3-[1-(2-cyanoethyl)-6-oxo-3-phenyl-1,6-dihydropyridazin-4-yl]acrylonitrile | 701975-47-5

• 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: 3-[1-(2-cyanoethyl)-6-oxo-3-phenyl-1,6-dihydropyridazin-4-yl]acrylonitrile
• CAS: 701975-47-5
• 化学式: C₁₆H₁₂N₄O
• 分子量: 276.297
• InChiKey: MIHKRVIGJBRCHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  82.47
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  丙烯腈 、 5-溴-6-苯基-3(2H)-吡嗪酮 在 palladium diacetate 、 三苯基膦 TEA 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到3-(4-bromo-6-oxo-3-phenyl-6H-pyridazin-1-yl)propionitrile
  参考文献：
  名称：

  Design, Synthesis, and Structure–Activity Relationships of a Novel Series of 5-Alkylidenepyridazin-3(2H)-ones with a Non-cAMP-Based Antiplatelet Activity

  摘要：

  5-Alkylidenepyridazin-3-ones with four points of diversity (R-2, R-6, X, Y) have been synthesized and evaluated as platelet aggregation inhibitors. Several derivatives eliciting antiplatelet activity in the low micromolar range (e.g., 14e, 14k, 14p, 14v, IC50 congruent to 1 mu M) were identified. Structure-activity relationships studies on these compounds revealed the key molecular determinants of this new family of antiplatelet agents: (a) two ester groups in the alkoxy moieties; (b) lipophilic substituents at the N2 position of the pyridazin-3-one. The preliminary results of a pharmacological study aimed at determining the mechanism of action of a set of representative compounds revealed that, unlike other pyridazinones, the documented antiplatelet effect is not a consequence of a PDE-III inhibitory activity.

  DOI：

  10.1021/jm061401d