6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide | 588688-22-6

• 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: 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide
• CAS: 588688-22-6
• 化学式: C₃₀H₃₉N₃O₅
• 分子量: 521.657
• InChiKey: QHICFQJCVQXKNP-FTJBHMTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  38.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104.81
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid hydroxyamide
  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：

  (R)-3-[(S)-1-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-2-phenyl-ethylcarbamoyl]-5-methyl-hexanoic acid 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-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