6-Chlor-pyrimido<4,5-c>isochinolin | 55825-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-Chlor-pyrimido<4,5-c>isochinolin
• 英文别名: 6-chloro-pyrimido[4,5-c]isoquinoline；6-Chloropyrimido[4,5-c]isoquinoline
• CAS: 55825-01-9
• 化学式: C₁₁H₆ClN₃
• 分子量: 215.642
• InChiKey: IQLIJTVPOGHMHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Chlor-pyrimido<4,5-c>isochinolin 以60%的产率得到
  参考文献：
  名称：

  ROSOWSKY A.; PAPATHANASOPOULOS N., J. HETEROCYCL. CHEM. , 1974, 11, NO 6, 1081-1084

  摘要：

  DOI：
• 作为产物：
  描述：

  pyrimido[4,5-c]isoquinolin-6(5H)-one 在 草酰氯 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 6-Chlor-pyrimido<4,5-c>isochinolin
  参考文献：
  名称：

  Design of a serotonin 4 receptor radiotracer with decreased lipophilicity for single photon emission computed tomography

  摘要：

  With the aim to develop a suitable radiotracer for the brain imaging of the serotonin 4 receptor subtype (5-HT4R) using single photon emission computed tomography (SPECT), we synthesized and evaluated a library of di- and triazaphenanthridines with lipophilicity values which were in the range expected to favour brain penetration, and which demonstrated specific binding to the target of interest. Adding additional nitrogen atoms to previously described phenanthridine ligands exhibiting a high unspecific binding, we were able to design a radioiodinated compound [I-125]14. This compound exhibited a binding affinity value of 0.094 nM toward human 5-HT4R and a high selectivity over other serotonin receptor subtypes (5-HTR). In vivo SPECS imaging studies and competition experiments demonstrated that the decreased lipophilicity (in comparison with our previously reported compounds 4 and 5) allowed a more specific labelling of the 5-HT4R brain-containing regions. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.03.017

文献信息

• Design of a serotonin 4 receptor radiotracer with decreased lipophilicity for single photon emission computed tomography
  作者：Nathalie Fresneau、Noé Dumas、Benjamin B. Tournier、Christine Fossey、Céline Ballandonne、Aurélien Lesnard、Philippe Millet、Yves Charnay、Thomas Cailly、Jean-Philippe Bouillon、Frédéric Fabis

  DOI：10.1016/j.ejmech.2015.03.017

  日期：2015.4

  With the aim to develop a suitable radiotracer for the brain imaging of the serotonin 4 receptor subtype (5-HT4R) using single photon emission computed tomography (SPECT), we synthesized and evaluated a library of di- and triazaphenanthridines with lipophilicity values which were in the range expected to favour brain penetration, and which demonstrated specific binding to the target of interest. Adding additional nitrogen atoms to previously described phenanthridine ligands exhibiting a high unspecific binding, we were able to design a radioiodinated compound [I-125]14. This compound exhibited a binding affinity value of 0.094 nM toward human 5-HT4R and a high selectivity over other serotonin receptor subtypes (5-HTR). In vivo SPECS imaging studies and competition experiments demonstrated that the decreased lipophilicity (in comparison with our previously reported compounds 4 and 5) allowed a more specific labelling of the 5-HT4R brain-containing regions. (C) 2015 Elsevier Masson SAS. All rights reserved.
• ROSOWSKY A.; PAPATHANASOPOULOS N., J. HETEROCYCL. CHEM. <JHTC-AD>, 1974, 11, NO 6, 1081-1084
  作者：ROSOWSKY A.、 PAPATHANASOPOULOS N.

  DOI：——

  日期：——