tert-butyl N-[N,N'-bis[(2-methylpropan-2-yl)oxycarbonyl]-N-(2-sulfanylethyl)carbamimidoyl]-N-(6-hydroxyhexyl)carbamate | 1427191-31-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl N-[N,N'-bis[(2-methylpropan-2-yl)oxycarbonyl]-N-(2-sulfanylethyl)carbamimidoyl]-N-(6-hydroxyhexyl)carbamate
• CAS: 1427191-31-8
• 化学式: C₂₄H₄₅N₃O₇S
• 分子量: 519.703
• InChiKey: PCEPCDITGDPUFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.23
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  117.97
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[N,N'-bis[(2-methylpropan-2-yl)oxycarbonyl]-N-(2-sulfanylethyl)carbamimidoyl]-N-(6-hydroxyhexyl)carbamate 在 盐酸 、 4-二甲氨基吡啶 、 甲酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 6-[[Amino-(2-sulfanylethylamino)methylidene]amino]hexyl 4-hydroxy-3,5-dimethoxybenzoate
  参考文献：
  名称：

  Neuroprotective effects of mercaptoethylleonurine and mercaptoethylguanidine analogs on hydrogen peroxide-induced apoptosis in human neuronal SH-SY5Y cells

  摘要：

  A series of mercaptoethylleonurine and mercaptoethylguanidine derivatives were designed and synthesized. Their neuroprotective effects toward H2O2-induced apoptosis were investigated in human SH-SY5Y cells. The results from these studies identified several potent compounds, with compound 8k emerging as the most effective. Further investigation demonstrated that 8k reduced H2O2-induced activation of mitochondrial apoptosis by inhibiting the expression of Bax and elevating the expression of Bcl-2. Moreover, the molecular mechanism underlying the observed neuroprotective effects of 8k was exerted via the Akt and JNK pathways. Compound 8k can be a lead compound for further discovery of neuroprotective medicine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.038
• 作为产物：
  描述：

  2-氨基-2-噻唑啉 、 6-氨基-1-己醇 、 二碳酸二叔丁酯 在 氢溴酸 作用下， 以 水 、 乙腈 为溶剂， 反应 0.08h， 生成 tert-butyl N-[N,N'-bis[(2-methylpropan-2-yl)oxycarbonyl]-N-(2-sulfanylethyl)carbamimidoyl]-N-(6-hydroxyhexyl)carbamate
  参考文献：
  名称：

  Neuroprotective effects of mercaptoethylleonurine and mercaptoethylguanidine analogs on hydrogen peroxide-induced apoptosis in human neuronal SH-SY5Y cells

  摘要：

  A series of mercaptoethylleonurine and mercaptoethylguanidine derivatives were designed and synthesized. Their neuroprotective effects toward H2O2-induced apoptosis were investigated in human SH-SY5Y cells. The results from these studies identified several potent compounds, with compound 8k emerging as the most effective. Further investigation demonstrated that 8k reduced H2O2-induced activation of mitochondrial apoptosis by inhibiting the expression of Bax and elevating the expression of Bcl-2. Moreover, the molecular mechanism underlying the observed neuroprotective effects of 8k was exerted via the Akt and JNK pathways. Compound 8k can be a lead compound for further discovery of neuroprotective medicine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.038