4,24-Dimethyl-8,11,14,17,20-pentaoxa-3,25-diazatricyclo[19.4.0.02,7]pentacosa-1(21),2(7),3,5,22,24-hexaene | 76442-66-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,24-Dimethyl-8,11,14,17,20-pentaoxa-3,25-diazatricyclo[19.4.0.02,7]pentacosa-1(21),2(7),3,5,22,24-hexaene
• CAS: 76442-66-5
• 化学式: C₂₀H₂₆N₂O₅
• 分子量: 374.437
• InChiKey: BBVOBWZBTILVMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  无水蔡斯盐 、 4,24-Dimethyl-8,11,14,17,20-pentaoxa-3,25-diazatricyclo[19.4.0.02,7]pentacosa-1(21),2(7),3,5,22,24-hexaene 以 水 为溶剂， 以72.3%的产率得到
  参考文献：
  名称：

  Five-Coordinate Platinum Olefin Complexes: Synthesis, 1H NMR Investigations, and Crystal Structure of a Platinum .eta.2-Ethylene Crown Ether Complex

  摘要：

  The synthesis of derivatives of the tumor-inhibiting metal complex cisplatin (INN), cis-diamminedichloroplatinum(II), is presently aimed at achieving an improved water-solubility, a slower decomposition rate of the substance to toxic byproducts through shielding of the platinum using bulky groups as done in carboplatin,(1) and an improved membrane permeability through an increased lipophilia of the ligands. High lipophilic and kinetically inert Pt(IV) compounds are good candidates for oral application.(2)We used crown ethers, which, owing to their structure and their good solubility properties both in lipophilic and in hydrophilic media, meet the above mentioned requirements and are therefore suitable constituents for new complexes. Several platinum crown ether complexes are known in the Literature,(3,4) but in these adducts the platinum fragment is only Linked through hydrogen bonds to the macrocycle. We previously reported on a four-coordinate crown ether complex in which the platinum is involved in covalent bonding to the crown,(5) which shows reasonable antitumor activity. Here we describe the synthesis, magnetic properties, and X-ray structure analysis of the first example of a five-coordinate platinum crown ether complex with ethylene as the fifth ligand. The structural properties of this compound are in good agreement with those generally made for the rising number of five-coordinate platinum complexes with olefins and other sterically hindered ligands.(6)

  DOI：

  10.1021/ic00114a043
• 作为产物：
  描述：

  3-羟基-6-甲基吡啶 在 potassium tert-butylate 、 lead dioxide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 48.0h， 生成 4,24-Dimethyl-8,11,14,17,20-pentaoxa-3,25-diazatricyclo[19.4.0.02,7]pentacosa-1(21),2(7),3,5,22,24-hexaene
  参考文献：
  名称：

  Rebek, J.; Wattley, R. V., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 749 - 751

  摘要：

  DOI：

文献信息

• Rebek, J.; Wattley, R. V., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 749 - 751
  作者：Rebek, J.、Wattley, R. V.

  DOI：——

  日期：——
• Five-Coordinate Platinum Olefin Complexes: Synthesis, 1H NMR Investigations, and Crystal Structure of a Platinum .eta.2-Ethylene Crown Ether Complex
  作者：Andreas Gund、Bernhard K. Keppler、Bernhard Nuber

  DOI：10.1021/ic00114a043

  日期：1995.5

  The synthesis of derivatives of the tumor-inhibiting metal complex cisplatin (INN), cis-diamminedichloroplatinum(II), is presently aimed at achieving an improved water-solubility, a slower decomposition rate of the substance to toxic byproducts through shielding of the platinum using bulky groups as done in carboplatin,(1) and an improved membrane permeability through an increased lipophilia of the ligands. High lipophilic and kinetically inert Pt(IV) compounds are good candidates for oral application.(2)We used crown ethers, which, owing to their structure and their good solubility properties both in lipophilic and in hydrophilic media, meet the above mentioned requirements and are therefore suitable constituents for new complexes. Several platinum crown ether complexes are known in the Literature,(3,4) but in these adducts the platinum fragment is only Linked through hydrogen bonds to the macrocycle. We previously reported on a four-coordinate crown ether complex in which the platinum is involved in covalent bonding to the crown,(5) which shows reasonable antitumor activity. Here we describe the synthesis, magnetic properties, and X-ray structure analysis of the first example of a five-coordinate platinum crown ether complex with ethylene as the fifth ligand. The structural properties of this compound are in good agreement with those generally made for the rising number of five-coordinate platinum complexes with olefins and other sterically hindered ligands.(6)