3-chloro-2-(3-chloro-4-hydroxyphenyl)-2H-indazol-5-ol | 848142-63-2

• 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-chloro-2-(3-chloro-4-hydroxyphenyl)-2H-indazol-5-ol
• 英文别名: 3-chloro-2-(3-chloro-4-hydroxyphenyl)indazol-5-ol
• CAS: 848142-63-2
• 化学式: C₁₃H₈Cl₂N₂O₂
• 分子量: 295.125
• InChiKey: CRSUASWTVZUAHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴-5-甲氧基溴苄 在 1,1'-双(二苯基膦)二茂铁 、 palladium diacetate 、 N-氯代丁二酰亚胺 、 三氟二甲基硫醚络合物 、 sodium hexamethyldisilazane 、 溶剂黄146 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 77.25h， 生成 3-chloro-2-(3-chloro-4-hydroxyphenyl)-2H-indazol-5-ol
  参考文献：
  名称：

  Indazole Estrogens:  Highly Selective Ligands for the Estrogen Receptor β

  摘要：

  The estrogen receptors, ERalpha and ERbeta, are important pharmaceutical targets. To develop ERbeta-selective ligands, we synthesized a series of nonsteroidal compounds having a phenyl-2H-indazole core with different groups at C-3. Several of these show high affinity and good ERbeta selectivity, especially those with polar and/or polarizable substituents at this site (halogen, CF3, nitrile); the best compounds have affinities for ERbeta comparable to estradiol, with ERbeta affinity selectivity > 100. This potency and ERbeta selectivity is also seen in cell-based transcriptional assays, where several compounds showed ERbeta efficacies equivalent to that of estradiol with ERbeta potency selectivities of 100. These compounds might prove useful as selective pharmacological probes to study the biological actions of estrogens mediated through ERP, and they might lead to the development of useful pharmaceuticals. These findings also contribute to an evolving pharmacophore that characterizes certain nonsteroidal ligands having high ERbeta subtype affinity and potency selectivity.

  DOI：

  10.1021/jm049223g

文献信息

• ESTROGEN RECEPTOR BETA LIGANDS FOR THE PREVENTION AND TREATMENT OF MULTIPLE SCLEROSIS (MS) AND OTHER DEMYELINATING, INFLAMMATORY AND NEURODEGENERATIVE DISEASES
  申请人：The Board of Trustees of the University of Illinois

  公开号：EP3796905A1

  公开（公告）日：2021-03-31