2-{3-[N'-(6-amino-2-tert-butoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester | 1123546-18-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 2-{3-[N'-(6-amino-2-tert-butoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester
• 英文别名: methyl (2S)-2-[[3-[2-[(2S)-6-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoyl]hydrazinyl]-4,4,4-trifluorobutanoyl]amino]-3-phenylpropanoate
• CAS: 1123546-18-8
• 化学式: C₂₅H₃₈F₃N₅O₆
• 分子量: 561.602
• InChiKey: BIEBRSIXDDUNCE-ADUPEVMXSA-N

物化性质

• 沸点：
  667.1±55.0 °C(predicted)
• 密度：
  1.219±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  39
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  161
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-{3-[N'-(6-amino-2-tert-butoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester 、 一水柠檬酸 以 甲醇 为溶剂， 以55 mg的产率得到2-{3-[N'-(6-amino-2-tert-butoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester citric acid salt
  参考文献：
  名称：

  Novel fluorinated pseudopeptides as proteasome inhibitors

  摘要：

  We have designed novel small inhibitors of rabbit 20S proteasome using a trifluoromethyl-beta-hydrazino acid scaffold. Structural variations influenced their inhibition of the three types of active sites. Proteasome inhibition at the micromolar level was selective, calpain I and cathepsin B were not inhibited. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.012
• 作为产物：
  描述：

  2-{3-[N'-(2-benzyloxycarbonylamino-6-tertbutoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester 在 palladium on carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 生成 2-{3-[N'-(6-amino-2-tert-butoxycarbonylaminohexanoyl)hydrazino]-4,4,4-trifluorobutyrylamino}-3-phenylpropionic acid methyl ester
  参考文献：
  名称：

  Novel fluorinated pseudopeptides as proteasome inhibitors

  摘要：

  We have designed novel small inhibitors of rabbit 20S proteasome using a trifluoromethyl-beta-hydrazino acid scaffold. Structural variations influenced their inhibition of the three types of active sites. Proteasome inhibition at the micromolar level was selective, calpain I and cathepsin B were not inhibited. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.012

文献信息

• Novel fluorinated pseudopeptides as proteasome inhibitors
  作者：Lucia Formicola、Xavier Maréchal、Nicolas Basse、Michelle Bouvier-Durand、Danièle Bonnet-Delpon、Thierry Milcent、Michèle Reboud-Ravaux、Sandrine Ongeri

  DOI：10.1016/j.bmcl.2008.11.012

  日期：2009.1

  We have designed novel small inhibitors of rabbit 20S proteasome using a trifluoromethyl-beta-hydrazino acid scaffold. Structural variations influenced their inhibition of the three types of active sites. Proteasome inhibition at the micromolar level was selective, calpain I and cathepsin B were not inhibited. (C) 2008 Elsevier Ltd. All rights reserved.