3-(2,3,6-trimethoxy-5-nitrophenyl)propan-1-ol | 884646-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2,3,6-trimethoxy-5-nitrophenyl)propan-1-ol
• CAS: 884646-72-4
• 化学式: C₁₂H₁₇NO₆
• 分子量: 271.27
• InChiKey: SAOCEIJNQMLABF-UHFFFAOYSA-N

物化性质

• 沸点：
  452.0±40.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2,3,6-trimethoxy-5-nitrophenyl)propan-1-ol 在 platinum(IV) oxide 偶氮二甲酸二异丙酯 、 氢气 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 24.0h， 生成 3-(3-amino-2,5,6-trimethoxy)propyl 5-chloro-2,4-dihydroxybenzoate
  参考文献：
  名称：

  Design, Synthesis, and StructureActivity Relationships for Chimeric Inhibitors of Hsp90

  摘要：

  Inhibition of the 90 kDa heat shock protein (Hsp90) family of molecular chaperones represents a promising new chemotherapeutic approach toward the treatment of several cancers. Previous studies have demonstrated that the natural products, radicicol and geldanamycin, are potent inhibitors of the Hsp90 N-terminal ATP binding site. The cocrystal structures of these molecules bound to Hsp90 have been determined, and through molecular modeling and superimposition of these ligands, hybrids of radicicol and geldanamycin have been designed. A series of macrocylic chimeras of radicicol and geldanamycin and the corresponding seco-agents have been prepared and evaluated for both antiproliferative activity and their ability to induce Hsp90-dependent client protein degradation.

  DOI：

  10.1021/jo061054f
• 作为产物：
  描述：

  1,2,4-三甲氧基苯 在 palladium on activated charcoal 正丁基锂 、 氢气 、 硝酸 、 sodium hydride 、 溶剂黄146 作用下， 以 乙醚 、 乙酸乙酯 、 甲苯 为溶剂， 反应 33.25h， 生成 3-(2,3,6-trimethoxy-5-nitrophenyl)propan-1-ol
  参考文献：
  名称：

  Design, Synthesis, and StructureActivity Relationships for Chimeric Inhibitors of Hsp90

  摘要：

  Inhibition of the 90 kDa heat shock protein (Hsp90) family of molecular chaperones represents a promising new chemotherapeutic approach toward the treatment of several cancers. Previous studies have demonstrated that the natural products, radicicol and geldanamycin, are potent inhibitors of the Hsp90 N-terminal ATP binding site. The cocrystal structures of these molecules bound to Hsp90 have been determined, and through molecular modeling and superimposition of these ligands, hybrids of radicicol and geldanamycin have been designed. A series of macrocylic chimeras of radicicol and geldanamycin and the corresponding seco-agents have been prepared and evaluated for both antiproliferative activity and their ability to induce Hsp90-dependent client protein degradation.

  DOI：

  10.1021/jo061054f

文献信息

• Heat shock protein 90 inhibitors
  申请人：Blagg Brian

  公开号：US20060089495A1

  公开（公告）日：2006-04-27

  Novel compounds useful for inhibiting the 90 kDa heat shock proteins containing a quinone-like moiety and a di-hydroxy phenol like moiety, similar to geldanamycin and radicicol.

  新型化合物对抑制含有类似醌类结构和二羟基酚类结构的90千道尔顿热休克蛋白具有用途，类似于格尔德霉素和拉迪考尔。
• HEAT SHOCK PROTEIN 90 INHIBITORS
  申请人：Blagg Brian S.J.

  公开号：US20100099865A1

  公开（公告）日：2010-04-22

  Novel compounds useful for inhibiting the 90kDa heat shock proteins containing a quinone-like moiety and a di-hydroxy phenol like moiety, similar to geldanamycin and radicicol.
• US7208630B2
  申请人：——

  公开号：US7208630B2

  公开（公告）日：2007-04-24
• US7605288B2
  申请人：——

  公开号：US7605288B2

  公开（公告）日：2009-10-20
• US8188306B2
  申请人：——

  公开号：US8188306B2

  公开（公告）日：2012-05-29