N-[2-(1-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-5-methoxy-1H-indol-3-yl)ethyl]acetamide | 1257651-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-[2-(1-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-5-methoxy-1H-indol-3-yl)ethyl]acetamide
• 英文别名: N-[2-[1-[1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl]-5-methoxyindol-3-yl]ethyl]acetamide
• CAS: 1257651-05-0
• 化学式: C₂₄H₂₇N₃O₃
• 分子量: 405.497
• InChiKey: NVFKPPBVYMXPKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.57
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[2-(1-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-5-methoxy-1H-indol-3-yl)ethyl]acetamide 在 一水合肼 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以78%的产率得到N-[2-(5-methoxy-1-(3-phenyl-1H-pyrazol-4-yl)-1H-indol-3-yl)ethyl]acetamide
  参考文献：
  名称：

  Potent neuroprotective role of novel melatonin derivatives for management of central neuropathy induced by acrylamide in rats

  摘要：

  Acrylamide (ACR) has been shown to be a neurotoxic agent for both laboratory animals and human. The present study aimed at synthesizing new functionalized melatonin derivatives bearing promising heterocyclic moiety that could be expected to have protective effect against ACR-induced neurotoxicity in adult female rats. The novel melatonin derivatives 4, 6, 7 and 11 were synthesized and their chemical structures were confirmed by studying their analytical and spectral data. The administration of ACR [i.p., 50 mg kg(-1) body weight (b. wt.)] alone resulted in significant increase in brain malondialdehyde level (MDA) and lactate dehydrogenase (LDH) activity whereas it caused significant decrease in brain monoamines levels and antioxidant enzymes activity. Treatment with melatonin derivatives 4, 6, 7 and 11 (i.p., 50 mg kg(-1) b. wt) prior to ACR produced significant decrease in brain MDA level and LDH activity with concomitant significant increase in brain monoamines and antioxidant enzymes activity. It could be concluded that the new synthesized melatonin derivatives exhibited promising protective activity against ACR-induced neurotoxicity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.09.017
• 作为产物：
  描述：

  N-[2-(1-benzoylmetha o-5-methoxyindol-3-yl)ethyl]-acetamide 、 N,N-二甲基甲酰胺二甲基缩醛 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 以70%的产率得到N-[2-(1-(1-(dimethylamino)-3-oxo-3-phenylprop-1-en-2-yl)-5-methoxy-1H-indol-3-yl)ethyl]acetamide
  参考文献：
  名称：

  Potent neuroprotective role of novel melatonin derivatives for management of central neuropathy induced by acrylamide in rats

  摘要：

  Acrylamide (ACR) has been shown to be a neurotoxic agent for both laboratory animals and human. The present study aimed at synthesizing new functionalized melatonin derivatives bearing promising heterocyclic moiety that could be expected to have protective effect against ACR-induced neurotoxicity in adult female rats. The novel melatonin derivatives 4, 6, 7 and 11 were synthesized and their chemical structures were confirmed by studying their analytical and spectral data. The administration of ACR [i.p., 50 mg kg(-1) body weight (b. wt.)] alone resulted in significant increase in brain malondialdehyde level (MDA) and lactate dehydrogenase (LDH) activity whereas it caused significant decrease in brain monoamines levels and antioxidant enzymes activity. Treatment with melatonin derivatives 4, 6, 7 and 11 (i.p., 50 mg kg(-1) b. wt) prior to ACR produced significant decrease in brain MDA level and LDH activity with concomitant significant increase in brain monoamines and antioxidant enzymes activity. It could be concluded that the new synthesized melatonin derivatives exhibited promising protective activity against ACR-induced neurotoxicity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.09.017

文献信息

• Potent neuroprotective role of novel melatonin derivatives for management of central neuropathy induced by acrylamide in rats
  作者：Hanaa H. Ahmed、Gamal A. Elmegeed、El-Sayed M. El-Sayed、Mervat M. Abd-Elhalim、Wafaa Gh. Shousha、Reham W. Shafic

  DOI：10.1016/j.ejmech.2010.09.017

  日期：2010.11

  Acrylamide (ACR) has been shown to be a neurotoxic agent for both laboratory animals and human. The present study aimed at synthesizing new functionalized melatonin derivatives bearing promising heterocyclic moiety that could be expected to have protective effect against ACR-induced neurotoxicity in adult female rats. The novel melatonin derivatives 4, 6, 7 and 11 were synthesized and their chemical structures were confirmed by studying their analytical and spectral data. The administration of ACR [i.p., 50 mg kg(-1) body weight (b. wt.)] alone resulted in significant increase in brain malondialdehyde level (MDA) and lactate dehydrogenase (LDH) activity whereas it caused significant decrease in brain monoamines levels and antioxidant enzymes activity. Treatment with melatonin derivatives 4, 6, 7 and 11 (i.p., 50 mg kg(-1) b. wt) prior to ACR produced significant decrease in brain MDA level and LDH activity with concomitant significant increase in brain monoamines and antioxidant enzymes activity. It could be concluded that the new synthesized melatonin derivatives exhibited promising protective activity against ACR-induced neurotoxicity. (C) 2010 Elsevier Masson SAS. All rights reserved.