[Sn(5,7-dibromo-8-hydroxylquinoline)₂Cl₂] | 98693-30-2

• 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: [Sn(5,7-dibromo-8-hydroxylquinoline)₂Cl₂]
• 英文别名: 5,7-Dibromoquinolin-8-olate;tin(4+);dichloride；5,7-dibromoquinolin-8-olate;tin(4+);dichloride
• CAS: 98693-30-2
• 化学式: C₁₈H₈Br₄Cl₂N₂O₂Sn
• 分子量: 793.506
• InChiKey: QYJXWRAMTVTKRL-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  6.67
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tin (IV) chloride pentahydrate 、 5,7-二溴-8-羟基喹啉 以 甲醇 、 氯仿 为溶剂， 反应 48.0h， 以65%的产率得到[Sn(5,7-dibromo-8-hydroxylquinoline)₂Cl₂]
  参考文献：
  名称：

  High antitumor activity of 5,7-dihalo-8-quinolinolato tin(IV) complexes

  摘要：

  Three tin(IV) complexes [Sn(ClQ)(2)Cl-2] (1), [Sn(BrQ)(2)Cl-2] (2) and [Sn(ClIQ)(2)Cl-2] (3) were prepared (HClQ = 5,7-dichloro-8-hydroxylquinoline, H-BrQ = 5,7-dibromo-8-hydroxylquinoline, H-ClIQ = 5-chloro-7-iodo-8-hydroxylquinoline) and their in vitro cytotoxicities against BEL7404, SKOV-3, NCI-H460, HL-7702 cell lines were evaluated. The complexes showed high anti-proliferative activity toward the tested cell lines with IC50 values ranging from 20 nM to 5.11 mu M. Compared with 5,7-dihalo-8-quinolinol, most complexes exhibited significantly enhanced cytotoxicity (except 2 against SKOV-3 and NCI-H460). They also displayed some selective cytotoxicity favoring the tested tumor cells over the normal human liver HL-7702 cells. Compared with their quinolinol ligands, complexes 1-3 bind more strongly with DNA. Intercalation is the most probable binding mode for both the complexes and their quinolinol ligands. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.12.030

文献信息

• Synthesis and Characterization of 8-hydroxyquinoline Complexes of Tin(IV) and Their Application in Organic Light Emitting Diode
  作者：Yousef Fazaeli、Mostafa M. Amini、Ezzatollah Najafi、Ezeddin Mohajerani、Mohammad Janghouri、Amirreza Jalilian、Seik Weng Ng

  DOI：10.1007/s10895-012-1068-7

  日期：2012.9

  complexes of tin, Q2SnCl2 (Q = 2-methyl-8-hydroxyquinoline, 8-hydroxyquinoline, 5,7-dibromo-8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5,7-dichloro-8-hydroxyquinoline and 5-nitro-8-hydroxyquinoline) were prepared by reacting stannous dichloride with 8-hydroxyquinoline and its derivatives. All complexes were characterized by elemental analysis, mass spectrometry and infrared, UV–vis and 1H NMR spectroscopes

  锡、Q 2 SnCl 2的一系列 8-羟基喹啉配合物（Q = 2-甲基-8-羟基喹啉、8-羟基喹啉、5,7-二溴-8-羟基喹啉、5-氯-8-羟基喹啉、5,7 -二氯-8-羟基喹啉和 5-硝基-8-羟基喹啉）是通过二氯化亚锡与 8-羟基喹啉及其衍生物反应制备的。所有配合物均通过元素分析、质谱和红外、紫外-可见光和1H NMR 光谱仪。此外，通过单晶 X 射线衍射确定了具有代表性的复合物 dichlorido-bis(5-nitro-quinolin-8-olato-2N,O)tin(IV) 的分子结构。研究了所有制备的化合物的光致发光 (PL) 特性和选定复合物 (Q = 5-氯-8-羟基喹啉) 的电致发光 (EL) 特性。结果表明，8-羟基喹啉上的给电子或吸电子基团取代基可以调节发射波长。制备的复合物在 OLED 制造中的应用已经得到证实。