4-(4-(4-methoxyphenyl)isoxazol-5-yl)benzene-1,3-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(4-(4-methoxyphenyl)isoxazol-5-yl)benzene-1,3-diol
• 英文别名: 4-[4-(4-Methoxyphenyl)-1,2-oxazol-5-yl]benzene-1,3-diol；4-[4-(4-methoxyphenyl)-1,2-oxazol-5-yl]benzene-1,3-diol
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: TWEPHLVGHWHKKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-(4-methoxyphenyl)isoxazol-5-yl)benzene-1,3-diol 以 乙醇 、 水 为溶剂， 反应 1.17h， 以72%的产率得到4-hydroxy-7a-(4-methoxyphenyl)-1a,7a-dihydrobenzopyrano[2,3-b]azirin-7-one
  参考文献：
  名称：

  Synthesis of 7a-phenyl-1a,7a-dihydro-benzopyrano[2,3-b]azirin-7-ones via photoisomerization reaction

  摘要：

  已经开发出一种环保且新颖的协议，用于合成7a-苯基-1a,7a-苯基苯并吡喃[2,3-b]氮杂环-7-酮，通过4-苯基-5-(2-羟基苯基)异恶唑的光异构化，以中等到高收率获得。

  DOI：

  10.1039/c4ra12542h
• 作为产物：
  描述：

  刺芒柄花素 在 盐酸羟胺 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 4-(4-(4-methoxyphenyl)isoxazol-5-yl)benzene-1,3-diol
  参考文献：
  名称：

  Synthesis of 7a-phenyl-1a,7a-dihydro-benzopyrano[2,3-b]azirin-7-ones via photoisomerization reaction

  摘要：

  已经开发出一种环保且新颖的协议，用于合成7a-苯基-1a,7a-苯基苯并吡喃[2,3-b]氮杂环-7-酮，通过4-苯基-5-(2-羟基苯基)异恶唑的光异构化，以中等到高收率获得。

  DOI：

  10.1039/c4ra12542h

文献信息

• Reaction of natural isoflavonoids and their analogs with hydroxylamine
  作者：S. P. Bondarenko、M. S. Frasinyuk、V. P. Khilya

  DOI：10.1007/s10600-007-0149-3

  日期：2007.7

  Recyclization of the chromone ring in several natural isoflavonoids and their analogs by reaction with hydroxylamine was studied. It has been found that the most suitable base for carrying out the reaction is N-methylmorpholine. Several derivatives of 4-aryl-5-(2-hydroxyphenyl)isoxazole were synthesized.

  研究人员通过与羟胺反应，对几种天然异黄酮及其类似物中的铬酮环进行了再环化。研究发现，最适合进行该反应的碱是 N-甲基吗啉。研究人员合成了几种 4-芳基-5-（2-羟基苯基）异噁唑的衍生物。
• Synthesis of 6-Isoxazolyl Derivatives of 4-Methylumbelliferone
  作者：T. V. Shokol、N. V. Gorbulenko、M. S. Frasinyuk、V. P. Khilya

  DOI：10.1007/s10600-017-2080-6

  日期：2017.7

  A two-step synthesis of 6-(5-isoxazolyl)coumarins was developed. Recyclization of 7-hydroxychromones by hydroxylamine into 4-(5-isoxazolyl)-1,3-benzenediols followed by condensation with acetoacetic ester produced 6-(5-isoxazolyl)-4-methylumbelliferone derivatives with aryl and hetaryl substituents on the isoxazole ring.

  开发了 6-(5-异恶唑基) 香豆素的两步合成。羟胺将 7-羟基色酮再循环成 4-(5-异恶唑基)-1,3-苯二醇，然后与乙酰乙酸酯缩合生成 6-(5-异恶唑基)-4-甲基伞形酮衍生物，异恶唑环上有芳基和杂芳基取代基。
• Synthesis, antimycobacterial evaluation and pharmacophore modeling of analogues of the natural product formononetin
  作者：Peggoty Mutai、Elumalai Pavadai、Ian Wiid、Andile Ngwane、Bienyameen Baker、Kelly Chibale

  DOI：10.1016/j.bmcl.2015.04.064

  日期：2015.6

  The synthesis and antimycobacterial activity of formononetin analogues is hereby reported. Formononetin and its analogue 11E showed 88% and 95% growth inhibition, respectively, against the H37Rv strain of Mycobacterium tuberculosis. Pharmacophore modeling studies indicated that the presence of a hydroxyl group in formononetin and its analogues, is crucial for maintaining activity. (C) 2015 Elsevier Ltd. All rights reserved.
• [EN] SMALL MOLECULE INHIBITORS OF VIRAL REPLICATION<br/>[FR] INHIBITEURS À PETITES MOLÉCULES DE RÉPLICATION VIRALE
  申请人：UNIV PRINCETON

  公开号：WO2020231979A1

  公开（公告）日：2020-11-19

  Provided herein are methods involving a compound of the following structural formula: (I) or a pharmaceutically acceptable salt thereof, wherein values for the variables are as described herein. For example, methods for inhibiting replication of a virus, treating a viral infection, inhibiting heat shock protein 90 and treating a heat shock protein 90-mediated disease or condition using a compound of Structural Formula I are provided.