[4-[[N'-(2-sulfanylethyl)carbamimidoyl]amino]cyclohexyl] 4-hydroxy-3,5-dimethoxybenzoate | 1427191-19-2

• 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: [4-[[N'-(2-sulfanylethyl)carbamimidoyl]amino]cyclohexyl] 4-hydroxy-3,5-dimethoxybenzoate
• CAS: 1427191-19-2
• 化学式: C₁₈H₂₇N₃O₅S
• 分子量: 397.495
• InChiKey: VESANBBMSXUIPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl N-[N,N'-bis[(2-methylpropan-2-yl)oxycarbonyl]-N-(2-sulfanylethyl)carbamimidoyl]-N-(4-hydroxycyclohexyl)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 [4-[[N'-(2-sulfanylethyl)carbamimidoyl]amino]cyclohexyl] 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

文献信息

• Neuroprotective effects of mercaptoethylleonurine and mercaptoethylguanidine analogs on hydrogen peroxide-induced apoptosis in human neuronal SH-SY5Y cells
  作者：Zhao-Lin Que、Wen-Jiang Zhou、Jun Chang、Xin-Hua Liu、Jian-Ming Yu、Xun Sun

  DOI：10.1016/j.bmcl.2013.01.038

  日期：2013.3

  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.