(7R,8R,11S)-11-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-8-isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid | 515163-51-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: (7R,8R,11S)-11-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-8-isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid
• CAS: 515163-51-6
• 化学式: C₃₄H₄₇N₃O₇
• 分子量: 609.763
• InChiKey: JMLXXBWVPUQQMA-OCBJUFRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  44.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  143.06
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (7R,8R,11S)-11-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-8-isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid 在 palladium on activated charcoal potassium tert-butylate 、 氢气 、 氯甲酸异丙酯 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (3S,6R,7R)-6-Isobutyl-5,18-dioxo-12-oxa-4-aza-tricyclo[11.2.2.1^4,7]octadeca-1(16),13(17),14-triene-3-carboxylic acid (5-hydroxycarbamoyl-pentyl)-amide
  参考文献：
  名称：

  Succinimide hydroxamic acids as potent inhibitors of histone deacetylase (HDAC)

  摘要：

  A series of succinimide hydroxamic acids was prepared and evaluated in vitro for HDAC inhibition and tumor cell antiproliferation. While the original macrocyclic analogue 6 was quite potent in both assays, several appropriately substituted non-macrocyclic succinimides, such as 23, were equipotent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00622-4
• 作为产物：
  描述：

  (7R,8R,11S)-11-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-8-isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (7R,8R,11S)-11-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-8-isobutyl-9-oxo-2-oxa-10-aza-bicyclo[11.2.2]heptadeca-1(16),13(17),14-triene-7-carboxylic acid
  参考文献：
  名称：

  Succinimide hydroxamic acids as potent inhibitors of histone deacetylase (HDAC)

  摘要：

  A series of succinimide hydroxamic acids was prepared and evaluated in vitro for HDAC inhibition and tumor cell antiproliferation. While the original macrocyclic analogue 6 was quite potent in both assays, several appropriately substituted non-macrocyclic succinimides, such as 23, were equipotent. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00622-4