4-chloro-2,6-bis[2-methyl-(1,3-dioxolan-2-yl)]-pyridine | 269054-59-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-chloro-2,6-bis[2-methyl-(1,3-dioxolan-2-yl)]-pyridine
• 英文别名: 4-Chloro-2,6-bis(2-methyl-1,3-dioxolan-2-yl)pyridine；4-chloro-2,6-bis(2-methyl-1,3-dioxolan-2-yl)pyridine
• CAS: 269054-59-3
• 化学式: C₁₃H₁₆ClNO₄
• 分子量: 285.727
• InChiKey: CXVMPIFHLPMAOR-UHFFFAOYSA-N

物化性质

• 沸点：
  382.9±42.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.81
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-chloro-2,6-bis[2-methyl-(1,3-dioxolan-2-yl)]-pyridine 在 高氯酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 26.0h， 生成 4-[1,3-bis(dodecyloxy)propan-2-oxy]-2,6-diacetylpyridine
  参考文献：
  名称：

  Amphiphilic Pentaazamacrocyclic Manganese Superoxide Dismutase Mimetics

  摘要：

  Five newly functionalized pentaazamacrocyclic manganese complexes, with variable lengths and amounts of the aliphatic groups (three compounds with one linear chain containing 12, 16, and 22 carbon atoms, i.e., MnL1, MnL2, and MnL3, respectively, as well as two compounds containing two C12 and C16 chains, MnL4 and MnL5, respectively) that are derivatives of the known SOD mimetic, Mn(Me-2-Pyane), have been synthesized. These amphiphilic complexes were characterized by the ESI mass spectrometry, potentiometric titrations, light scattering, cyclic voltammetry, and direct stopped-flow determination of their SOD activity at pH 8.1 and 7.4 (in phosphate and HEPES buffers). The formation of supra-molecular aggregates that predominantly exist in the solution as a defined micellar/nanostructure assembly, with an average 400 nm size, has been demonstrated for MnL1. The biological effects of the selected complexes (MnL1 and MnL2) on the superoxide level in cytosol and mitochondria have been tested, as well as their effects on the prevention of the lipid peroxidation induced by paraquat. Advantages and disadvantages of the lipophilic pentaazamacrocyclic manganese SOD mimetics in comparison to the corresponding nonsubstituted SOD active complex have been discussed.

  DOI：

  10.1021/ic402469t
• 作为产物：
  描述：

  4-chloro-2,6-bis-(diazoacetyl)pyridine 在 氢碘酸 、 对甲苯磺酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 98.0h， 生成 4-chloro-2,6-bis[2-methyl-(1,3-dioxolan-2-yl)]-pyridine
  参考文献：
  名称：

  用于合成含镧系元素大环希夫碱的镧系元素的新合成子，该取代基具有可用于束缚的取代基

  摘要：

  由氯戊二酸制备在4-位被胺或醇基取代的2，6-二乙酰基吡啶。经由重氮中间体以高收率合成关键的4-氯衍生物，并在被各种氨基醇基团取代之前被保护为双-1,3-二恶烷。镧系元素大环四亚胺配合物是通过模板方法获得的，该方法可生成稳定的顺磁性和/或荧光衍生物，并具有可与大分子连接的锚定基团。

  DOI：

  10.1016/s0040-4020(00)00104-6

文献信息

• Synthetic Access to Derivatized Mn-Pyane as a Redox-modulated Pool of SODm
  作者：Andreas Scheitler、Felix Friedel、Ralph Puchta、Carlos Dücker-Benfer、Ivana Ivanović-Burmazović

  DOI：10.1002/zaac.201800140

  日期：2018.8.2

  fine‐tuning of the manganese centered redox potential, without significant change to the overall complex arrangement that is crucial for a correct comparison regarding their superoxide dismutase mimetic (SODm) capabilities. The crystal structure of the seven‐coordinate OMe‐substituted Mn‐pyane complex was obtained. The synthesized complexes will serve for future investigations related to an effect of complex

  在这项工作中，五氮杂大环Mn-吡喃的四种衍生物[pyane =反式-2,13-二甲基-3,6,9,12,18-五氮杂双环[12.3.1] -octadeca-1（18），14,16合成并表征了[-triene]配合物，在吡啶环上带有小的取代基，可以精细调节以锰为中心的氧化还原电位，而对整体配合物的布置没有重大改变，这对于正确比较它们的超氧化物歧化酶模拟物（SODm ）功能。获得了七配位的OMe取代的Mn-丙烷复合物的晶体结构。合成的配合物将用于与复合物氧化还原电势对其在SOD催化中的机械行为的影响有关的未来研究。