2-[4-(3-Carboxy-propionylamino)-benzyl]-malonic acid di-tert-butyl ester | 200942-37-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[4-(3-Carboxy-propionylamino)-benzyl]-malonic acid di-tert-butyl ester
• 英文别名: 4-[4-[3-[(2-Methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonyl]-3-oxopropyl]anilino]-4-oxobutanoic acid
• CAS: 200942-37-6
• 化学式: C₂₂H₃₁NO₇
• 分子量: 421.491
• InChiKey: VUCKSLFOSDLBPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[4-(3-Carboxy-propionylamino)-benzyl]-malonic acid di-tert-butyl ester 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-[[4-[[4-[3-[(9,10-Dioxoanthracen-1-yl)amino]propylamino]-4-oxobutanoyl]amino]phenyl]methyl]propanedioic acid
  参考文献：
  名称：

  Anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs

  摘要：

  A series of complexes PtAm2L [where Am-2 = (NH3)(2), ethylenediamine(en), 1,2-diaminocyclohexane (DACH) or (NH3)(c-C6H11NH2) and where L is a bidentate 1,1-dicarboxylate ligand tethered to 1-aminoanthraquinone by various spacers] was prepared and screened in vitro against P388 leukemia cells. The free ligands displayed moderate activity and the corresponding platinum complexes were tenfold more active. The nature of the linker chain does not seem to affect the potency of the complexes. The potency depends on the nature of the inert amine ligand [NH3 > DACH > en]. The low aqueous solubility of these complexes prevented any in vivo studies and the preparation of water soluble analogs is currently under way.

  DOI：

  10.1016/s0223-5234(99)80068-3
• 作为产物：
  描述：

  2-(4-Nitro-benzylidene)-malonic acid di-tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 溶剂黄146 、 乙酸乙酯 为溶剂， 50.0 ℃ 、275.79 kPa 条件下， 反应 3.0h， 生成 2-[4-(3-Carboxy-propionylamino)-benzyl]-malonic acid di-tert-butyl ester
  参考文献：
  名称：

  Anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs

  摘要：

  A series of complexes PtAm2L [where Am-2 = (NH3)(2), ethylenediamine(en), 1,2-diaminocyclohexane (DACH) or (NH3)(c-C6H11NH2) and where L is a bidentate 1,1-dicarboxylate ligand tethered to 1-aminoanthraquinone by various spacers] was prepared and screened in vitro against P388 leukemia cells. The free ligands displayed moderate activity and the corresponding platinum complexes were tenfold more active. The nature of the linker chain does not seem to affect the potency of the complexes. The potency depends on the nature of the inert amine ligand [NH3 > DACH > en]. The low aqueous solubility of these complexes prevented any in vivo studies and the preparation of water soluble analogs is currently under way.

  DOI：

  10.1016/s0223-5234(99)80068-3

文献信息

• Anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs
  作者：D Gibson、I Binyamin、M Haj、I Ringel、A Ramu、J Katzhendler

  DOI：10.1016/s0223-5234(99)80068-3

  日期：1997.10

  A series of complexes PtAm2L [where Am-2 = (NH3)(2), ethylenediamine(en), 1,2-diaminocyclohexane (DACH) or (NH3)(c-C6H11NH2) and where L is a bidentate 1,1-dicarboxylate ligand tethered to 1-aminoanthraquinone by various spacers] was prepared and screened in vitro against P388 leukemia cells. The free ligands displayed moderate activity and the corresponding platinum complexes were tenfold more active. The nature of the linker chain does not seem to affect the potency of the complexes. The potency depends on the nature of the inert amine ligand [NH3 > DACH > en]. The low aqueous solubility of these complexes prevented any in vivo studies and the preparation of water soluble analogs is currently under way.