4-(5-methyl-2H-pyrazol-3-ylamino)-2-pyridin-3-ylmethyl-2H-phthalazin-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(5-methyl-2H-pyrazol-3-ylamino)-2-pyridin-3-ylmethyl-2H-phthalazin-1-one
• 英文别名: 4-[(5-methyl-1H-pyrazol-3-yl)amino]-2-(pyridin-3-ylmethyl)phthalazin-1-one
• 化学式: C₁₈H₁₆N₆O
• 分子量: 332.365
• InChiKey: NFSIWQPFIWGRHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲酰肼 在 tris-(dibenzylideneacetone)dipalladium(0) 、 五溴化磷 、 sodium hydride 、 2-(二叔丁基膦)联苯 、 sodium t-butanolate 作用下， 以 乙醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 70.5h， 生成 4-(5-methyl-2H-pyrazol-3-ylamino)-2-pyridin-3-ylmethyl-2H-phthalazin-1-one
  参考文献：
  名称：

  Phthalazinone Pyrazoles as Potent, Selective, and Orally Bioavailable Inhibitors of Aurora-A Kinase

  摘要：

  The inhibition of Aurora kinases in order to arrest mitosis and subsequently inhibit tumor growth via apoptosis of proliferating cells has generated significant discussion within the literature. We report a novel class of Aurora kinase inhibitors based upon a phthalazinone pyrazole scaffold. The development of the phthalazinone template resulted in a potent Aurora-A selective series of compounds (typically >1000-fold selectivity over Aurora-B) that display good pharmacological profiles with significantly improved oral bioavailability compared to the well studied Aurora inhibitor VX-680.

  DOI：

  10.1021/jm101346r

文献信息

• Phthalazinone derivatives
  申请人：Boyd Edward

  公开号：US20060089359A1

  公开（公告）日：2006-04-27

  Compounds of formula I their pharmaceutically acceptable salts, enantiomeric forms, diastereoisomers and racemates are disclosed. Also disclosed are methods for the preparation of the above-mentioned compounds, pharmaceutical compositions containing them, as well as the use of the above-mentioned compounds in the treatment, control or prevention of illnesses such as cancer.

  公开了式I的化合物及其药学上可接受的盐、对映体、二对映异构体和混合物。还公开了制备上述化合物的方法、含有它们的药物组合物，以及上述化合物在治疗、控制或预防癌症等疾病中的应用。
• NOVEL PHTHALAZINONE DERIVATIVES, AS AURORA-A KINASE INHIBITORS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1794148B1

  公开（公告）日：2009-04-15
• US7226923B2
  申请人：——

  公开号：US7226923B2

  公开（公告）日：2007-06-05