4-(4-(dimethylamino)phenyl)-2,6-dimethyl-N3,N5-diphenyl-1,4-dihydropyridine-3,5-dicarboxamide

• 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-(4-(dimethylamino)phenyl)-2,6-dimethyl-N3,N5-diphenyl-1,4-dihydropyridine-3,5-dicarboxamide
• 英文别名: 4-(4-(Dimethylamino)phenyl)-2,6-dimethyl-N3,N5-diphenyl-1,4-dihydro-3,5-pyridinedicarboxamide；4-[4-(dimethylamino)phenyl]-2,6-dimethyl-3-N,5-N-diphenyl-1,4-dihydropyridine-3,5-dicarboxamide
• 化学式: C₂₉H₃₀N₄O₂
• 分子量: 466.583
• InChiKey: ZJXLSQWDLZPNFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  73.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯胺 在 potassium tert-butylate 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 生成 4-(4-(dimethylamino)phenyl)-2,6-dimethyl-N3,N5-diphenyl-1,4-dihydropyridine-3,5-dicarboxamide
  参考文献：
  名称：

  Synthesis of 4-aryl-2,6-dimethyl-3,5-bis-N-(aryl)-carbamoyl-1,4-dihydropyridines as novel skin protecting and anti-aging agents

  摘要：

  一系列4-芳基-2,6-二甲基-3,5-双-N-(芳基)-氨基甲酰基-1,4-二氢吡啶类化合物6a-6h通过使用一锅法合成方法制备。目标化合物6a-6h是通过在乙酸铵中反应两摩尔当量的酮官能团和一摩尔的芳香醛来获得所需的产物合成的。新合成化合物的结构通过傅立叶变换红外光谱、质子核磁共振、碳-13核磁共振和元素分析进行了表征。所有合成的化合物都进行了弹性蛋白酶抑制和抗氧化活性的筛选。几乎所有6a-h化合物对弹性蛋白酶的活性都表现出良好至优异的活性，超过了参考药物。化合物6d和6b在0.2 ± 0.0 µM和0.2 ± 0.0 µM浓度下被发现是对弹性蛋白酶最有效的衍生物。化合物6a表现出显著的自由基清除活性。从生物活性的结果中，我们推断一些衍生物可以作为药理学中的先导分子。方法学的视频片段：3分钟13秒 全屏 替代

  DOI：

  10.3329/bjp.v12i2.32023

文献信息

• An effective process for the synthesis of dihydropyridines via <scp> SO ₄ </scp> ⁻² / <scp> SnO ₂ </scp> ‐catalyzed Hantzsch reaction
  作者：Ramesh Goud Koduri、Ramakanth Pagadala、Ravi Varala、Satyanarayana Boodida

  DOI：10.1002/jccs.202000264

  日期：2021.2

  Sulfated tin oxide (STO) was established as an admirable heterogeneous catalyst for the single‐step synthesis of dihydropyridine derivatives via Hantzsch reaction. The synthetic method was mainly used in the presence of STO as a heterogeneous solid catalyst. STO‐catalyzed Hantzsch reaction afforded good yields (90–94%) in acetonitrile at 80°C. The synthesized titled compounds were characterized and

  硫酸化的氧化锡（STO）被确立为通过Hantzsch反应一步合成二氢吡啶衍生物的令人敬佩的非均相催化剂。该合成方法主要在STO存在下作为非均相固体催化剂使用。STO催化的Hantzsch反应在80°C的乙腈中提供良好的收率（90–94％）。通过高分辨率质谱（HRMS），傅立叶变换红外光谱（FTIR），1 H和13 C-NMR以及光谱数据对合成的标题化合物进行表征和确认。
• 1,4-Dihydropyridine charge control agents for electrostatographic toners and developers
  申请人：EASTMAN KODAK COMPANY

  公开号：EP1109070A2

  公开（公告）日：2001-06-20

  A charge control agent is disclosed selected from the group consisting of 1,4-dihydropyridines having the following general structure: where R1, R2, R3, R4, R5, X, and Z are defined in the specification. These compounds are useful in electrostatographic toners and developers.

  本发明公开了一种电荷控制剂，它选自具有以下一般结构的 1,4-二氢吡啶类： 其中 R1、R2、R3、R4、R5、X 和 Z 的定义见说明书。这些化合物适用于电致发光调色剂和显影剂。
• Zn-VCO3 hydrotalcite: A highly efficient and reusable heterogeneous catalyst for the Hantzsch dihydropyridine reaction
  作者：Ramakanth Pagadala、Suresh Maddila、Venkata D.B.C. Dasireddy、Sreekantha B. Jonnalagadda

  DOI：10.1016/j.catcom.2013.11.012

  日期：2014.2

  The Zn-VCO3 hydrotalcite was found to be an excellent solid catalyst for the one-pot synthesis of triphenylpyridine-3,5-dicarboxamide via Hantzsch reaction of acetoacetanilide, ammonium hydroxide and various aromatic aldehydes. The combinatorial syntheses were achieved for the first time using hydrotalcite as a heterogeneous catalyst. The catalyst was active for the Hantzsch reaction in water at 60 degrees C. The products were isolated in good yields (85-93%) with short reaction times (2-3 h). The resulting substituted dihydropyridines were characterized and confirmed by H-1 and C-13 NMR, FTIR, and HRMS spectral data and the solid catalyst was characterized by XRD, BET, SEM and TEM. The newly synthesized heterogeneous solid catalyst offers simple means for recovery and the isolated catalyst was reused for five rounds for the synthesis of compound 4a, without significant loss of catalytic activity. For all the other reactions carried out with the recycled catalyst, results were similar to with the fresh catalyst. (C) 2013 Elsevier B.V. All rights reserved.
• Synthesis of 1,4-dihydropyridine derivatives having an oxy-, alkoxy-, or dimethylaminophenyl substituent in the 4 position, their antioxidant activity, and their binding to phospholipid membranes
  作者：M. Plotnietse、G. Tirzitis、Ya. Uldrikis、Zh. Koronova、D. Tirzite、N. Makarova、G. Dahurs

  DOI：10.1007/bf01169228

  日期：1996.10
• US6265127B1
  申请人：——

  公开号：US6265127B1

  公开（公告）日：2001-07-24