8-(3-bromopropoxy)-2-methylquinoline | 1098378-29-0

• 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-(3-bromopropoxy)-2-methylquinoline
• 英文别名: 2-methyl-8-(3-bromopropoxy)quinoline
• CAS: 1098378-29-0
• 化学式: C₁₃H₁₄BrNO
• 分子量: 280.164
• InChiKey: PNXWCUZHJZQNFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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-(3-bromopropoxy)-2-methylquinoline 在 双(三甲基硫化硅) 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以1 g的产率得到1,2-bis(3-(2-methyquinolin-8-yloxy)propyl)disulfide
  参考文献：
  名称：

  Metal-induced fluorescence lifetime enhancement of quinaldine chromophore on gold nanoparticle surface

  摘要：

  据报道，共价附着在金 (Au) 纳米颗粒表面的质子化 8-丙氧基喹哪啶硫醇衍生物的纳米颗粒诱导荧光寿命增强的现象。观察到的寿命增强是由于质子化 PQT 相对于 Au 纳米颗粒的平行取向，导致质子化物质的偶极矩与其在纳米颗粒表面上形成的偶极图像耦合，从而导致发色团的偶极强度。荧光各向异性测量支持上述观察。这里提出的研究为调制荧光团的激发态特性提供了见解，以用于传感、非线性光学、光伏等领域的拟议应用。

  DOI：

  10.1039/c3nj00287j
• 作为产物：
  描述：

  8-羟基喹哪啶 、 1,3-二溴丙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以38.4%的产率得到8-(3-bromopropoxy)-2-methylquinoline
  参考文献：
  名称：

  Metal-induced fluorescence lifetime enhancement of quinaldine chromophore on gold nanoparticle surface

  摘要：

  据报道，共价附着在金 (Au) 纳米颗粒表面的质子化 8-丙氧基喹哪啶硫醇衍生物的纳米颗粒诱导荧光寿命增强的现象。观察到的寿命增强是由于质子化 PQT 相对于 Au 纳米颗粒的平行取向，导致质子化物质的偶极矩与其在纳米颗粒表面上形成的偶极图像耦合，从而导致发色团的偶极强度。荧光各向异性测量支持上述观察。这里提出的研究为调制荧光团的激发态特性提供了见解，以用于传感、非线性光学、光伏等领域的拟议应用。

  DOI：

  10.1039/c3nj00287j

文献信息

• Synthesis and antibacterial activity of 3-benzylamide derivatives as FtsZ inhibitors
  作者：Zhongping Hu、Shasha Zhang、Weicheng Zhou、Xiang Ma、Guangya Xiang

  DOI：10.1016/j.bmcl.2017.02.032

  日期：2017.4

  series of PC190723 derivatives was synthesized and investigated for their antimicrobial activity. The compounds exhibited good activity against several Gram-positive bacteria as determined by comparison of diameters of the zone of inhibition of test compounds and standard antibiotics. Compound 9 with a fluorine substitution on the phenyl ring showed the best antibacterial activity in the series against

  人类病理细菌的多药耐药菌株的出现和传播正在对全世界的公共卫生构成威胁。在当前的研究中，合成了一系列PC190723衍生物并研究了其抗菌活性。通过比较测试化合物和标准抗生素的抑制区域的直径来确定，该化合物对几种革兰氏阳性细菌表现出良好的活性。在苯环上具有氟取代基的化合物9在该系列中对耻垢分枝杆菌具有0.62的区域比，对于金黄色葡萄球菌具有0.44的区域比显示出最佳的抗菌活性。这项研究的结果表明，基于独特的3-甲氧基苯甲酰胺药效基团，
• SYNTHESIS AND LEISHMANICIDAL ACTIVITY OF NEW BIS-ALKYLQUINOLINES
  作者：WILSON CARDONA、VICTOR ARANGO、JORGE J DOMÍNGUEZ、SARA M ROBLEDO、DIANA L MUÑOZ、BRUNO FIGADERE、IVAN D VELEZ、JAIRO SÁEZ

  DOI：10.4067/s0717-97072013000200014

  日期：——
• Synthesis and leishmanicidal activity of quinoline–triclosan and quinoline–eugenol hybrids
  作者：Victor Arango、Jorge J. Domínguez、Wilson Cardona、Sara M. Robledo、Diana L. Muñoz、Bruno Figadere、Jairo Sáez

  DOI：10.1007/s00044-011-9886-8

  日期：2012.11

  In this study, hybrids 7-12 and 19-24 were synthesized via Williamson reaction of O-Quinaldine alkyl bromide plus eugenol and O-triclosan alkyl bromide plus 8-hydroxyquinaldine, respectively. Structures of the products were elucidated by spectroscopic analysis. The compounds synthesized were evaluated for antileishmanial activity against L. panamensis amastigotes and cytotoxic activity against U-937 cells. The compounds 19, 20, and 21 that are 8-hydroxyquinaldine linked to triclosan by 3, 4, and 5-carbon space, respectively, were more active against axenic amastigotes (EC (50) = 23.6, 9.7, and 4.1 mu g/ml, respectively). Compounds 19 and 21 were also active against intracellular amastigotes with EC (50) vales of 6.4 and 2.4 mu g/ml, respectively, making these compounds promising for the development of new antileishmanial drugs.Quinoline-triclosan and quinoline-eugenol hybrids were obtained using Williamson etherification reactions. Leishmanicidal activity and cytotoxicity of these compounds are reported.
• Metal-induced fluorescence lifetime enhancement of quinaldine chromophore on gold nanoparticle surface
  作者：Jisha Babu、Jino George、Ramavarma Luxmi Varma

  DOI：10.1039/c3nj00287j

  日期：——

  The phenomenon of nanoparticle-induced fluorescence lifetime enhancement of protonated 8-propoxyquinaldine thiol derivatives, covalently attached to the surface of gold (Au) nanoparticles, is reported. The observed lifetime enhancement occurs due to the parallel orientation of the protonated PQT with respect to the Au nanoparticle resulting in the coupling of the dipole moment of the protonated species with its dipole image formed on the surface of the nanoparticle giving rise to a net decrease of the dipole strength of the chromophore. Fluorescence anisotropy measurements support the above observation. The studies presented here provide insight towards modulating the excited state properties of a fluorophore for proposed applications in sensing, non-linear optics, photovoltaics, etc.

  据报道，共价附着在金 (Au) 纳米颗粒表面的质子化 8-丙氧基喹哪啶硫醇衍生物的纳米颗粒诱导荧光寿命增强的现象。观察到的寿命增强是由于质子化 PQT 相对于 Au 纳米颗粒的平行取向，导致质子化物质的偶极矩与其在纳米颗粒表面上形成的偶极图像耦合，从而导致发色团的偶极强度。荧光各向异性测量支持上述观察。这里提出的研究为调制荧光团的激发态特性提供了见解，以用于传感、非线性光学、光伏等领域的拟议应用。