trindane-2,5,8-tricarboxylic acid | 410074-23-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: trindane-2,5,8-tricarboxylic acid
• 英文别名: 2,3,4,5,6,7,8,9-octahydro-1H-cyclopenta[e]-as-indacene-2,5,8-tricarboxylic acid
• CAS: 410074-23-6
• 化学式: C₁₈H₁₈O₆
• 分子量: 330.337
• InChiKey: SMVZIIMATHIDQL-UHFFFAOYSA-N

物化性质

• 沸点：
  632.6±55.0 °C(Predicted)
• 密度：
  1.547±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  111.9
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  trindane-2,5,8-tricarboxylic acid 在 氢氧化钾 、 草酰氯 、 硫酸 、 氨 、 N,N-二甲基甲酰胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 20.5h， 生成 cis,cis,cis-2,5,8-tribenzyltrindane-2,5,8-tricarboxamide
  参考文献：
  名称：

  Choi, Heung-Jin; Park, Yeon Sil; Yun, Seok Hun, Organic letters, 2002, vol. 4, # 5, p. 795 - 798

  摘要：

  DOI：
• 作为产物：
  描述：

  trindane-2,2,5,5,8,8-hexacarboxylic acid 在 吡啶 作用下， 反应 3.0h， 以98%的产率得到trindane-2,5,8-tricarboxylic acid
  参考文献：
  名称：

  Choi, Heung-Jin; Park, Yeon Sil; Yun, Seok Hun, Organic letters, 2002, vol. 4, # 5, p. 795 - 798

  摘要：

  DOI：

文献信息

• C3-Symmetric tripodal nitrophenylurea based anion receptors built on structurally preorganized trindane scaffold
  作者：Yeon Sil Park、So-Hee Bang、Heung-Jin Choi

  DOI：10.1016/j.tetlet.2013.09.075

  日期：2013.12

  C-3v-Symmetric tripodal anion receptors with three urea or thiourea recognition motifs were synthesized from C-3v-symmetric cis,cis,cis-2,5,9-tri-p-bromobenzyltrindane molecular skeleton via Hartwig amination and then formation of urea compounds with the corresponding isocyanate. The anion receptors recognized halide and oxo anions with C-3-symmetry through the hydrogen bonding interactions between anions and the NH protons of urea or thiourea groups. The receptors 2 and 3 showed a significant binding affinity toward H2PO4- in DMSO-d(6); 392 and 305 M-1,respectively. The strong affinity of H2PO4- anion may be attributed to its tetrahedral geometry and the basicity of H2PO4- anion, allowing it to form stronger hydrogen-bonding. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of novel dendrimers having aspartate grafts and their ability to enhance the aqueous solubility of model drugs
  作者：Liang Ouyang、Lifang Ma、Bo Jiang、Yanhua Li、Dongsheng He、Li Guo

  DOI：10.1016/j.ejmech.2010.01.069

  日期：2010.6

  In this study, a series of aspartate based dendrimers with different cores were synthesized in a convergent approach and well characterized by NMR and MS techniques. The aqueous solubility of the model drugs (L-Histidine, Naproxen, Methotrexate) was measured in the presence of this kind of dendrimers at room temperature in PBS buffers at pH 6, 7 and 8. Results clearly confirmed that the solubility enhancement was due to presence of dendrimers at different pH compared to their corresponding aqueous solubility at different pH. The results indicated that the aspartate based dendrimers could be considered as an effective supplement of PAMAM dendrimers in solubility enhancement and drug delivery. The surface groups played an important role in dendrimer-mediated solubility enhancement.