N'-(N-Butyl-hydrazinocarbonylmethyl)-N'-isobutyl-hydrazinecarboxylic acid tert-butyl ester | 500022-40-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N'-(N-Butyl-hydrazinocarbonylmethyl)-N'-isobutyl-hydrazinecarboxylic acid tert-butyl ester
• 英文别名: tert-butyl N-[[2-[amino(butyl)amino]-2-oxoethyl]-(2-methylpropyl)amino]carbamate
• CAS: 500022-40-2
• 化学式: C₁₅H₃₂N₄O₃
• 分子量: 316.444
• InChiKey: OODUGZPDALCGCR-UHFFFAOYSA-N

物化性质

• 熔点：
  105 °C
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  87.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三氟乙酸酐 、 N'-(N-Butyl-hydrazinocarbonylmethyl)-N'-isobutyl-hydrazinecarboxylic acid tert-butyl ester 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以81%的产率得到N'-{2-[N-Butyl-N'-(2,2,2-trifluoro-acetyl)-hydrazino]-2-oxo-ethyl}-N'-isobutyl-hydrazinecarboxylic acid tert-butyl 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
• 作为产物：
  描述：

  N'-(2-Bromo-acetyl)-N'-butyl-hydrazinecarboxylic acid 9H-fluoren-9-ylmethyl ester 在 哌啶 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 39.0h， 生成 N'-(N-Butyl-hydrazinocarbonylmethyl)-N'-isobutyl-hydrazinecarboxylic acid tert-butyl 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