fattorusso、Silvia Parapini、Nicoletta Basilico、Donatella Taramelli、Vanessa Yardley、Simon Croft、Marianna Borriello、Sandra Gemma

  DOI：10.1021/jm7012375

  日期：2008.3.13

  synthesis, and biological investigation of novel antimalarial agents with low potential to develop resistance and structurally based on a highly conjugated scaffold. Starting from a new hit, the designed modifications were performed hypothesizing a specific interaction with free heme and generation of radical intermediates. This approach provided antimalarials with improved potency against chloroquine-resistant

  疟疾是贫困地区的主要健康问题，在这些地区，人们迫切需要以负担得起的价格购买新的抗寄生虫药。我们在此报告了新型抗疟疾药物的设计，合成和生物学研究，这些药物具有发展抗药性的低潜力，并且在结构上基于高度偶联的支架。从新的命中开始，进行设计的修饰，假设与游离血红素发生特定的相互作用并产生自由基中间体。与已知药物相比，该方法为抗疟药提供了增强的抗氯喹抗疟原虫能力。确定了许多结构-活性关系（SAR）趋势，在合成的类似物中，吡咯烷基甲基亚芳基和咪唑衍生物5r，5t，发现8b和8b是新系列中最有效的抗疟药。研究了新化合物的作用机理，并评估了它们的体内活性。
• Development of antitubercular compounds based on a 4-quinolylhydrazone scaffold. Further structure–activity relationship studies
  作者：Sandra Gemma、Luisa Savini、Maria Altarelli、Pierangela Tripaldi、Luisa Chiasserini、Salvatore Sanna Coccone、Vinod Kumar、Caterina Camodeca、Giuseppe Campiani、Ettore Novellino、Sandra Clarizio、Giovanni Delogu、Stefania Butini

  DOI：10.1016/j.bmc.2009.06.051

  日期：2009.8

  A series of 4-quinolylhydrazones was synthesized and tested in vitro against Mycobacterium tuberculosis. At a concentration of 6.25 mu g/mL, most of the newly synthesized compounds displayed 100% inhibitory activity against M. tuberculosis in cellular assays. Further screening allowed the identification of very potent antitubercular agents. Compound 4c was also tested in a time-course experiment and against mtb clinical isolates, displaying interesting results. (C) 2009 Elsevier Ltd. All rights reserved.
• Discovery of potent nucleotide-mimicking competitive inhibitors of hepatitis C virus NS3 helicase
  作者：Sandra Gemma、Stefania Butini、Giuseppe Campiani、Margherita Brindisi、Samantha Zanoli、Maria Pia Romano、Pierangela Tripaldi、Luisa Savini、Isabella Fiorini、Giuseppe Borrelli、Ettore Novellino、Giovanni Maga

  DOI：10.1016/j.bmcl.2010.09.002

  日期：2011.5

  Among the enzymes involved in the life cycle of HCV, the non-structural protein NS3, with its double function of protease and NTPase/helicase, is essential for the virus replication. Exploiting our previous knowledge in the development of nucleotide-mimicking NS3 helicase (NS3h) inhibitors endowed with key structural and electronic features necessary for an optimal ligand-enzyme interaction, we developed the tetrahydroacridinyl derivative 3a as the most potent NS3h competitive inhibitor reported to date (HCV NS3h K(i) = 20 nM). (C) 2010 Elsevier Ltd. All rights reserved.
• Bartolucci; Cellai; Di Filippo, Il Farmaco, 1992, vol. 47, # 6, p. 945 - 952
  作者：Bartolucci、Cellai、Di Filippo、Brizzi、Pellerano、Savini、Benedetto、Elia

  DOI：——

  日期：——
• Pellerano; Savini; Brizzi, Farmaco, Edizione Scientifica, 1985, vol. 40, # 7, p. 486 - 492
  作者：Pellerano、Savini、Brizzi

  DOI：——

  日期：——