1,3-dimethyl-5-cinnamoyl barbituric acid | 944701-71-7

• 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: 1,3-dimethyl-5-cinnamoyl barbituric acid
• 英文别名: 6-Hydroxy-1,3-dimethyl-5-(3-phenylprop-2-enoyl)pyrimidine-2,4-dione
• CAS: 944701-71-7
• 化学式: C₁₅H₁₄N₂O₄
• 分子量: 286.287
• InChiKey: LNSYPLHUHJWZLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  1,3-dimethyl-5-cinnamoyl barbituric acid 在 肼 作用下， 以 甲醇 为溶剂， 以64%的产率得到5-[1-[2-[1-(1,3-dimethyl-2,4,6-trioxo-1,3-diazinan-5-ylidene)-3-phenylprop-2-enyl]hydrazinyl]-3-phenylprop-2-enylidene]-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 、 3-苯基-2-丙烯酰氯 生成 1,3-dimethyl-5-cinnamoyl barbituric acid
  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：

文献信息

• 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.
• 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：——