N-[4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl]-benzamide | 115338-29-9

• 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: N-[4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl]-benzamide
• 英文别名: N-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]benzamide
• CAS: 115338-29-9
• 化学式: C₁₉H₂₅N₅O
• 分子量: 339.44
• InChiKey: BNODZJLUJVVQSK-UHFFFAOYSA-N

物化性质

• 熔点：
  106-106.5 °C(Solv: acetonitrile (75-05-8))
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(4-溴丁基)邻苯二甲酰亚胺 在 potassium carbonate 、 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 6.0h， 生成 N-[4-(4-Pyrimidin-2-yl-piperazin-1-yl)-butyl]-benzamide
  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

• Ligand-Controlled NiH-Catalyzed Regiodivergent and Enantioselective Hydroamination of Alkenyl Amides
  作者：Leipeng Xie、Jimin Liang、Haohao Bai、Xuanyu Liu、Xiao Meng、Yuan-Qing Xu、Zhong-Yan Cao、Chao Wang

  DOI：10.1021/acscatal.3c01845

  日期：2023.8.4

  commercially available bidentate nitrogen-containing ligands, which enables delivery of 1,1-, 1,2-, and 1,3-diamines with good-to-excellent regioselectivity starting from the same substrates. A broad range of O-benzoylhydroxylamine electrophiles with different functional groups can be installed via Ni migration or nonmigration. Moreover, these predicable and positionally selective protocols provide a

  过渡金属催化的烯烃远程氢官能化仍然是化学合成中有效但具有挑战性的方案。在此，我们报道了一种配体控制、导向基团辅助的策略，以促进 NiH 催化的具有弱配位酰胺基团的未活化烯烃的位点选择性（α、β 或 γ）氢胺化。成功的关键在于使用适当且市售的二齿含氮配体，这使得能够从相同的配体开始以良好至优异的区域选择性递送1,1-、1,2-和1,3-二胺基材。广泛的O具有不同官能团的-苯甲酰羟胺亲电子试剂可以通过Ni迁移或非迁移安装。此外，这些可预测的位置选择性方案提供了一种对映选择性合成高价值的 1,2-二胺（通过远程脂肪族 C-H 胺化）和 1,3-二胺的方法。
• 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.