N'-[2-(N-Benzyl-N'-tert-butoxycarbonyl-hydrazino)-2-oxo-ethyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester | 500022-37-7

• 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: N'-[2-(N-Benzyl-N'-tert-butoxycarbonyl-hydrazino)-2-oxo-ethyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester
• CAS: 500022-37-7
• 化学式: C₂₆H₃₆N₄O₅
• 分子量: 484.596
• InChiKey: DWIHXSKDAZFFDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  100.21
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N'-[2-(N-Benzyl-N'-tert-butoxycarbonyl-hydrazino)-2-oxo-ethyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester 在 吡啶 、 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 benzyl N-[[2-[benzyl-[(2-bromoacetyl)amino]amino]-2-oxoethyl]-(2-methylpropyl)amino]carbamate
  参考文献：
  名称：

  Hydrazino-aza and N -azapeptoids with therapeutic potential as anticancer agents

  摘要：

  The ubiquitin-proteasome-mediated degradation pathway plays an important role in regulating protein turnover in eucaryotic cells and, consequently, regulates both cell proliferation and cell death. The proteasome influences many cellular regulatory signals and is thus a potential target for pharmacological agents. The study of proteasome function has led to the identification of several natural and synthetic compounds that can act as tumor cell growth inhibitors. In this study, we have developed a series of hydrazino-aza and N-azapeptoids, analogues of Ac-Leucyl-Leucyl-Norleucinal (ALLN) a non-specific peptidyl aldehyde inhibitor of the proteasome. These peptide analogues share a common backbone and bear different C- and N-terminal functions. Their antiproliferative activity on murine leukemia L1210 cells is reported here. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.018
• 作为产物：
  描述：

  2-(苯基甲基)-肼羧酸 1,1-二甲基乙酯 在 吡啶 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 29.0h， 生成 N'-[2-(N-Benzyl-N'-tert-butoxycarbonyl-hydrazino)-2-oxo-ethyl]-N'-isobutyl-hydrazinecarboxylic acid benzyl ester
  参考文献：
  名称：

  Hydrazino-aza and N -azapeptoids with therapeutic potential as anticancer agents

  摘要：

  The ubiquitin-proteasome-mediated degradation pathway plays an important role in regulating protein turnover in eucaryotic cells and, consequently, regulates both cell proliferation and cell death. The proteasome influences many cellular regulatory signals and is thus a potential target for pharmacological agents. The study of proteasome function has led to the identification of several natural and synthetic compounds that can act as tumor cell growth inhibitors. In this study, we have developed a series of hydrazino-aza and N-azapeptoids, analogues of Ac-Leucyl-Leucyl-Norleucinal (ALLN) a non-specific peptidyl aldehyde inhibitor of the proteasome. These peptide analogues share a common backbone and bear different C- and N-terminal functions. Their antiproliferative activity on murine leukemia L1210 cells is reported here. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.018