2-(Azocan-1-yl-methylsulfanyl-methylene)-malononitrile | 1027576-32-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(Azocan-1-yl-methylsulfanyl-methylene)-malononitrile
• 英文别名: 2-[Azocan-1-yl(methylsulfanyl)methylidene]propanedinitrile
• CAS: 1027576-32-4
• 化学式: C₁₂H₁₇N₃S
• 分子量: 235.353
• InChiKey: PHNSCFGDPYFCKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(Azocan-1-yl-methylsulfanyl-methylene)-malononitrile 在 ammonium sulfate 、 氨 、 sodium methylate 、 lithium tert-butoxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二甲基亚砜 为溶剂， 生成 5-Azocan-1-yl-7-(6-morpholin-4-yl-pyridin-3-yl)-pyrido[2,3-d]pyrimidin-4-ylamine
  参考文献：
  名称：

  Synthesis and structure-activity relationships of 5-heteroatom-substituted pyridopyrimidines as adenosine kinase inhibitors

  摘要：

  Under stressful conditions, many cells release adenosine to minimize tissue damage. Inhibition of intracellular adenosine kinase (AK) increases the local extracellular concentration of adenosine and its effect on traumatized tissue. The synthesis and SAR of a new series of pyridopyrimidines for the inhibition of AK are described. It was found that a range of analogs with position five substituted by an amine or ether functionality increased aqueous solubility while retaining the in vitro potency of initial leads. A narrower range of analogs was active in vivo in a rat inflammatory hyperalgesia model. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00019-9
• 作为产物：
  描述：

  七亚甲基亚胺 、 [双(甲硫基)亚甲基]丙烷二腈 以 二氯甲烷 为溶剂， 生成 2-(Azocan-1-yl-methylsulfanyl-methylene)-malononitrile
  参考文献：
  名称：

  Synthesis and structure-activity relationships of 5-heteroatom-substituted pyridopyrimidines as adenosine kinase inhibitors

  摘要：

  Under stressful conditions, many cells release adenosine to minimize tissue damage. Inhibition of intracellular adenosine kinase (AK) increases the local extracellular concentration of adenosine and its effect on traumatized tissue. The synthesis and SAR of a new series of pyridopyrimidines for the inhibition of AK are described. It was found that a range of analogs with position five substituted by an amine or ether functionality increased aqueous solubility while retaining the in vitro potency of initial leads. A narrower range of analogs was active in vivo in a rat inflammatory hyperalgesia model. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(03)00019-9

文献信息

• Synthesis and structure-activity relationships of 5-heteroatom-substituted pyridopyrimidines as adenosine kinase inhibitors
  作者：Gregory A Gfesser、Erol K Bayburt、Marlon Cowart、Stanley DiDomenico、Arthur Gomtsyan、Chih-Hung Lee、Andrew O Stewart、Michael F Jarvis、Elizabeth A Kowaluk、Shripad S Bhagwat

  DOI：10.1016/s0223-5234(03)00019-9

  日期：2003.3

  Under stressful conditions, many cells release adenosine to minimize tissue damage. Inhibition of intracellular adenosine kinase (AK) increases the local extracellular concentration of adenosine and its effect on traumatized tissue. The synthesis and SAR of a new series of pyridopyrimidines for the inhibition of AK are described. It was found that a range of analogs with position five substituted by an amine or ether functionality increased aqueous solubility while retaining the in vitro potency of initial leads. A narrower range of analogs was active in vivo in a rat inflammatory hyperalgesia model. (C) 2003 Editions scientifiques et medicales Elsevier SAS. All rights reserved.