8-β-Methallyloxy-chinolin | 128456-00-8

• 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: 8-β-Methallyloxy-chinolin
• 英文别名: 8-((2-methylallyl)oxy)quinoline；8-(2-Methylprop-2-enoxy)quinoline
• CAS: 128456-00-8
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: VESQXICFSMMZGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-β-Methallyloxy-chinolin 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 2-methyl-2-(phenylsulfanylmethyl)-3H-furo[3,2-h]quinoline
  参考文献：
  名称：

  Meinhold, H.; Muehlstaedt, M.; Muslih, R. M., Journal fur praktische Chemie (Leipzig 1954), 1989, vol. 331, # 1, p. 136 - 140

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-2-甲基丙烯 在 potassium iodide 作用下， 以45%的产率得到8-β-Methallyloxy-chinolin
  参考文献：
  名称：

  Meinhold, H.; Muehlstaedt, M.; Muslih, R. M., Journal fur praktische Chemie (Leipzig 1954), 1989, vol. 331, # 1, p. 136 - 140

  摘要：

  DOI：

文献信息

• Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides
  作者：Anil Balajirao Dapkekar、Gedu Satyanarayana

  DOI：10.1039/d4ob00105b

  日期：——

  2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate starting from aryl allyl ethers/allyl benzoates and diaryl diselenides under additive-free electrochemical conditions. This environmentally friendly method was achieved through constant current electrolysis in an undivided cell setup under acid, oxidant, or catalyst-free conditions. Additionally, this technique enabled the synthesis of a variety of β-hydroxy selenides

  这项工作演示了2-甲基-1-芳氧基-3-(芳基硒基)丙-2-醇/2-羟基-2-甲基-3-(芳基硒基)丙基2-(2-羟基-2-甲基)的电化学结构-3-(芳基硒基)丙氧基)苯甲酸酯，由芳基烯丙基醚/苯甲酸烯丙酯和二芳基二硒化物在无添加剂的电化学条件下起始。这种环保方法是通过在酸、氧化剂或无催化剂条件下在不分隔的电解槽装置中进行恒流电解来实现的。此外，该技术能够合成各种β-羟基硒化物，包括药物衍生物的后期功能化，在温和的反应条件下，各种底物的产率均达到良好至异常的收率。
• Synthesis and antiplasmodial evaluation of novel (4-aminobutyloxy)quinolines
  作者：Stéphanie Vandekerckhove、Christian Müller、Dieter Vogt、Carmen Lategan、Peter J. Smith、Kelly Chibale、Norbert De Kimpe、Matthias D’hooghe

  DOI：10.1016/j.bmcl.2012.10.094

  日期：2013.1

  A variety of 5-, 6- and 8-(4-aminobutyloxy) quinolines as novel oxygen analogues of known 4- and 8-(4-aminobutylamino)quinoline antimalarial drugs was generated from hydroxyquinolines through a three-step approach with a rhodium-catalyzed hydroformylation as the key step. Antiplasmodial assays of these new quinolines revealed micromolar potency for all representatives against a chloroquine-sensitive strain of Plasmodium falciparum, and three compounds showed submicromolar activity against a chloroquine-resistant strain of P. falciparum with IC50-values ranging between 150 and 680 nM. (C) 2012 Elsevier Ltd. All rights reserved.
• Evaluation of (4-aminobutyloxy)quinolines as a novel class of antifungal agents
  作者：Stéphanie Vandekerckhove、Hai Giang Tran、Tom Desmet、Matthias D’hooghe

  DOI：10.1016/j.bmcl.2013.06.014

  日期：2013.8

  Antifungal assessment of eighteen 5-, 6- and 8-(4-aminobutyloxy)quinolines revealed a significant susceptibility of the tested fungi and yeast strains (Candida albicans, Rhodotorula bogoriensis, Aspergillus flavus and Fusarium solani) toward different halo-substituted 8-(4-aminobutyloxy)quinolines. The six most potent compounds displayed antifungal activities similar to those of established antifungal agents such as Amphotericin B, Fluconazole and Itraconazole, and one representative also showed a promising broad-spectrum antifungal profile. The introduction of an aminoalkoxy side chain at the 8-position of a halo-substituted quinoline core might thus provide a new class of lead structures in the search for novel antifungal agents. (C) 2013 Elsevier Ltd. All rights reserved.
• MEINHOLD, H.;MUHLSTADT, M.;MUSLIH, R. M., J. PRAKT. CHEM., 331,(1989) N, C. 403
  作者：MEINHOLD, H.、MUHLSTADT, M.、MUSLIH, R. M.

  DOI：——

  日期：——
• Azabicyclo and azacyclo oxime and amine cholinergic agents and pharmaceutically acceptable salts thereof
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0445731B1

  公开（公告）日：1996-01-10