1,4-bis(2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine-4-yl)benzene | 115951-97-8

• 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: 1,4-bis(2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine-4-yl)benzene
• 英文别名: 1,4-bis(2,6-dimethyl-3,5-dimethoxylcarbonyl-1,4-dihydropyridin-4-yl)benzene；1,4-Bis-(3,5-dicarbomethoxy-2,6-dimethyl-1,4-dihydropyridine-4-yl)benzen；Dimethyl 4-[4-[3,5-bis(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridin-4-yl]phenyl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 115951-97-8
• 化学式: C₂₈H₃₂N₂O₈
• 分子量: 524.571
• InChiKey: BSNDJPMLSUPRLX-UHFFFAOYSA-N

物化性质

• 熔点：
  118-121 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  646.8±55.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  对苯二甲醛 、 乙酰乙酸甲酯 在 ammonium acetate 作用下， 以 乙二醇 为溶剂， 反应 0.12h， 以75%的产率得到1,4-bis(2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine-4-yl)benzene
  参考文献：
  名称：

  新的潜在钙通道调节剂：在微波辐射下设计和合成包含两个吡啶，嘧啶，吡啶酮，喹啉和a啶单元的化合物。

  摘要：

  以二醛为前驱体研究了双功能吡啶，嘧啶，吡啶酮，喹啉和a啶衍生物的合成。为了发现新型的生物活性化合物，开发了一种快速有效的方法来合成一系列与1,4-DHPs有关的双功能单环，双环和三环产品。

  DOI：

  10.1016/j.bmcl.2003.12.092

文献信息

• Microwave-assisted synthesis of phenylenedi(4′,4“-tetrahydroquinoline) and di(4′,4”-tetrahydropyridine) derivatives
  作者：Shujiang Tu、Fang Fang、Songlei Zhu、Tuanjie Li、Xiaojing Zhang、Qiya Zhuang、Shuijun Ji、Yong Zhang

  DOI：10.1002/jhet.5570420105

  日期：2005.1

  The synthesis of bifunctional pyridine and quinolione derivatives were investigated using terephthalic and isophthalic aldehydes as a precursor. The reaction proceeds under microwave irradiation with good yield (70–92%) and short reaction time (7–9 min.). We provide a rapid and efficient method of synthesizing a range of bifunctional monocyclic and bicyclic products related to 1,4-dihydropyridines

  以对苯二甲酸和间苯二甲酸醛为前体，研究了双官能吡啶和喹啉酮衍生物的合成。该反应在微波辐射下进行，收率良好（70-92％），反应时间短（7-9分钟）。我们提供了一种快速有效的方法，可以合成与1,4-二氢吡啶（1,4-DHPs）相关的一系列双功能单环和双环产品。
• New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiation
  作者：Shujiang Tu、Chunbao Miao、Fang Fang、Feng Youjian、Tuanjie Li、Qiya Zhuang、Xiaojing Zhang、Songlei Zhu、Daqing Shi

  DOI：10.1016/j.bmcl.2003.12.092

  日期：2004.3

  The synthesis of bifunctional pyridine, pyrimidine, pyridone, quinoline and acridine derivatives was investigated using dialdehyde as a precursor. A rapid and efficient method was developed for the synthesis of a range of bifunctional monocyclic, bicyclic and tricyclic products related to 1,4-DHPs with the aim of finding new classes of biologically active compounds.

  以二醛为前驱体研究了双功能吡啶，嘧啶，吡啶酮，喹啉和a啶衍生物的合成。为了发现新型的生物活性化合物，开发了一种快速有效的方法来合成一系列与1,4-DHPs有关的双功能单环，双环和三环产品。
• Synthesis of Bis‐1,4‐Dihydropyridine Derivatives
  作者：Songlei Zhu、Shujang Tu、Yuan Gao、Chunbao Miao、Tuanjie Li、Xiaojing Zhang、Fang Fang、Daqing Shi

  DOI：10.1081/scc-200054183

  日期：2005.4.1

  Abstract A series of bis‐1,4‐dihydropyridine derivatives were synthesized by the reaction of p‐phenylenedialdehyde or m‐phenylenedialdehyde and active methylene compounds.

  摘要 通过对苯二醛或间苯二醛与活性亚甲基化合物反应合成了一系列双1,4-二氢吡啶衍生物。
• Synthesis of Substituted 1,4‐Dihydropyridines in Water Using Phase‐Transfer Catalyst Under Microwave Irradiation
  作者：Hojatollah Salehi、Qing‐Xiang Guo

  DOI：10.1081/scc-200039409

  日期：2004.12.31

  Abstract The synthesis of various substituted 1,4‐dihydropyridines has been achieved by the reaction of aldehydes, ethyl/methyl acetoacetates, and ammonium acetate in water using phase‐transfer catalyst under microwave irradiation. Compared to the classical Hantzsch's reaction conditions, this new method consistently has the advantage of good yields and short reaction times. Bifunctional compounds containing

  摘要 在微波辐射下，使用相转移催化剂，醛、乙酰乙酸乙酯和乙酸铵在水中反应合成了各种取代的 1,4-二氢吡啶。与经典的 Hantzsch 反应条件相比，这种新方法始终具有收率好和反应时间短的优点。已经使用二醛作为前体以良好的产率合成了含有两个单元的双功能化合物。
• Syntheses and bioevaluation of substituted dihydropyridines for pregnancy-interceptive activity in hamsters
  作者：Anita Mukherjee、Mohammad S. Akhtar、Vishnu L. Sharma、Manju Seth、Amiya P. Bhaduri、Anila Agnihotri、Purshottam K. Mehrotra、Ved Prakash Kamboj

  DOI：10.1021/jm00130a012

  日期：1989.10

  A number of 2,6-dimethyl-3,5-bis(methoxycarbonyl)-4-substituted-1,4- dihydropyridines were synthesized and evaluated for pregnancy-interceptive activity in mated hamsters. Out of 24 compounds, 12, 15, 21, 22, 28, and 34 caused a marked reduction in the number of implantations when administered on days 3-8 postcoitum. In an in vitro competition assay, none of the compounds exhibited noticeable binding affinity for uterine progesterone receptors. The results reported here have helped to identify new leads for developing pregnancy-interceptive agents and the active compounds do not seem to elicit their interceptive effect through receptor-mediated inhibition of progesterone action in hamster uterus.