bis{dichloro[η⁶-N-(phenylpropyl)(4-dimethylamino)-1,8-naphthalimide]ruthenium(II)} | 1396228-47-9

• 英文名称: bis{dichloro[η⁶-N-(phenylpropyl)(4-dimethylamino)-1,8-naphthalimide]ruthenium(II)}
• CAS: 1396228-47-9
• 化学式: C₄₆H₄₄Cl₄N₄O₄Ru₂
• 分子量: 1060.83
• InChiKey: CXFQKKNPQVEDHH-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  bis{dichloro[η⁶-N-(phenylpropyl)(4-dimethylamino)-1,8-naphthalimide]ruthenium(II)} 、 1,3,5-三氮杂-7-磷杂金刚烷 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 以83%的产率得到{dichloro[η⁶-N-(phenylpropyl)(4-dimethylamino)-1,8-naphthalimide](pta)ruthenium(II)}
  参考文献：
  名称：

  Naphthalimide-Tagged Ruthenium–Arene Anticancer Complexes: Combining Coordination with Intercalation

  摘要：

  Ruthenium(II) arene compounds have been modified with the naphthalimide group, tethered via the arene ligand, i.e. {dichloro[eta(6)-N-(phenylalkyl)(4-dimethylamino)-1,8-naphthalimide](pta)ruthenium(II)} (alkyl = methyl, ethyl, propyl, pta = 1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane), or via an imidazole group, i.e. {dichloro(eta(6)-arene)-(N-[3-(imidazol-1-yl)propyl]-1,8-naphthalimide)ruthenium(II)} (II)} (arene = p-cymene, toluene). All the compounds are reasonably cytotoxic (ca. 2-49 mu M) toward cancer cells, and the arene-linked compounds also display selectivity in that they are less cytotoxic toward model healthy cells. Mechanistic studies show that the ruthenium center does not readily react with DNA but preferentially binds to proteins. In contrast, the naphthalimide group is a strong DNA intercalator, and combined, the complexes might be expected to simultaneously cross-link DNA and proteins.

  DOI：

  10.1021/om3007079
• 作为产物：
  描述：

  ruthenium(III) chloride trihydrate 、 N-[3-(cyclohexa-1,4-dienyl)propyl](4-dimethylamino)-1,8-naphthalimide 以 水 、 丙酮 为溶剂， 反应 2.0h， 以44%的产率得到bis{dichloro[η⁶-N-(phenylpropyl)(4-dimethylamino)-1,8-naphthalimide]ruthenium(II)}
  参考文献：
  名称：

  Naphthalimide-Tagged Ruthenium–Arene Anticancer Complexes: Combining Coordination with Intercalation

  摘要：

  Ruthenium(II) arene compounds have been modified with the naphthalimide group, tethered via the arene ligand, i.e. {dichloro[eta(6)-N-(phenylalkyl)(4-dimethylamino)-1,8-naphthalimide](pta)ruthenium(II)} (alkyl = methyl, ethyl, propyl, pta = 1,3,5-triaza-7-phosphatricyclo[3.3.1.1]-decane), or via an imidazole group, i.e. {dichloro(eta(6)-arene)-(N-[3-(imidazol-1-yl)propyl]-1,8-naphthalimide)ruthenium(II)} (II)} (arene = p-cymene, toluene). All the compounds are reasonably cytotoxic (ca. 2-49 mu M) toward cancer cells, and the arene-linked compounds also display selectivity in that they are less cytotoxic toward model healthy cells. Mechanistic studies show that the ruthenium center does not readily react with DNA but preferentially binds to proteins. In contrast, the naphthalimide group is a strong DNA intercalator, and combined, the complexes might be expected to simultaneously cross-link DNA and proteins.

  DOI：

  10.1021/om3007079