4-(5-isonitrilepentyl)-1-(2-methoxyphenyl)piperazine | 491611-30-4

• 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: 4-(5-isonitrilepentyl)-1-(2-methoxyphenyl)piperazine
• 英文别名: 1-(5-Isocyanopentyl)-4-(2-methoxyphenyl)piperazine
• CAS: 491611-30-4
• 化学式: C₁₇H₂₅N₃O
• 分子量: 287.405
• InChiKey: KAPXOPJBCNZXQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 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：

  [(99)Tc(OH2)(4-carboxypyridine-2-carboxylato)(CO)3] 、 4-(5-isonitrilepentyl)-1-(2-methoxyphenyl)piperazine 以 水 为溶剂， 以96%的产率得到[(99)Tc(4-(5-isonitrilepentyl)-1-(2-methoxyphenyl)piperazine)(4-carboxy-2-pyridinecarboxylato)(CO)3]
  参考文献：
  名称：

  基于[ 99（m） Tc（OH 2）3（CO）3 ] +的新的[2 +1]混合配体概念：基础研究

  摘要：

  混合的 配体 面式通式[M（L的三羰基复合物1）（L 2）（CO）3 ]（M = RE，99（M）锝，L 1 =咪唑， 异氰酸苄酯，L 2 =1 H-咪唑-4-羧酸， 吡啶-2,4-二羧酸， 吡啶-2,5-二羧酸）是由前体[M（OH 2）3（CO）3 ] +制备的。通过首先连接二齿，可以分两步获得高收率和高纯度的配合物配体其次是添加单齿。也可以在反应堆中制备99m Tc化合物示踪剂一锅法中同时存在L 1和L 2的液位。这种[2 +1]方法允许贴标含有单齿或双齿供体位点的生物活性分子。此处给出的实例是N-（叔丁氧基羰基）甘氨酰基-N-（3-（咪唑-1-基）丙基）苯丙氨酰胺，5-（（3-（咪唑-1-基）丙基）氨基甲基）-2'脱氧尿苷和4-（5- isonitrilpentyl）-1-（2-甲氧基苯基） -哌嗪为L 1和ñ - （（6-羧基吡啶-3-基）甲基）glycylphenylalanine为L

  DOI：

  10.1039/b400220b

文献信息

• Disruption of Unprecedented B‐H…M Agostic Interactions: An Alternative Approach for Labeling Bioactive Molecules
  作者：R. Garcia、A. Paulo、A. Domingos、I. Santos、H.‐J. Pietzsch

  DOI：10.1081/sim-200047542

  日期：2005.1.1

  The agostic B-H...Re bond in complexes [Rekappa(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 [Rekappa(2)-Ph(mu-H)B(tim(Me))(2)}(C equivalent to (NBu)-Bu-t)(CO)(3)] (3) and [Rekappa(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 [Rekappa(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.