3-(5-(furan-2-yl)-1H-pyrazol-3-yl)phenol | 1548752-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(5-(furan-2-yl)-1H-pyrazol-3-yl)phenol
• 英文别名: 3-[5-(furan-2-yl)-1H-pyrazol-3-yl]phenol
• CAS: 1548752-85-7
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: UOVJJRMEQGYXEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲氧基苯甲酰氯 、 、 肼 、 色酮 、 、 3-(5-(furan-2-yl)-1H-pyrazol-3-yl)phenol 、 、 苯乙酮 、 lithium hexamethyldisilazane 、 呋喃甲酰氯 在 methyl 作用下， 以 甲苯 为溶剂， 以to provide the 1,3-diketone的产率得到
  参考文献：
  名称：

  METHODS FOR USE OF SMALL MOLECULE ACTIVATORS OF HEM-Y / PROTOPORPHYRINOGEN OXIDASE (PPO)

  摘要：

  一种治疗微生物感染的方法包括给予有效量的化合物，其化学式为：其中R1为H、烷基、芳基、杂芳基，R2为H、卤素、烷基、芳基、杂芳基，R3为H、羟基、烷氧基、烷基、芳基、杂芳基、氨基、氨基磺酰基、乙酰胺基，R4为H、羟基、烷氧基、烷基、芳基、杂芳基、氨基、氨基磺酰基、乙酰胺基，R5为H、羟基、烷氧基、烷基、芳基、杂芳基、氨基、氨基磺酰基、乙酰胺基，R6为H、羟基、烷氧基、烷基、芳基、杂芳基、氨基、氨基磺酰基、乙酰胺基，R7为H、羟基、烷氧基、烷基、芳基、杂芳基、氨基、氨基磺酰基、乙酰胺基，R8为—CR3、O、S，其中R5和R6、R7和R6、R5和R4、R4和R3可以环化形成一个由C、O、S和/或N组成的3-10元环，可选择地被一个或多个R3取代；并给予光疗法，例如光动力疗法（PDT）光源。

  公开号：

  US20160213780A1
• 作为产物：
  描述：

  在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.08h， 生成 3-(5-(furan-2-yl)-1H-pyrazol-3-yl)phenol
  参考文献：
  名称：

  Decoupling Activation of Heme Biosynthesis from Anaerobic Toxicity in a Molecule Active in Staphylococcus aureus

  摘要：

  Small molecules active in the pathogenic bacterium Staphylococcus aureus are valuable tools for the study of its basic biology and pathogenesis, and many molecules may provide leads for novel therapeutics. We have previously reported a small molecule, 1, which activates endogenous heme biosynthesis in S. aureus, leading to an accumulation of intracellular heme. In addition to this novel activity, 1 also exhibits toxicity towards S. aureus growing under fermentative conditions. To determine if these activities are linked and establish what features of the molecule are required for activity, we synthesized a library of analogs around the structure of 1 and screened them for activation of heme biosynthesis and anaerobic toxicity to investigate structure activity relationships. The results of this analysis suggest that these activities are not linked. Furthermore, we have identified the structural features that promote each activity and have established two classes of molecules: activators of heme biosynthesis and inhibitors of anaerobic growth. These molecules will serve as useful probes for their respective activities without concern for the off target effects of the parent compound.

  DOI：

  10.1021/acschembio.5b00934

文献信息

• COMPOSITIONS AND METHODS FOR TREATING MICROBIAL INFECTIONS
  申请人：Vanderbilt University

  公开号：US20150174130A1

  公开（公告）日：2015-06-25

  Embodiments of the presently-disclosed subject matter include activators of HssRS that induce endogenous heme biosynthesis by perturbing central metabolism. These molecules are toxic to fermenting S. aureus , including clinically relevant small colony variants (SCVs). The utility of targeting fermenting bacteria is exemplified by the fact that this compound prevents the emergence of antibiotic resistance, enhances phagocyte killing, and reduces S. aureus pathogenesis. This small molecule is a powerful tool not only for studying bacterial heme biosynthesis and central metabolism, but also establishes targeting of fermentation as a viable antibacterial strategy.
• US9867879B2
  申请人：——

  公开号：US9867879B2

  公开（公告）日：2018-01-16