1-phenyl-4-(N-benzoyl-4-aminobutyl)piperazine | 115338-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-phenyl-4-(N-benzoyl-4-aminobutyl)piperazine
• 英文别名: N-[4-(4-Phenyl-piperazin-1-yl)-butyl]-benzamide；N-[4-(4-phenylpiperazin-1-yl)butyl]benzamide
• CAS: 115338-27-7
• 化学式: C₂₁H₂₇N₃O
• 分子量: 337.465
• InChiKey: SPKHLKULRLEZKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  554.0±45.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-[4-(4-phenylpiperazin-1-yl)butyl]-1H-isoindole-1,3(2H)-dione 在 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 6.67h， 生成 1-phenyl-4-(N-benzoyl-4-aminobutyl)piperazine
  参考文献：
  名称：

  Arylpiperazine derivatives as high-affinity 5-HT1A serotonin ligands

  摘要：

  Although simple arylpiperazines are commonly considered to be moderately selective for 5-HT1B serotonin binding sites, N4-substitution of such compounds can enhance their affinity for 5-HT1A sites and/or decrease their affinity for 5-HT1B sites. A small series of 4-substituted 1-arylpiperazines was prepared in an attempt to develop agents with high affinity for 5-HT1A sites. Derivatives where the aryl portion is phenyl, 2-methoxyphenyl, or 1-naphthyl, and the 4-substituent is either a phthalimido or benzamido group at a distance of four methylene units away from the piperazine 4-position, display high affinity for these sites. One of these compounds, 1-(2-methoxyphenyl)-4-[4-(2-phthalimido)butyl]piperazine (18), possesses a higher affinity than 5-HT and represents the highest affinity (Ki = 0.6 nM) agent yet reported for 5-HT1A sites.

  DOI：

  10.1021/jm00118a018

文献信息

• GLENNON, RICHARD A.;NAIMAN, NOREEN A.;LYON, ROBERT A.;TITELER, MILT, J. MED. CHEM., 31,(1988) N 10, C. 1968-1971
  作者：GLENNON, RICHARD A.、NAIMAN, NOREEN A.、LYON, ROBERT A.、TITELER, MILT

  DOI：——

  日期：——
• Arylpiperazine derivatives as high-affinity 5-HT1A serotonin ligands
  作者：Richard A. Glennon、Noreen A. Naiman、Robert A. Lyon、Milt Titeler

  DOI：10.1021/jm00118a018

  日期：1988.10

  Although simple arylpiperazines are commonly considered to be moderately selective for 5-HT1B serotonin binding sites, N4-substitution of such compounds can enhance their affinity for 5-HT1A sites and/or decrease their affinity for 5-HT1B sites. A small series of 4-substituted 1-arylpiperazines was prepared in an attempt to develop agents with high affinity for 5-HT1A sites. Derivatives where the aryl portion is phenyl, 2-methoxyphenyl, or 1-naphthyl, and the 4-substituent is either a phthalimido or benzamido group at a distance of four methylene units away from the piperazine 4-position, display high affinity for these sites. One of these compounds, 1-(2-methoxyphenyl)-4-[4-(2-phthalimido)butyl]piperazine (18), possesses a higher affinity than 5-HT and represents the highest affinity (Ki = 0.6 nM) agent yet reported for 5-HT1A sites.