(S)-benzyl (1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)carbamate | 911289-39-9

• 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: (S)-benzyl (1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)carbamate
• 英文别名: benzyl N-[(2S)-1-(2-methylpropylamino)-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 911289-39-9
• 化学式: C₂₁H₂₆N₂O₃
• 分子量: 354.449
• InChiKey: PZFVIKKPVSKDCC-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-benzyl (1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)carbamate 在 盐酸 、 palladium 10% on activated carbon 、 氢气 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 17.5h， 生成
  参考文献：
  名称：

  Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides

  摘要：

  CH₃到CF₃的取代会增加蛋白质氨基酸侧链的膜通透性。

  DOI：

  10.1039/d1ob01565f
• 作为产物：
  描述：

  N-苄氧羰基-L-苯丙氨酸 、 异丁胺 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以64%的产率得到(S)-benzyl (1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)carbamate
  参考文献：
  名称：

  Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides

  摘要：

  CH₃到CF₃的取代会增加蛋白质氨基酸侧链的膜通透性。

  DOI：

  10.1039/d1ob01565f

文献信息

• Synthesis, physical–chemical characterisation and biological evaluation of novel 2-amido-3-hydroxypyridin-4(1H)-ones: Iron chelators with the potential for treating Alzheimer’s disease
  作者：Alessandra Gaeta、Francisco Molina-Holgado、Xiao L. Kong、Sarah Salvage、Sarah Fakih、Paul T. Francis、Robert J. Williams、Robert C. Hider

  DOI：10.1016/j.bmc.2010.12.007

  日期：2011.2

  A novel class of 2-amido-3-hydroxypyridin-4-one iron chelators is described. These compounds have been designed to behave as suitable molecular probes which will improve our knowledge of the role of iron in neurodegenerative conditions. Neurodegenerative disorders, such as Alzheimer's disease (AD) and Parkinson disease (PD), can be considered as diverse pathological conditions sharing critical metabolic processes such as protein aggregation and oxidative stress. Interestingly, both these metabolic alterations seem to be associated with the involvement of metal ions, including iron. Iron chelation is therefore a potential therapeutic approach. The physico-chemical (pK(a) pFe(3+) and log P) and biological properties (inhibition of iron-containing enzymes) of these chelators have been investigated in order to obtain a suitable profile for the treatment of neurodegenerative conditions. Studies with neuronal cell cultures confirm that the new iron chelators are neuroprotective against beta-amyloid-induced toxicity. (C) 2010 Elsevier Ltd. All rights reserved.
• Methyl to trifluoromethyl substitution as a strategy to increase the membrane permeability of short peptides
  作者：Takahiro Ono、Kohsuke Aikawa、Takashi Okazoe、Jumpei Morimoto、Shinsuke Sando

  DOI：10.1039/d1ob01565f

  日期：——

  CH₃ to CF₃ substitution on a side chain of proteiogenic amino acids increases the membrane permeability of peptides.

  CH₃到CF₃的取代会增加蛋白质氨基酸侧链的膜通透性。