4-[2-(4-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid ethyl ester | 486439-05-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-[2-(4-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid ethyl ester
• 英文别名: 4-(4-chloro-phenacyl)-piperazine-1-carboxylic acid ethyl ester；4-(4-Chlor-phenacyl)-piperazin-1-carbonsaeure-aethylester；Ethyl 4-[2-(4-chlorophenyl)-2-oxoethyl]piperazine-1-carboxylate
• CAS: 486439-05-8
• 化学式: C₁₅H₁₉ClN₂O₃
• 分子量: 310.78
• InChiKey: BDCOZINCKXVRGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[2-(4-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid ethyl ester 在 氢氧化钾 、 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 生成 1-[1-(4-Chlorophenyl)-2-piperazin-1-ylethyl]-4-methylpiperazine
  参考文献：
  名称：

  Structure−Activity Relationship of (1-Aryl-2-piperazinylethyl)piperazines:  Antagonists for the AGRP/Melanocortin Receptor Binding

  摘要：

  Agouti-related protein (AGRP) is an endogenous antagonist of the melanocortin action.(1) In the hypothalamus, melanocortin peptide agonists act as satiety-inducing factors that mediate their action through the melanocortin-4 receptor (MC4R) whereas AGRP is an opposing orexigenic agent. Novel inhibitors of the AGRP/MC4 binding based on (piperazinylethyl)piperazines were prepared, and their structure-activity relationship was established.

  DOI：

  10.1021/jm0255522
• 作为产物：
  描述：

  N-哌嗪甲酸乙酯 、 2'-溴-4-氯苯乙酮 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 4-[2-(4-chloro-phenyl)-2-oxo-ethyl]-piperazine-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Cyclic Voltammetry as an Indicator of Antioxidant Activity

  摘要：

  围绕非竞争性 N-甲基-D-天冬氨酸（NMDA）受体拮抗剂的神经保护特性与抗氧化功能性的结合，制备了一系列化合物。使用循环伏安法对这些化合物的氧化还原化学性质进行了评估，并将评估结果与两种标准生物检测方法（抑制脂质过氧化（硫代巴比妥酸反应物质检测法）和蓝宝石比色法）得出的自由基清除特性进行了比较。这些不同方法得出的结果基本一致。最有效的抗氧化剂是替代酚类，例如 Trolox。一系列嘧啶类化合物的抗氧化活性取决于三个氨基取代基的存在。

  DOI：

  10.1071/ch01193

文献信息

• Cyclic Voltammetry as an Indicator of Antioxidant Activity
  作者：A. Papanikos、J. Eklund、W. R. Jackson、V. B. Kenche、E. M. Campi、A. D. Robertson、B. Jarrott、P. M. Beart、F. E. Munro、J. K. Callaway

  DOI：10.1071/ch01193

  日期：——

  A series of compounds based around combining the neuroprotective properties of non-competitive N-methyl D-aspartic acid (NMDA) receptor antagonists with antioxidant functionalities have been prepared. The redox chemistry of these compounds has been evaluated using cyclic voltammetry, and the results have been compared with their radical-scavenging properties obtained from two standard biological assays, the inhibition of lipid peroxidation (thiobarbituric acid reacting substances assay) and the Sapphire colorimetric assay. Results from these different methods show general concordance. The most effective antioxidants were substituted phenols, e.g. Trolox�. The antioxidant activity of a series of pyrimidines was shown to be dependent on the presence of three amino substituents.

  围绕非竞争性 N-甲基-D-天冬氨酸（NMDA）受体拮抗剂的神经保护特性与抗氧化功能性的结合，制备了一系列化合物。使用循环伏安法对这些化合物的氧化还原化学性质进行了评估，并将评估结果与两种标准生物检测方法（抑制脂质过氧化（硫代巴比妥酸反应物质检测法）和蓝宝石比色法）得出的自由基清除特性进行了比较。这些不同方法得出的结果基本一致。最有效的抗氧化剂是替代酚类，例如 Trolox。一系列嘧啶类化合物的抗氧化活性取决于三个氨基取代基的存在。
• Dahlbom; Misiorny, Acta Chemica Scandinavica (1947), 1957, vol. 11, p. 1153,1154
  作者：Dahlbom、Misiorny

  DOI：——

  日期：——
• Structure−Activity Relationship of (1-Aryl-2-piperazinylethyl)piperazines:  Antagonists for the AGRP/Melanocortin Receptor Binding
  作者：Premilla N. Arasasingham、Christopher Fotsch、Xiaohu Ouyang、Mark H. Norman、Michael G. Kelly、Kevin L. Stark、Bill Karbon、Clarence Hale、James W. Baumgartner、Martha Zambrano、Janet Cheetham、Nuria A. Tamayo

  DOI：10.1021/jm0255522

  日期：2003.1.1

  Agouti-related protein (AGRP) is an endogenous antagonist of the melanocortin action.(1) In the hypothalamus, melanocortin peptide agonists act as satiety-inducing factors that mediate their action through the melanocortin-4 receptor (MC4R) whereas AGRP is an opposing orexigenic agent. Novel inhibitors of the AGRP/MC4 binding based on (piperazinylethyl)piperazines were prepared, and their structure-activity relationship was established.