5-[(5-bromofuran-2-yl)methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione | 313530-52-8

• 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-[(5-bromofuran-2-yl)methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 5-(5-bromofuran-2-ylmethylene)pyrimidin-2,4,6-trione；5-[(5-Bromofuran-2-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 313530-52-8
• 化学式: C₉H₅BrN₂O₄
• 分子量: 285.054
• InChiKey: ZXCHGEGZFDGSFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-溴-2-呋喃甲醛 、 巴比妥酸 以 异丁醇 为溶剂， 反应 0.75h， 以92%的产率得到5-[(5-bromofuran-2-yl)methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  5-(杂芳基亚甲基)嘧啶-2,4,6(1H,3H,5H)-三酮的合成

  摘要：

  Pyrimidine-2,4,6(1H,3H,5H)-trione (barbituric acid) 1 由于嘧啶环中亚甲基氢原子的高迁移率，已知可硝化为 5,5-二硝基巴比妥酸并亚硝化为紫尿酸酸 [1]。化合物 1 及其 2-硫代和 2-硒代类似物与芳香醛和二醛（对苯二甲醛）以及杂环醛（2-糠醛、5芳基-2-噻吩甲醛）或二酮（6,6二甲基-1- phenyl-6,7-dihydro-1Н-indazole-4,5-dione) 形成相应的 5-arylmethylidene(hetarylmethylidene) 衍生物 [2-6]。类似产物的形成也是嘧啶-2,4,6(1H,3H,5H)-三酮或其2-硫代类似物与2-单取代或2,6-二取代的γ-吡喃酮和4-吡啶酮 [7, 8]。

  DOI：

  10.1134/s1070428016020214

文献信息

• Oxo-Imidazolyl Compounds
  申请人：Bearss David J.

  公开号：US20090298900A1

  公开（公告）日：2009-12-03

  Compounds represented by Formula I and II, or pharmaceutically acceptable salts thereof: inhibit bacterial 2-epimerase and are useful anti-infective agents.

  由化学式I和II代表的化合物，或其药用可接受的盐：抑制细菌2-表皮酶，是有用的抗感染剂。
• Synthesis and Antimicrobial Activity of 5-(Heterylmethylene)Hexahydropyrimidin-2,4,6-Triones
  作者：A. G. Tyrkov、L. T. Sukhenko、E. A. Yurtaeva

  DOI：10.1007/s11094-016-1465-3

  日期：2016.10

  Aseries of 5-(heterylmethylene)hexahydropyrimidin-2,4,6-triones was synthesized and their activities against Staphylococcus aureus, Bacillus subtilis, and Escherichia coli were assessed, with determination of minimum inhibitory concentrations.

  合成了一系列 5-(heterylmethylene) hexahydropyrimidin-2,4,6-triones，并评估了它们对金黄色葡萄球菌、枯草芽孢杆菌和大肠杆菌的活性，并确定了最小抑制浓度。
• OXO-IMIDAZOLYL COMPOUNDS HAVING ANTIBACTERIAL ACTIVITY
  申请人：Astex Pharmaceuticals, Inc.

  公开号：EP2285802B1

  公开（公告）日：2015-11-11
• INHIBITION OF ANTIMICROBIAL TARGETS WITH REDUCED POTENTIAL FOR RESISTANCE
  申请人：The Rockefeller University

  公开号：US20140073639A1

  公开（公告）日：2014-03-13

  The application describes targets and methods that can inhibit bacterial growth in Gram-positive and Gram-negative bacteria. A bacterial enzyme, 2-epimerase, is common to both Gram-positive and Gram-negative bacteria and contains an allosteric site that can be targeted to disrupt the enzyme. The allosteric site is present on the bacterial 2-epimerase, but the analogous mammalian enzyme does not contain the allosteric site, providing a route for attacking bacterial infections without affecting the mammalian enzyme.
• US8759384B2
  申请人：——

  公开号：US8759384B2

  公开（公告）日：2014-06-24