4-hydroxy-6-(4-hydroxybutyl)-3-propionyl-2H-pyran-2-one | 808132-40-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxy-6-(4-hydroxybutyl)-3-propionyl-2H-pyran-2-one
• 英文别名: 4-hydroxy-6-(4-hydroxybutyl)-3-propanoylpyran-2-one
• CAS: 808132-40-3
• 化学式: C₁₂H₁₆O₅
• 分子量: 240.256
• InChiKey: LDZPSJYNFCOIDV-UHFFFAOYSA-N

物化性质

• 沸点：
  419.1±45.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-hydroxy-6-(4-hydroxybutyl)-3-propionyl-2H-pyran-2-one 在 sodium hydride 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 mineral oil 为溶剂， 反应 5.25h， 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
• 作为产物：
  描述：

  6-(4-((t-butyldimethylsilyl)oxy)butyl)-4-hydroxy-3-propionyl-2H-pyran-2-one 在 溶剂黄146 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以77%的产率得到4-hydroxy-6-(4-hydroxybutyl)-3-propionyl-2H-pyran-2-one
  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

• 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。
• Novel Hybrid-Type Antimicrobial Agents Targeting the Switch Region of Bacterial RNA Polymerase
  作者：Fumika Yakushiji、Yuko Miyamoto、Yuki Kunoh、Reiko Okamoto、Hidemasa Nakaminami、Yuri Yamazaki、Norihisa Noguchi、Yoshio Hayashi

  DOI：10.1021/ml300350p

  日期：2013.2.14

  The bacterial RNA polymerase (RNAP) is an ideal target for the development of antimicrobial agents against drug-resistant bacteria. Especially, the switch region within RNAP has been considered as an attractive binding site for drug discovery. Here, we designed and synthesized a series of novel hybrid-type inhibitors of bacterial RNAP. The antimicrobial activities were evaluated using a paper disk diffusion assay, and selected derivatives were tested to determine their MIC values. The hybrid-type antimicrobial agent 29 showed inhibitory activity against Escherichia coli RNAP. The molecular docking study suggested that the RNAP switch region would be the binding site of 29.
• Myxopyronin B analogs as inhibitors of RNA polymerase, synthesis and biological evaluation
  作者：Thomas Doundoulakis、Alan X. Xiang、Ricardo Lira、Konstantinos A. Agrios、Stephen E. Webber、Wes Sisson、Robert M. Aust、Amit M. Shah、Richard E. Showalter、James R. Appleman、Klaus B. Simonsen

  DOI：10.1016/j.bmcl.2004.08.045

  日期：2004.11

  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.
• US9133155B2
  申请人：——

  公开号：US9133155B2

  公开（公告）日：2015-09-15
• [EN] ANTIBACTERIAL AGENTS: HIGH-POTENCY MYXOPYRONIN DERIVATIVES<br/>[FR] AGENTS ANTIBACTÉRIENS : DÉRIVÉS DE MYXOPYRONINE DE PUISSANCE ÉLEVÉE
  申请人：UNIV RUTGERS

  公开号：WO2012037508A2

  公开（公告）日：2012-03-22

  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.