7-哌啶甲基-8-羟基喹啉 | 6632-09-3

• 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-哌啶甲基-8-羟基喹啉
• 英文名称: 7-(piperidin-1-ylmethyl)quinolin-8-ol
• 英文别名: NSC57969；7-(Piperidin-1-ium-1-ylmethyl)quinolin-8-olate
• CAS: 6632-09-3
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: WXMFPLZGDXLEMN-UHFFFAOYSA-N

物化性质

• 熔点：
  194 °C
• 沸点：
  402.4±30.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-哌啶甲基-8-羟基喹啉 、 dodecyl bromoacetate 以 乙醇 为溶剂， 反应 6.0h， 以79%的产率得到
  参考文献：
  名称：

  Biocidal activity of some Mannich base cationic derivatives

  摘要：

  A novel series of cationic surfactants was prepared based on Mannich base (produced from the condensation of piperidine and/or morpholine as secondary amine and paraformaldehyde in the presence of 8-hydroxyquinoline). The chemical structures of the synthesized cationic surfactants were confirmed using elemental analyses, FTIR spectroscopy and H-1 NMR. Surface activities of the prepared surfactants were measured including: surface tension (gamma), critical micelle concentration (CMC), effectiveness (pi(CMC)), efficiency (Pc-20), maximum surface excess (Gamma(max)), minimum surface area (A(min)), interfacial tension (gamma(IT)), emulsification power and foaming power at 25 degrees C. The structural influences on their surface activities and adsorption free energy were discussed. The synthesized cationic surfactants were evaluated for their biocidal activity towards Gram +ve bacteria (Staph. Cocu., Bacillus), Gram -ve bacteria (Salmonella, E. coli), fungi (A. terrus., A.flav.) and yeast (Candida) at 1.0, 2.5 and 5.0 mg/mL, respectively. The target compounds showed good inhibition towards Gram +ve bacteria, Gram -ve bacteria and yeast. Meanwhile, excellent fungicidal results were obtained against the various types of fungi under investigation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.031
• 作为产物：
  描述：

  哌啶 、 8-羟基喹啉 、 聚合甲醛 以 乙醇 为溶剂， 反应 5.0h， 生成 7-哌啶甲基-8-羟基喹啉
  参考文献：
  名称：

  取代8-羟基喹啉锌配合物的荧光性质与结构关系的研究。

  摘要：

  由8-羟基喹啉金属络合物生产的有机发光二极管（OLED）在现代电致发光器件中起着至关重要的作用。本文采用不同的方法合成了一系列的8-羟基喹啉衍生物，并制备了相应的锌金属配合物。测量了配合物的紫外和荧光性质，旨在了解喹啉环上的取代基对配合物的荧光性质的影响。当8-羟基喹啉的C-5被卤素取代时，荧光发射波长发生了红移，同时，当8-羟基喹啉的C-5位置为2时，观察到荧光发射波长发生了蓝移。被吸电子基团取代。

  DOI：

  10.1007/s10895-018-2275-7

文献信息

• Theoretical and experimental studies on the fluorescence properties of aluminum(III), cadmium(II), zinc(II), and copper(II) complexes of substituted 8-hydroxyquinoline
  作者：Zhang Yuanyuan、Cheng Hongrui、Sun Qingrong、Chen Hongli、Yang Weiqing、Ma Menglin

  DOI：10.1177/1747519820973601

  日期：2021.5

  Fifty-five 8-hydroxyquinoline (8-HQ) derivatives are synthesized and the corresponding aluminum(III), cadmium(II), copper(II), and zinc(II) metal complexes are prepared and their fluorescent activi...

  合成了55种8-羟基喹啉（8-HQ）衍生物并制备了相应的铝（III）、镉（II）、铜（II）和锌（II）金属配合物及其荧光活性...
• Novel Quinoline-Hepcidine Antagonists
  申请人：Dürrenberger Franz

  公开号：US20120196853A1

  公开（公告）日：2012-08-02

  The present invention relates to novel hepcidin antagonists of the general formula (I), pharmaceutical compositions comprising them and the use thereof as medicaments, in particular for treatment of disorders in iron metabolism, such as, in particular, iron deficiency diseases and anaemias, in particular anaemias in connection with chronic inflammatory diseases (ACD: anaemia of chronic disease and AI: anaemia of inflammation).

