2-(3-Aminopropyl)-6-chloropyridazin-3-one | 110696-50-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(3-Aminopropyl)-6-chloropyridazin-3-one
• CAS: 110696-50-9
• 化学式: C₇H₁₀ClN₃O
• 分子量: 187.629
• InChiKey: KFNMREZWWOCWRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-氯嘌呤核苷 、 2-(3-Aminopropyl)-6-chloropyridazin-3-one 在 三乙胺 作用下， 以 乙醇 为溶剂， 以40%的产率得到6-chloro-2-[3-[[9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]propyl]pyridazin-3-one
  参考文献：
  名称：

  Adenosine receptors: synthesis, structure-activity relationships and biological activity of new 6-amino purine derivatives

  摘要：

  The synthesis and evaluation of the biological activity of a series of pyridazin-3(2H)-one derivatives is reported. The compounds were tested in radioligand binding assays for affinity at A(1) and A(2A) adenosine receptors in bovine brain cortical membranes, and bovine brain striatal membranes, respectively. None of the compounds shows any affinity towards A(2A) receptor, while compounds in which the 6-chloro-pyridazin-3(2H)-one or 6-phenyl-pyridazin-3(2H)-one group is linked through a chain of two carbon atoms in the 6 position of the adenosine, show a good affinity towards A(1) adenosine receptor, particularly compound 8 in which a phenyl-pyridazinone group is present shows highest affinity with K-i values 6.6 nM. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80050-0
• 作为产物：
  描述：

  2-[3-(3-Chloro-6-oxo-6H-pyridazin-1-yl)-propyl]-isoindole-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-(3-Aminopropyl)-6-chloropyridazin-3-one
  参考文献：
  名称：

  Synthesis, antihypertensive and α-adrenoceptor activity of novel 2-aminoalkyl-3(2H)-pyridazinones

  摘要：

  A number of 2-phenoxyalkylaminoalkyl- and 2-[1,4]benzodioxanylmethylaminoalkyl-3(2H)-pyridazinones were synthesized and tested for hypotensive and antihypertensive activity as well as for alpha-1- and alpha-2-adrenoceptor binding affinities. Some derivatives, eg 5.5, 5.9, 5.12, 6.4 and 6.10, showed strong hypotensive/antihypertensive effect and high affinity for alpha-2- and alpha-1-adrenoceptors. Compound 5.5 was selected for clinical study. In its mode of action a potassium channel opening activity may also be involved.

  DOI：

  10.1016/0223-5234(92)90098-l

文献信息

• Synthesis, antihypertensive and α-adrenoceptor activity of novel 2-aminoalkyl-3(2H)-pyridazinones
  作者：P Mátyus、J Kosáry、E Kasztreiner、N Makk、E Diesler、K Czakó、G Rabloczky、L Jaszlits、E Horváth、Z Tömösközi、G Cseh、E Horváth、P Arányi

  DOI：10.1016/0223-5234(92)90098-l

  日期：1992.3

  A number of 2-phenoxyalkylaminoalkyl- and 2-[1,4]benzodioxanylmethylaminoalkyl-3(2H)-pyridazinones were synthesized and tested for hypotensive and antihypertensive activity as well as for alpha-1- and alpha-2-adrenoceptor binding affinities. Some derivatives, eg 5.5, 5.9, 5.12, 6.4 and 6.10, showed strong hypotensive/antihypertensive effect and high affinity for alpha-2- and alpha-1-adrenoceptors. Compound 5.5 was selected for clinical study. In its mode of action a potassium channel opening activity may also be involved.
• Adenosine receptors: synthesis, structure-activity relationships and biological activity of new 6-amino purine derivatives
  作者：Giovannella Strappaghetti、Stefano Corsano、Roberta Barbaro、Antonio Lucacchini、Gino Giannaccini、Laura Betti

  DOI：10.1016/s0223-5234(98)80050-0

  日期：1998.6

  The synthesis and evaluation of the biological activity of a series of pyridazin-3(2H)-one derivatives is reported. The compounds were tested in radioligand binding assays for affinity at A(1) and A(2A) adenosine receptors in bovine brain cortical membranes, and bovine brain striatal membranes, respectively. None of the compounds shows any affinity towards A(2A) receptor, while compounds in which the 6-chloro-pyridazin-3(2H)-one or 6-phenyl-pyridazin-3(2H)-one group is linked through a chain of two carbon atoms in the 6 position of the adenosine, show a good affinity towards A(1) adenosine receptor, particularly compound 8 in which a phenyl-pyridazinone group is present shows highest affinity with K-i values 6.6 nM. (C) Elsevier, Paris.