5-benzoyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione | 864232-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 1,3-dimethyl-5-benzoyl barbituric acid；6-hydroxy-1,3-dimethyl-5-(phenylcarbonyl)pyrimidine-2,4(1H,3H)-dione；5-benzoyl-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione
• CAS: 864232-58-6
• 化学式: C₁₃H₁₂N₂O₄
• mdl: MFCD00596761
• 分子量: 260.249
• InChiKey: URMZQZMLUFUHBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  77.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-benzoyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 在 肼 作用下， 以 甲醇 为溶剂， 以65%的产率得到5-[[2-[(1,3-dimethyl-2,4,6-trioxo-1,3-diazinan-5-ylidene)-phenylmethyl]hydrazinyl]-phenylmethylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Singh, Palwinder; Kaur, Jatinder; Paul, Kamaldeep, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 2, p. 291 - 296

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-二甲基巴比妥酸 、 苯甲酸酐 反应 0.12h， 以85%的产率得到5-benzoyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Singh, Palwinder; Paul, Kamaldeep, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 5, p. 1105 - 1108

  摘要：

  DOI：

文献信息

• Selective Inhibitors of a Human Prolyl Hydroxylase (OGFOD1) Involved in Ribosomal Decoding
  作者：Cyrille C. Thinnes、Christopher T. Lohans、Martine I. Abboud、Tzu‐Lan Yeh、Anthony Tumber、Radosław P. Nowak、Martin Attwood、Matthew E. Cockman、Udo Oppermann、Christoph Loenarz、Christopher J. Schofield

  DOI：10.1002/chem.201804790

  日期：2019.2.6

  Human prolyl hydroxylases are involved in the modification of transcription factors, procollagen, and ribosomal proteins, and are current medicinal chemistry targets. To date, there are few reports on inhibitors selective for the different types of prolyl hydroxylases. We report a structurally informed template-based strategy for the development of inhibitors selective for the human ribosomal prolyl

  人脯氨酰羟化酶参与转录因子，前胶原蛋白和核糖体蛋白的修饰，并且是当前的药物化学靶标。迄今为止，很少有关于对不同类型的脯氨酰羟化酶具有选择性的抑制剂的报道。我们报告了结构选择性的抑制剂为人类核糖体脯氨酰羟化酶OGFOD1选择性抑制剂发展的基于模板的策略。这些抑制剂未针对其他测试的人类加氧酶，包括结构相似的低氧诱导转录因子脯氨酰羟化酶PHD2。
• Singh, Palwinder; Paul, Kamaldeep, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 5, p. 1105 - 1108
  作者：Singh, Palwinder、Paul, Kamaldeep

  DOI：——

  日期：——
• Singh, Palwinder; Kaur, Jatinder; Paul, Kamaldeep, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2008, vol. 47, # 2, p. 291 - 296
  作者：Singh, Palwinder、Kaur, Jatinder、Paul, Kamaldeep

  DOI：——

  日期：——
• Mahran, Asma M., Egyptian Journal of Chemistry, 2009, vol. 52, # 2, p. 265 - 275
  作者：Mahran, Asma M.

  DOI：——

  日期：——
• 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.