5-(2-(4-bromophenyl)-2-oxoethylidene)-1,3-dimethylpyrimidine-2,4,6-trione | 1063626-94-7

• 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-(2-(4-bromophenyl)-2-oxoethylidene)-1,3-dimethylpyrimidine-2,4,6-trione
• CAS: 1063626-94-7
• 化学式: C₁₄H₁₁BrN₂O₄
• 分子量: 351.156
• InChiKey: WDEOFVZBQDYYTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(2-(4-bromophenyl)-2-oxoethylidene)-1,3-dimethylpyrimidine-2,4,6-trione 、 尿素 以 甲醇 为溶剂， 以66%的产率得到4-(4-bromophenyl)-8,10-dimethyl-1,3,8,10-tetraazaspiro[5,5]-undec-4-ene-2,7,9,11-tetraone
  参考文献：
  名称：

  A rapid and facile synthesis of new spiropyrimidines from 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones

  摘要：

  A series of new tetraazaspiro[5,5]-undec-4-ene-2,7,9,11-tetraones have been obtained by reaction of 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones with ureas. A three-component one-pot procedure to the spiranes synthesis was also developed. One-pot reaction of arylglyoxals, 1,3-dimethylbarbituric acid, and diniethylurea led to imidazolyl-1,3-dimethylbarbituric acids. Mechanisms of studied reactions were discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.097
• 作为产物：
  描述：

  二乙二醛对溴苯 、 1,3-二甲基巴比妥酸 在 溶剂黄146 作用下， 以72%的产率得到5-(2-(4-bromophenyl)-2-oxoethylidene)-1,3-dimethylpyrimidine-2,4,6-trione
  参考文献：
  名称：

  A rapid and facile synthesis of new spiropyrimidines from 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones

  摘要：

  A series of new tetraazaspiro[5,5]-undec-4-ene-2,7,9,11-tetraones have been obtained by reaction of 5-(2-arylethylidene-2-oxo)-1,3-dimethylpyrimidine-2,4,6-triones with ureas. A three-component one-pot procedure to the spiranes synthesis was also developed. One-pot reaction of arylglyoxals, 1,3-dimethylbarbituric acid, and diniethylurea led to imidazolyl-1,3-dimethylbarbituric acids. Mechanisms of studied reactions were discussed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.097

文献信息

• Green and efficient one-pot three-component synthesis of novel drug-like furo[2,3–d]pyrimidines as potential active site inhibitors and putative allosteric hotspots modulators of both SARS-CoV-2 MPro and PLPro
  作者：Hossein Mousavi、Behzad Zeynizadeh、Mehdi Rimaz

  DOI：10.1016/j.bioorg.2023.106390

  日期：2023.1

  approximately in three past years were used, introduced, and or repurposed to fight against COVID-19. Furthermore, drug-likeness properties of the mentioned small heterocyclic frameworks (4a‒n) have been explored using in silico ADMET analyses. Interestingly, the molecular docking studies and ADMET-related data revealed that the novel series of furo[2,3-d]pyrimidines (4a‒n), especially 5-(3,4-methylen

  在本文中，开发了一种环境友好、方便、高效的一锅法三组分反应，用于区域选择性合成新型 5-芳酰基（或杂芳酰基）-6-（烷基氨基）-1,3-二甲基呋喃[2, 3- d ]pyrimidine-2,4(1 H ,3 H )-二酮 ( 4a-n ) 通过芳基（或杂芳基）乙二醛一水合物 ( 1a-g )、1,3-二甲基巴比妥酸 ( 2 )的顺序缩合, 和烷基（即环己基或叔丁基）异氰化物（3a或3b）由超低负载 ZrOCl 2 •8H 2催化O（仅 2 mol%）在 50 ˚C 的水中。在合成和表征上述呋喃[2,3- d ]嘧啶（4a-n）后，研究了它们对 SARS-CoV-2 主要蛋白酶（M Pro ）的活性位点和推定的变构热点的多靶向抑制特性) 和木瓜蛋白酶 (PL Pro ) 基于分子对接研究，并将获得的结果与大约在过去三年中使用、引入和/或重新用于对抗 COVID-19 的各种药物化合物进行比
• Investigations on 5-(2-aryl-2-oxo-ethylidene)-1,3-dimethylbarbituric and thiobarbituric acids: reactions with thioureas and thioacetamide
  作者：N. N. Kolos、L. L. Zamigaylo、V. I. Musatov

  DOI：10.1007/s10593-009-0365-9

  日期：2009.8

  Derivatives of 2-amino- and 2-methylthiazole have been synthesized by the reaction of 5-(2-aryl-2-oxoethylidene)-1,3-dimethylbarbituric and thiobarbituric acids with thioureas and thioacetamide, and also by a one-pot synthesis involving thiourea (or thioacetamide), arylglyoxals, 1,3-dimethyl-barbituric (or thiobarbituric) acids. The mechanisms of the studied reactions are discussed.