  本发明涉及一种新型的肝铁蛋白拮抗剂，其一般式为(I)，包括它们的药物组合物以及将其用作药物的用途，特别是用于治疗铁代谢紊乱的疾病，如特别是铁缺乏病和贫血，特别是与慢性炎症性疾病相关的贫血（ACD：慢性疾病贫血和AI：炎症性贫血）。
• Chemistry of phosphorus ylides. Part 25 [1]. Interaction of hexaphenylcarbodiphosphorane with carbonyls, hydrazone, and Mannich bases. A synthesis of phosphoranylidenes, phosphobetaines, and oxaphosphinin
  作者：Medhat M. Said、Soher S. Maigali、Mansoura A. Abd-El-Maksoud、Fouad M. Soliman

  DOI：10.1007/s00706-007-0843-7

  日期：2008.11

  reacted with niclosamide and quinoline Mannich bases with the formation of the oxaphosphinins. When the Wittig reaction was performed with the new phosphoranes, the corresponding exocyclic olefins were obtained. On the other hand, the oxaphosphinins were produced when the phosphoranes were treated under the condition of a Hoffmann degradation reaction.

  烯丙基六苯基碳二膦烷与羰基的反应得到相应的亚磷叉基衍生物。另一方面，当使双膦烷与α-二酮和三酮反应时，获得稳定的磷酸甜菜碱。从双膦烷与的反应中分离出氮杂膦亚基。此外，双膦烷与烟酰胺和喹啉 曼尼希 碱反应 形成氧代膦。当用新的 膦烷进行维蒂希 反应时，获得了相应的环外烯烃。另一方面，当在 霍夫曼 降解反应条件下处理膦烷时，产生草酰膦 。
• An Inverse Electron Demand Azo-Diels–Alder Reaction of <i>o</i>-Quinone Methides and Imino Ethers: Synthesis of Benzocondensed 1,3-Oxazines
  作者：Dmitry V. Osipov、Vitaly A. Osyanin、Guzel’ D. Khaysanova、Elvira R. Masterova、Pavel E. Krasnikov、Yuri N. Klimochkin

  DOI：10.1021/acs.joc.8b00692

  日期：2018.4.20

  the reactions of o-quinone methide precursors with imino ethers. The reaction provides a versatile route to substituted 1,3-benzoxazines. The proposed reaction mechanism involves the generation of the o-quinone methide intermediates, imino-Diels–Alder reaction, and elimination. This cascade process is a rare example of the participation of imino ethers as dienophiles.

  我们已经研究了邻醌甲基化物前体与亚氨基醚的反应。该反应提供了取代的1，3-苯并恶嗪的通用途径。拟议的反应机制涉及邻醌甲基化物中间体的产生，亚氨基-狄尔斯-阿尔德反应和消除。这种级联过程是亚氨基醚作为亲双烯体参与的罕见例子。
• [EN] INHIBITORS OF JMJD2C AS ANTICANCER AGENTS<br/>[FR] INHIBITEURS DE JMJD2C UTILISÉS EN TANT QU'AGENTS ANTICANCÉREUX
  申请人：DAVID GLADSTONE INST

  公开号：WO2015167874A1

  公开（公告）日：2015-11-05

  The present disclosure provides compounds, pharmaceutical compositions and related methods for the treatment of cancer, e.g., castration-resistant prostate cancer (CRPC). Specifically, the present disclosure provides a series of 8-hydroxyquinoline derivatives which show cytotoxic effects on androgen-independent prostate cancer cells.

  本公开提供了化合物、制药组合物和相关方法，用于治疗癌症，例如去势抵抗性前列腺癌（CRPC）。具体而言，本公开提供一系列8-羟基喹啉衍生物，其对雄激素非依赖性前列腺癌细胞具有细胞毒性作用。