(+/-)-norbornane-dicarbonitrile-(2endo.3exo) | 6295-85-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (+/-)-norbornane-dicarbonitrile-(2endo.3exo)
• 英文别名: (+/-)-Norbornan-dicarbonitril-(2endo.3exo)；(1R,2R,3R,4S)-bicyclo[2.2.1]heptane-2,3-dicarbonitrile
• CAS: 6295-85-8；23789-62-0；108587-10-6
• 化学式: C₉H₁₀N₂
• 分子量: 146.192
• InChiKey: BVUINRQJOVCWKW-BZNPZCIMSA-N

物化性质

• 沸点：
  335.6±25.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-norbornane-dicarbonitrile-(2endo.3exo) 在 palladium on activated charcoal 五氯化磷 、 氢气 、 sodium 、 对苯二酚 作用下， 以 四氢呋喃 、 四氯化碳 、 氯仿 、 乙酸乙酯 为溶剂， 反应 71.16h， 生成 anti-1,2,3,4,5,6,7,8-octahydro-1,4,5,8-dimethano-naphthalene anti-sesquinorbornene
  参考文献：
  名称：

  Lucchi, Ottorino De; Piccolrovazzi, Nicoletta; Licini, Giulia, Gazzetta Chimica Italiana, 1987, vol. 117, # 7, p. 401 - 408

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dicyanonorbornene 在 palladium on activated charcoal 氢气 作用下， 以99%的产率得到(+/-)-norbornane-dicarbonitrile-(2endo.3exo)
  参考文献：
  名称：

  Synthesis, Biophysical Studies, and Antiproliferative Activity of Platinum(II) Complexes Having 1,2-Bis(aminomethyl)carbobicyclic Ligands

  摘要：

  A selected chemical library of six platinum(II) complexes having 1,2-bis(aminomethyl)carbobicyclic ligands were synthesized after a rational design in order to evaluate their antiproliferative activity and the structure-activity relationships. The cytotoxicity studies were performed using cancer cell lines sensitive (A2780) and resistant (A2780R) to cisplatin. Excellent cytotoxicity was observed for most of complexes, which presented better resistance factors than cisplatin against the A2780R cell line. The interaction of these complexes with DNA, as the target biomolecule, was evaluated by several methods: DNA-platinum binding kinetics, changes in the DNA melting temperature, evaluation of the unwinding angle of supercoiled DNA, evaluation of the interstrand cross-links, and replication mapping. The kinetics of the interaction with glutathione was also investigated to better understand the resistant factors observed for the new complexes.

  DOI：

  10.1021/jm070844u

文献信息

• UNSATURATED NITRILES AS DIENOPHILES IN THE DIENE SYNTHESIS
  作者：A. T. BLOMQUIST、E. C. WINSLOW

  DOI：10.1021/jo01178a010

  日期：1945.3