5-(((pyridin-2-yl)methylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione | 1220909-87-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(((pyridin-2-yl)methylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 1,3-dimethyl-5-[(pyridin-2-ylmethylamino)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 1220909-87-4
• 化学式: C₁₃H₁₄N₄O₃
• 分子量: 274.279
• InChiKey: RMVOUGQNNNYHHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.11
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.61
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  cobalt(II) nitrate hexahydrate 、 5-(((pyridin-2-yl)methylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  基于巴比妥酸席夫碱配体的钴（III）配合物的合成，晶体结构，脲酶抑制潜能的评价和对接研究

  摘要：

  摘要金属基复合物作为有效的脲酶抑制剂的发现是一个挑战。在这项工作中，基于巴比妥酸的配体新的[CoL2] NO3配合物5-（（（苄氨基）亚甲基）-1,3-二甲基嘧啶-2,4,6（1H，3H，5H）-三酮（HL）是合成的。使用单晶X射线衍射技术，Hirshfeld分析，DFT计算和其他物理化学技术确定了合成的Co（III）配合物的结构特征。它的结构包括带有两个配体单元（L'）的CoN4O2配位球，它们是单负三齿NNO供体配体。在体外评估作为脲酶抑制剂的效力。[CoL2] NO3复合物（IC50 = 16.0±0.54 µM）比作为参考的药物乙酰氧肟酸（IC50 = 20.3±0.43 µM）是更好的抑制剂。

  DOI：

  10.1016/j.ica.2019.119405
• 作为产物：
  描述：

  2-氨甲基吡啶 、 6-hydroxy-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 以 甲醇 为溶剂， 以70%的产率得到5-(((pyridin-2-yl)methylamino)methylene)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Synthesis of highly functionalized barbituric acids and study of their interactions with p-glycoprotein and Mg2+ – Potential candidates for multi drug resistance modulation

  摘要：

  A number of barbituric acids with appropriate substituent at C-5 position were synthesized and investigated for their interactions with p-gp and Mg2+. Compounds 5, 6, 8-10, 12-14 and 16 increased the basal activity of p-gp by more than 50% at 0.05 mu M concentration. Molecular docking indicate a number of H-bond interactions between these molecules and the amino acid residues of ATP binding site of p-gp. These molecules also showed appreciable interactions with Mg2+, an important component of efflux pump. All the results of these investigations favor the suitability of barbituric acids toward MDR modulation. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.033

文献信息

• Synthesis, crystal structure, evaluation of urease inhibition potential and the docking studies of cobalt(III) complex based on barbituric acid Schiff base ligand
  作者：Assem Barakat、Saied M. Soliman、M. Ali、Adel Elmarghany、Abdullah Mohammed Al-Majid、Sammer Yousuf、Zaheer Ul-Haq、M. Iqbal Choudhary、Ayman El-Faham

  DOI：10.1016/j.ica.2019.119405

  日期：2020.4

  (L¯) as mononegative tridentate NNO-donor ligand. The potency as urease inhibitor was evaluated in vitro. The [CoL2]NO3 complex (IC50 = 16.0 ± 0.54 µM) is better inhibitor than the drug acetohydroxamic acid as a reference (IC50 = 20.3 ± 0.43 µM). The docking studies of the [CoL2]NO3 was carried out using the active center of Jack Bean Urease (PDB 4GY7), and the resulting poses were analyzed visually to

  摘要金属基复合物作为有效的脲酶抑制剂的发现是一个挑战。在这项工作中，基于巴比妥酸的配体新的[CoL2] NO3配合物5-（（（苄氨基）亚甲基）-1,3-二甲基嘧啶-2,4,6（1H，3H，5H）-三酮（HL）是合成的。使用单晶X射线衍射技术，Hirshfeld分析，DFT计算和其他物理化学技术确定了合成的Co（III）配合物的结构特征。它的结构包括带有两个配体单元（L'）的CoN4O2配位球，它们是单负三齿NNO供体配体。在体外评估作为脲酶抑制剂的效力。[CoL2] NO3复合物（IC50 = 16.0±0.54 µM）比作为参考的药物乙酰氧肟酸（IC50 = 20.3±0.43 µM）是更好的抑制剂。
• Synthesis of highly functionalized barbituric acids and study of their interactions with p-glycoprotein and Mg2+ – Potential candidates for multi drug resistance modulation
  作者：Palwinder Singh、Jatinder Kaur、Atul Bhardwaj

  DOI：10.1016/j.ejmech.2009.12.033

  日期：2010.3

  A number of barbituric acids with appropriate substituent at C-5 position were synthesized and investigated for their interactions with p-gp and Mg2+. Compounds 5, 6, 8-10, 12-14 and 16 increased the basal activity of p-gp by more than 50% at 0.05 mu M concentration. Molecular docking indicate a number of H-bond interactions between these molecules and the amino acid residues of ATP binding site of p-gp. These molecules also showed appreciable interactions with Mg2+, an important component of efflux pump. All the results of these investigations favor the suitability of barbituric acids toward MDR modulation. (C) 2009 Elsevier Masson SAS. All rights reserved.