2-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitrophenyl)ethanol | 884646-73-5

• 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: 2-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitrophenyl)ethanol
• 英文别名: 2-[2-Methoxy-3,6-bis(methoxymethoxy)-5-nitrophenyl]ethanol
• CAS: 884646-73-5
• 化学式: C₁₃H₁₉NO₈
• 分子量: 317.296
• InChiKey: YUSHATSPKFSHQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitrophenyl)ethanol 在 platinum(IV) oxide 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-amino-6-methoxy-2,5-bis(methoxymethoxy)phenethyl 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：

  2-甲氧基对苯二酚 在 硝酸铵 、 正丁基锂 、 四甲基乙二胺 、 sodium hydride 、 三氟乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 6.33h， 生成 2-(2-methoxy-3,6-bis(methoxymethoxy)-5-nitrophenyl)ethanol
  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。
• Design, synthesis, and biological activity of bicyclic radester analogues as Hsp90 inhibitors
  作者：Vinod D. Jadhav、Adam S. Duerfeldt、Brian S.J. Blagg

  DOI：10.1016/j.bmcl.2009.10.091

  日期：2009.12

  Bicyclic radester analogues have been synthesized and evaluated for Hsp90 inhibitory activity. These analogues induce concentration-dependent degradation of Hsp90-dependent client proteins with the six-membered bicyclic analogues manifesting increased activity versus the five-membered counterparts.

  已经合成并评估了双环 radester 类似物的 Hsp90 抑制活性。这些类似物诱导 Hsp90 依赖性客户蛋白的浓度依赖性降解，六元双环类似物与五元对应物相比表现出更高的活性。
• 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