4,4'-(isoxazol-3,5-diyl)diphenol | 22439-73-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,4'-(isoxazol-3,5-diyl)diphenol
• 英文别名: 4,4'-(isoxazole-3,5-diyl)diphenol；Verb.No.8(Table 1)；3-p-Hydroxyphenyl-5-p-hydroxyphenylisoxazol；4,4'-isoxazole-3,5-diyl-bis-phenol；4-[5-(4-hydroxyphenyl)isoxazol-3-yl]phenol；4-[3-(4-Hydroxyphenyl)-1,2-oxazol-5-yl]phenol；4-[3-(4-hydroxyphenyl)-1,2-oxazol-5-yl]phenol
• CAS: 22439-73-2
• 化学式: C₁₅H₁₁NO₃
• 分子量: 253.257
• InChiKey: RPSOIFGUBMMKIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 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：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-双(4-甲氧基苯基)1,3-丙二酮 在 三溴化硼 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.28h， 生成 4,4'-(isoxazol-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

• 17BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 1 INHIBITORS FOR THE TREATMENT OF HORMONE-RELATED DISEASES
  申请人：Hartmann Rolf

  公开号：US20110046147A1

  公开（公告）日：2011-02-24

  The invention relates to 17beta-hydroxysteroid dehydrogenase type 1 (17betaHSD1) inhibitors, the preparation thereof and the use thereof for the treatment and prophylaxis of hormone-related, especially estrogen-related or androgen-related, diseases.

  该发明涉及17beta-羟基类固醇脱氢酶1型（17betaHSD1）抑制剂，其制备以及用于治疗和预防激素相关疾病，特别是雌激素相关或雄激素相关疾病的用途。
• Estrogen receptor modulators
  申请人：——

  公开号：US20010036956A1

  公开（公告）日：2001-11-01

  Isoxazole estrogen receptor agonist and antagonist compounds having unexpected and surprising activity in modulating estrogen receptor activity are described. In addition, methods and compositions for treating or preventing estrogen receptor-mediated disorders are disclosed. The compounds, methods, and compositions of the invention have utility in preventing or treating estrogen receptor-mediated disorders such as osteoporosis, breast and endometrial cancers, atherosclerosis, and Alzheimer's disease.

  本文描述了具有意外和惊人的活性调节雌激素受体活性的异噁唑雌激素受体激动剂和拮抗剂化合物。此外，还揭示了用于治疗或预防雌激素受体介导的疾病的方法和组合物。本发明的化合物、方法和组合物在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方面具有实用性。
• Murthy; Rao; Rao, Journal of the Indian Chemical Society, 1973, vol. 50, # 3, p. 213 - 214
  作者：Murthy、Rao、Rao

  DOI：——

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

  公开号：EP1102755B1

  公开（公告）日：2006-01-04
• 17BETA-HYDROXYSTEROID-DEHYDROGENASE-TYP1-INHIBITOREN ZUR BEHANDLUNG HORMONABHÄNGIGER ERKRANKUNGEN
  申请人：Universität des Saarlandes

  公开号：EP2190421A2

  公开（公告）日：2010-06-02