methyl (E)-6-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)hex-2-enoate | 808132-09-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (E)-6-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)hex-2-enoate
• 英文别名: (E)-Methyl 6-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)hex-2-enoate；methyl (E)-6-(4-hydroxy-6-oxo-5-propanoylpyran-2-yl)hex-2-enoate
• CAS: 808132-09-4
• 化学式: C₁₅H₁₈O₆
• 分子量: 294.304
• InChiKey: ADFNYSKJQKVSEG-SOFGYWHQSA-N

物化性质

• 沸点：
  449.2±45.0 °C(predicted)
• 密度：
  1.244±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (E)-6-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)hex-2-enoate 在 lithium hydroxide 、 四氯化钛 、 甲基磺酰氯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 69.5h， 生成
  参考文献：
  名称：

  Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation

  摘要：

  A series of myxopyronin B analogs has been prepared via a convergent synthetic route and were tested for in vitro inhibitory activity against DNA-dependent RNA polymerase and antibacterial activity against E. coli and S. aureus. The parent lead compound proved to be very sensitive to even small changes. Only the achiral desmethyl myxopyronin B (1a) provided enhanced potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.045
• 作为产物：
  描述：

  6-(4-((t-butyldimethylsilyl)oxy)butyl)-4-hydroxy-3-propionyl-2H-pyran-2-one 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 水 、 mineral oil 为溶剂， 反应 23.25h， 生成 methyl (E)-6-(4-hydroxy-2-oxo-3-propionyl-2H-pyran-6-yl)hex-2-enoate
  参考文献：
  名称：

  Antibacterial agents: high-potency myxopyronin derivatives

  摘要：

  该发明提供了化合物的公式(I)及其药用盐，其中Ya、Yb、R1、R2和G如规范中所述，以及包含公式(I)化合物的组合物。这些化合物可用作细菌RNA聚合酶的抑制剂和抗菌剂。

  公开号：

  US09133155B2

文献信息

• [EN] ANTIBACTERIAL AGENTS: SOLUBLE SALTS AND AQUEOUS FORMULATIONS OF PYRONINS<br/>[FR] AGENTS ANTIBACTÉRIENS : SELS SOLUBLES ET FORMULATIONS AQUEUSES DE PYRONINES
  申请人：UNIV RUTGERS

  公开号：WO2019160875A1

  公开（公告）日：2019-08-22

  The invention provides salts of formula Ia, Ib, Ic, or Id: wherein variables are as described in the specification, as well as compositions comprising a salt of formula Ia-Id, methods of making such salts, and methods of using such salts as, e.g., inhibitors of bacterial RNA polymerase and as antibacterial agents.

  该发明提供了公式Ia、Ib、Ic或Id的盐：其中变量如说明书中所述，以及包含公式Ia-Id盐的组合物，制备这种盐的方法，以及将这种盐用作细菌RNA聚合酶的抑制剂和抗菌剂的方法。
• [EN] ANTIBACTERIAL AGENTS: O-ALKYL-DEUTERATED PYRONINS<br/>[FR] AGENTS ANTIBACTÉRIENS : PYRONINES O-ALKYL-DEUTÉRÉS
  申请人：UNIV RUTGERS

  公开号：WO2019160873A1

  公开（公告）日：2019-08-22

  The invention provides compounds of formula Ia, Ib, Ic, or Id: and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Id, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

  该发明提供了化合物Ia、Ib、Ic或Id的公式，以及其盐，其中变量如规范中所述，以及包括化合物Ia-Id的组合物，制备这些化合物的方法，以及使用这些化合物的方法，例如作为细菌RNA聚合酶的抑制剂和抗菌剂。
• ANTIBACTERIAL AGENTS: HIGH-POTENCY MYXOPYRONIN DERIVATIVES
  申请人：Ebright Richard H.

  公开号：US20130237595A1

  公开（公告）日：2013-09-12

  The invention provides compounds of Formula (I) and pharmaceutically acceptable salts thereof, wherein Ya, Yb, R1, R2, and G are as described in the specification, as well as compositions comprising a compound of formula (I). The compounds are useful as inhibitors of bacterial RNA polymerase and as antibacterial agents.

  本发明提供了公式（I）的化合物及其药学上可接受的盐，其中Ya、Yb、R1、R2和G如规范所述，以及包含公式（I）化合物的组合物。这些化合物可用作细菌RNA聚合酶的抑制剂和抗菌剂。
• Syntheses of novel myxopyronin B analogs as potential inhibitors of bacterial RNA polymerase
  作者：Ricardo Lira、Alan X. Xiang、Thomas Doundoulakis、William T. Biller、Konstantinos A. Agrios、Klaus B. Simonsen、Stephen E. Webber、Wes Sisson、Robert M. Aust、Amit M. Shah、Richard E. Showalter、Virginia N. Banh、Kevin R. Steffy、James R. Appleman

  DOI：10.1016/j.bmcl.2007.10.017

  日期：2007.12

  Based upon observations from our initial findings, additional myxopyronin B analogs have been prepared and tested for in vitro inhibitory activity against DNA-dependent RNA polymerase and antibacterial activity against Escherichia coli and Staphylococcus aureus. (c) 2007 Elsevier Ltd. All rights reserved.
• ANTIBACTERIAL AGENTS: SOLUBLE SALTS AND AQUEOUS FORMULATIONS OF PYRONINS
  申请人：Rutgers, the State University of New Jersey

  公开号：US20210002266A1

  公开（公告）日：2021-01-07

  The invention provides salts of formula Ia, Ib, Ic, or Id: wherein variables are as described in the specification, as well as compositions comprising a salt of formula Ia-Id, methods of making such salts, and methods of using such salts as, e.g., inhibitors of bacterial RNA polymerase and as antibacterial agents.