chlorido(η6-p-cymene)(nalidixicato-κ2O,O')ruthenium(II)*toluene | 1290113-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: chlorido(η6-p-cymene)(nalidixicato-κ2O,O')ruthenium(II)*toluene
• 英文别名: [(cym)RuCl(nal)]*C7H8；1-ethyl-7-methyl-4-oxido-1,8-naphthyridin-1-ium-3-carboxylate;1-methyl-4-propan-2-ylbenzene;ruthenium(2+);toluene;chloride
• CAS: 1290113-95-9
• 化学式: C₇H₈*C₂₂H₂₅ClN₂O₃Ru
• 分子量: 594.116
• InChiKey: GGRGGIJMGMLPPV-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  36
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  chlorido(η6-p-cymene)(nalidixicato-κ2O,O')ruthenium(II)*toluene 、 水 以 水 为溶剂， 生成 [{(η⁶-p-cymene)Ru}₂(μ²-OH)₃]⁺
  参考文献：
  名称：

  Physicochemical Studies and Anticancer Potency of Ruthenium η⁶-p-Cymene Complexes Containing Antibacterial Quinolones

  摘要：

  With the aim of exploring the anticancer properties of organometallic compounds with bioactive ligands, Ru-(arene) compounds of the antibacterial quinolones nalidixic acid (2) and cinoxacin (3) were synthesized, and their physicochemical properties were compared to those of chlorido(e-p-cymene) (ofloxacinato-kappa O-2,O) ruthenium (II) (1). All compounds undergo a rapid. ligand exchange reaction from chlorido to aqua species. 2 and 3 are significantly more stable than 1 and undergo minor conversion to an unreactive [(cym)Ru(mu-OH)(3)Ru-(cym)](+) species (cym = eta(6)-p-cymene). In the presence of human serum albumin 1-3 form adducts with this transport protein within 20 min of incubation. With guanosine 5'-monophosphate (5'-GMP; as a simple model for reactions with DNA) very rapid reactions yielding adducts via its N7 atom were observed, sllustrating that DNA is a possible target for this compound class. A moderate capacity of inhibiting tumor cell proliferation in vitro was observed for 1 in CH1 ovarian cancer cells, when as 2 and 3 turned out to be inactive.

  DOI：

  10.1021/om101180c
• 作为产物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 1,4-二氢-1-乙基-7-甲基-4-羰基-1,8-二氮杂萘-3-羧酸钠盐 、 甲苯 以 甲醇 、 氯仿 为溶剂， 以65%的产率得到chlorido(η6-p-cymene)(nalidixicato-κ2O,O')ruthenium(II)*toluene
  参考文献：
  名称：

  Physicochemical Studies and Anticancer Potency of Ruthenium η⁶-p-Cymene Complexes Containing Antibacterial Quinolones

  摘要：

  With the aim of exploring the anticancer properties of organometallic compounds with bioactive ligands, Ru-(arene) compounds of the antibacterial quinolones nalidixic acid (2) and cinoxacin (3) were synthesized, and their physicochemical properties were compared to those of chlorido(e-p-cymene) (ofloxacinato-kappa O-2,O) ruthenium (II) (1). All compounds undergo a rapid. ligand exchange reaction from chlorido to aqua species. 2 and 3 are significantly more stable than 1 and undergo minor conversion to an unreactive [(cym)Ru(mu-OH)(3)Ru-(cym)](+) species (cym = eta(6)-p-cymene). In the presence of human serum albumin 1-3 form adducts with this transport protein within 20 min of incubation. With guanosine 5'-monophosphate (5'-GMP; as a simple model for reactions with DNA) very rapid reactions yielding adducts via its N7 atom were observed, sllustrating that DNA is a possible target for this compound class. A moderate capacity of inhibiting tumor cell proliferation in vitro was observed for 1 in CH1 ovarian cancer cells, when as 2 and 3 turned out to be inactive.

  DOI：

  10.1021/om101180c