二丁基二[(2-羟基苯甲酰基)氧基]锡烷 | 14214-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二丁基二[(2-羟基苯甲酰基)氧基]锡烷
• 英文名称: (n-Bu)2Sn(O2CC6H4-o-OH)2
• CAS: 14214-24-5
• 化学式: C₂₂H₂₈O₆Sn
• 分子量: 507.171
• InChiKey: SEWORRWYWLQQNW-UHFFFAOYSA-L

物化性质

• 熔点：
  69-72 °C
• 沸点：
  537.8±60.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二正丁基氧化锡 、 水杨酸 以 苯 为溶剂， 以91%的产率得到二丁基二[(2-羟基苯甲酰基)氧基]锡烷
  参考文献：
  名称：

  Dimeric structures of di-n-butyltin(IV) ortho-substituted dibenzoates

  摘要：

  Reaction of (n-Bu)2SnO with ortho-substituted benzoic acids yielded the new tin(IV) derivatives (n-Bu)2Sn(O2CC6H4-o-OH)2 (1) and (n-Bu)2Sn(O2CC6H4-o-Cl)2 (2), whose X-ray analyses showed hydrogen bonding in 1 and long Sn-O bridges in 2, leading to dimeric formulations. Solid-state infrared and Sn-119m Mossbauer spectral data indicate carboxylate stretching frequencies and coordination at tin consistent with the X-ray structures. Comparison of related dicarboxylate tin compositions with similar structures reveals a correlation showing an increase in the C-Sn-C angle as the intermolecular Sn-O bond length decreases. The hydroxyl derivative 1 provides the first example of a hydrogen-bridged dimer formation. The geometry at tin is discussed in terms of a bicapped tetrahedron with four normal covalent bonds (two Sn-O and two Sn-C bond distances) and two longer Sn-O distances. The former define the tetrahedra and the latter the capped faces. The hydroxy derivative 1 crystallizes in the monoclinic space group P2(1)/c with a = 9.345 (3) angstrom, b = 24.086 (5) angstrom, c = 10.839 (3) angstrom, beta = 107.77 (2)-degrees, and Z = 4. The chloro derivative 2 crystallizes in the monoclinic space group P2,/c with a = 12.369 (2) angstrom, b = 8.830 (2) angstrom, c = 22.114 (5) angstrom, beta = 102.18 (2); and Z = 4. The final conventional unweighted residuals are 0.038 (1) and 0.028 (2).

  DOI：

  10.1021/om00042a039

文献信息

• Cytotoxic effect, antitumour activity and toxicity of organotin derivatives with ortho- or para-hydroxy-benzoic acids
  作者：Maria S. Agiorgiti、Angelos Evangelou、Patra Vezyraki、Sotiris K. Hadjikakou、Vasiliki Kalfakakou、Ioannis Tsanaktsidis、Anna Batistatou、John Zelovitis、Yannis V. Simos、Vasilios Ragos、Spyridon Karkabounas、Dimitrios Peschos

  DOI：10.1007/s00044-018-2135-7

  日期：2018.4

  The cytotoxic and antitumour activities of five organotin complexes (1–5) with o-hydroxy-benzoic or p-hydroxy-benzoic acids were evaluated in a series of in vitro and in vivo experiments. All complexes exhibited strong cytotoxic activity against all cancer cells lines, whereas complexes 1, 2 and 4 induced apoptosis at significantly lower doses than complexes 3 and 5. Human cancer cells treated with

  的细胞毒性抗肿瘤和五个有机锡配合物的活动（1 - 5）与ø -羟基苯甲酸或p -羟基苯甲酸的一系列体外和体内实验进行了评价。所有配合物表现出对所有癌细胞系的细胞毒性强酶活性，而复合物1，2和4在显著较低剂量比复合物诱导的细胞凋亡3和5。随着复合物的浓度处理的人癌细胞1，2和4逐渐失去以形成集落的能力。只有复合体1和2抑制大鼠平滑肌肉瘤细胞集落形成效率。向Wistar大鼠单次注射10 mg / kg体重的复合物1后，肝脏和肾脏的组织病理学显示轻度损害和肺水肿。在较高剂量（100 mg / kg体重）下，观察到脑干水肿。每天施用含1 mg / kg体重复合物1的荷瘤Wistar大鼠（平滑肌肉瘤）直至死亡，平均肿瘤生长率降低了3倍以上，平均存活时间延长了120％。这些发现表明，有机锡与正或对羟基苯甲酸的复合物具有强大的细胞毒性和抗肿瘤活性，可以用作潜在的化学治疗剂。