4,4'-(4-ethylisoxazole-3,5-diyl)diphenol | 234093-08-4

• 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-ethylisoxazole-3,5-diyl)diphenol
• 英文别名: 4-[4-ethyl-5-(4-hydroxyphenyl)isoxazol-3-yl]phenol；4-[4-Ethyl-5-(4-hydroxyphenyl)isoxazol-3-yl]phenol；4-[4-ethyl-3-(4-hydroxyphenyl)-1,2-oxazol-5-yl]phenol
• CAS: 234093-08-4
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: ORYDAYCREZMPQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,4'-(4-ethylisoxazole-3,5-diyl)diphenol 、 乙酰氯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 4-[3-(4-acetyloxyphenyl)-4-ethylisoxazol-5-yl]phenyl acetate
  参考文献：
  名称：

  Estrogen receptor modulators

  摘要：

  描述了在调节雌激素受体活性方面具有意想不到和令人惊讶活性的异唑嗪雌激素受体激动剂和拮抗剂化合物。此外，还公开了用于治疗或预防雌激素受体介导疾病的方法和组合物。本发明的化合物、方法和组合物可用于预防或治疗雌激素受体介导的疾病，如骨质疏松症、乳腺和子宫内膜癌、动脉粥样硬化和阿尔茨海默病。

  公开号：

  US06262098B1
• 作为产物：
  描述：

  4'-甲氧基苯丁酮 在 三溴化硼 、 溶剂黄146 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 18.3h， 生成 4,4'-(4-ethylisoxazole-3,5-diyl)diphenol
  参考文献：
  名称：

  Antiproliferative novel isoxazoles: Modeling, virtual screening, synthesis, and bioactivity evaluation

  摘要：

  A series of novel isoxazole derivatives were efficiently synthesized through the adaptation/modification of an in situ synthetic procedure for pyrazoles. All novel compounds were tested against four different cell lines to evaluate their antiproliferative activity. Based on the Hela cells results of this study and previous work, a classification model to predict the anti-proliferative activity of isoxazole and pyrazole derivatives was developed. Random Forest modeling was used in view of the development of an accurate and reliable model that was subsequently validated. A virtual screening study was then proposed for the design of novel active derivatives. Compounds 9 and 11 demonstrated significant cytostatic activity; the fused isoxazole derivative 18 and the virtually proposed compound 2v, were proved at least 10 times more potent as compared to compound 9, with IC50 values near and below 1 mu M. In conclusion, a new series of isoxazoles was exploited with some of them exhibiting promising cytostatic activities. Further studies on the substitution pattern of the isoxazole core can potentially provide compounds with cytostatic action at the nM scale. In this direction the in silica approach described herein can also be used to screen existing databases to identify derivatives with anticipated activity. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.05.011

文献信息

• SUBSTITUTED ISOXAZOLE DERIVATIVES AS ESTROGEN RECEPTOR MODULATORS
  申请人：CHIRON CORPORATION

  公开号：EP1102755B1

  公开（公告）日：2006-01-04
• US6262098B1
  申请人：——

  公开号：US6262098B1

  公开（公告）日：2001-07-17
• US6387920B2
  申请人：——

  公开号：US6387920B2

  公开（公告）日：2002-05-14
• US6743815B2
  申请人：——

  公开号：US6743815B2

  公开（公告）日：2004-06-01
• US6869969B2
  申请人：——

  公开号：US6869969B2

  公开（公告）日：2005-03-22