1-(6-Isocyanohexyl)-4-(2-methoxyphenyl)piperazine | 491611-31-5

• 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-(6-Isocyanohexyl)-4-(2-methoxyphenyl)piperazine
• CAS: 491611-31-5
• 化学式: C₁₈H₂₇N₃O
• 分子量: 301.432
• InChiKey: ZZMWLLLUUIOZRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  fac-[Re(κ3-H(μ-H)B(2-mercapto-1-methylimidazole-H))2(CO)3] 、 1-(6-Isocyanohexyl)-4-(2-methoxyphenyl)piperazine 以 甲醇 为溶剂， 以85%的产率得到Re(I)(κ2-BH2(2-mercapto-1-methylimidazolyl)2)(N-(6-isocyanohexyl)-N'-(2-methoxyphenyl)piperazine)(CO)3
  参考文献：
  名称：

  Disruption of Unprecedented B‐H…M Agostic Interactions: An Alternative Approach for Labeling Bioactive Molecules

  摘要：

  The agostic B-H...Re bond in complexes [Re{kappa(3)-R(mu H)B(tim(Me))(2)}(CO)(3)] (R= H (1), Ph (2), tim(Me) = 2-mercapto-1-methylimidazolyl) is readily cleaved by t-butylisonitrile or cyclohexylisonitrile leading to the mixed-ligand complexes [Re{kappa(2)-Ph(mu-H)B(tim(Me))(2)}(C equivalent to (NBu)-Bu-t)(CO)(3)] (3) and [Re{kappa(2)-H(mu-H)B(tim(Me))(2)}(C equivalent to N-cyclohexyl)(CO)(3)] (4), respectively. Bearing in mind the so-called [2 + 1] mixed ligand approach for the development of target-pecific radiopharmaceuticals, reactions of 1 with isonitriles carrying the (2-methoxyphenyl)piperazine pharmacophore (part of WAY 100635) were also studied and the complexes [Re{kappa(2)-H(mu-H)B(tim(Me))(2)}(C equivalent to N-R'-WAY)(CO)(3)] (R' = butylene (5), pentylene (6) or hexylene (7)) isolated. The novel mixed Re(I) tricarbonyl complexes (3-7) have been characterized by the usual analytical techniques, which included X-ray diffraction analysis in the cases of 3, 4 and 5. The affinity of the complexes 5-7 toward the 5-HT1A receptors was tested in competitive receptor binding assays and the IC50 values found were in the 21.9-66.5 nM range. Complex 7, with the longest spacer length between the isonitrile function and the pharmacophore, has shown an improved selectivity towards the 5-HT1A subtype of receptors when compared with 5 and 6.

  DOI：

  10.1081/sim-200047542