4-[1,1-bis(1H-pyrrol-2-yl)ethyl]aniline | 1379805-23-8

• 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: 4-[1,1-bis(1H-pyrrol-2-yl)ethyl]aniline
• CAS: 1379805-23-8
• 化学式: C₁₆H₁₇N₃
• 分子量: 251.331
• InChiKey: ZRFKHBYRTJCVKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.6
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cis-dichlorobis(dimethylsulfoxide)platinum(II) 、 4-[1,1-bis(1H-pyrrol-2-yl)ethyl]aniline 以 二氯甲烷 为溶剂， 反应 2.0h， 以70%的产率得到4-[1,1-bis(1H-pyrrol-2-yl)ethyl]aniline;methylsulfinylmethane;platinum(2+);dichloride
  参考文献：
  名称：

  Drug Delivery with a Calixpyrrole–trans-Pt(II) Complex

  摘要：

  A meso-p-nitroaniline-calix[4]pyrrole derivative trans-coordinated to a Pt(II) center was synthesized and its structure solved by X-ray analysis. Adenosine monophosphate (AMP) was used as a model compound to evaluate the potential for the assisted delivery of the metal to the DNA nucleobases via the phosphate anion-binding properties of the calix[4]pyrrole unit. An NMR investigation of the kinetics of AMP complexation in the absence of an H-bonding competing solvent (dry CD3CN) was consistent with this hypothesis, but we could not detect the interaction of the calix[4]pyrrole with phosphate in the presence of water. However, in vitro tests of the new trans-calixpyrrole- Pt(II) complex on different cancer cell lines indicate a cytotoxic activity that is unquestionably derived from the coexistence of both the trans-Pt(II) fragment and the calix[4]pyrrole unit.

  DOI：

  10.1021/ja307791j
• 作为产物：
  描述：

  5-methyl-5-(4-nitrophenyl)dipyrromethane 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以89%的产率得到4-[1,1-bis(1H-pyrrol-2-yl)ethyl]aniline
  参考文献：
  名称：

  Drug Delivery with a Calixpyrrole–trans-Pt(II) Complex

  摘要：

  A meso-p-nitroaniline-calix[4]pyrrole derivative trans-coordinated to a Pt(II) center was synthesized and its structure solved by X-ray analysis. Adenosine monophosphate (AMP) was used as a model compound to evaluate the potential for the assisted delivery of the metal to the DNA nucleobases via the phosphate anion-binding properties of the calix[4]pyrrole unit. An NMR investigation of the kinetics of AMP complexation in the absence of an H-bonding competing solvent (dry CD3CN) was consistent with this hypothesis, but we could not detect the interaction of the calix[4]pyrrole with phosphate in the presence of water. However, in vitro tests of the new trans-calixpyrrole- Pt(II) complex on different cancer cell lines indicate a cytotoxic activity that is unquestionably derived from the coexistence of both the trans-Pt(II) fragment and the calix[4]pyrrole unit.

  DOI：

  10.1021/ja307791j

文献信息

• A catalytic and solvent-free approach for the synthesis of diverse functionalized dipyrromethanes (DPMs) and calix[4]pyrroles (C4Ps)
  作者：Ishfaq Ahmad Rather、Rashid Ali

  DOI：10.1039/d1gc01515j

  日期：——

  synthetic protocols for the synthesis of diverse dipyrromethanes (DPMs) and calix[4]pyrroles (C4Ps), there is a supreme need to synthesize these valued supramolecular receptors under green conditions. Therefore, herein we report for the first time, a simple yet very effective green protocol for the construction of diverse functionalized DPMs and C4Ps in respectable yields without the involvement of an additional

  毋庸置疑，在新千年发展绿色和可持续反应介质，而不是使用挥发性有机溶剂以及腐蚀性和/或昂贵的催化剂，正不断吸引科学界的高度关注，以应对保护人类和环境的挑战同时保持商业可行性。为了克服现有的用于合成各种二吡咯甲烷 (DPM) 和杯 [4] 吡咯 (C4P) 的对环境有害且经济昂贵的合成方案的缺点，迫切需要在绿色条件下合成这些有价值的超分子受体。因此，我们在此首次报道，一种简单但非常有效的绿色方案，用于以可观的产率构建各种功能化的 DPM 和 C4P，而无需涉及额外的催化剂或常规有机溶剂。在我们的研究中，测试了一系列深共晶混合物，但低熔点混合物N , N '-二甲基脲 (DMU) 和 l-(+)-酒石酸 (TA) 在 70 °C 下以 7:3 的比例被发现是最佳选择。有趣的是，这种方法同样适用于这些系统的大规模合成，而不会显着降低产率，从工业角度来看，这似乎是值得注意的。
• Drug Delivery with a Calixpyrrole–<i>trans</i>-Pt(II) Complex
  作者：Grazia Cafeo、Grazia Carbotti、Angela Cuzzola、Marina Fabbi、Silvano Ferrini、Franz H. Kohnke、Georgia Papanikolaou、Maria Rosaria Plutino、Camillo Rosano、Andrew J. P. White

  DOI：10.1021/ja307791j

  日期：2013.2.20

  A meso-p-nitroaniline-calix[4]pyrrole derivative trans-coordinated to a Pt(II) center was synthesized and its structure solved by X-ray analysis. Adenosine monophosphate (AMP) was used as a model compound to evaluate the potential for the assisted delivery of the metal to the DNA nucleobases via the phosphate anion-binding properties of the calix[4]pyrrole unit. An NMR investigation of the kinetics of AMP complexation in the absence of an H-bonding competing solvent (dry CD3CN) was consistent with this hypothesis, but we could not detect the interaction of the calix[4]pyrrole with phosphate in the presence of water. However, in vitro tests of the new trans-calixpyrrole- Pt(II) complex on different cancer cell lines indicate a cytotoxic activity that is unquestionably derived from the coexistence of both the trans-Pt(II) fragment and the calix[4]pyrrole unit.