(4-isoquinolin-5-yl-phthalazin-1-yl)-o-tolylamine

• 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-isoquinolin-5-yl-phthalazin-1-yl)-o-tolylamine
• 英文别名: 4-(isoquinolin-5-yl)-N-o-tolylphthalazin-1-amine；4-isoquinolin-5-yl-N-(2-methylphenyl)phthalazin-1-amine
• 化学式: C₂₄H₁₈N₄
• 分子量: 362.434
• InChiKey: AQWOEJFWZLDYCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二氯酞嗪 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 (4-isoquinolin-5-yl-phthalazin-1-yl)-o-tolylamine
  参考文献：
  名称：

  Arylphthalazines. Part 2: 1-(Isoquinolin-5-yl)-4-arylamino phthalazines as potent inhibitors of VEGF receptors I and II

  摘要：

  A novel class of 1-(isoquinolin-5-yl)-4-arylamino-phthalazines is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Many compounds display VEGFR-2 inhibitory activity with an IC50 as low as 0.017 mu M in an HTRF enzymatic assay. The compounds also inhibit VEGFR-1, a related tyrosine kinase. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.045

文献信息

• Arylphthalazines as potent, and orally bioavailable inhibitors of VEGFR-2
  作者：Matthew A.J. Duncton、Eugene L. Piatnitski Chekler、Reeti Katoch-Rouse、Dan Sherman、Wai C. Wong、Leon M. Smith、Joel K. Kawakami、Alexander S. Kiselyov、Daniel L. Milligan、Chris Balagtas、Yaron R. Hadari、Ying Wang、Sheetal N. Patel、Robin L. Rolster、James R. Tonra、David Surguladze、Stan Mitelman、Paul Kussie、Peter Bohlen、Jacqueline F. Doody

  DOI：10.1016/j.bmc.2008.11.049

  日期：2009.1

  A series of arylphthalazine derivatives were synthesized and evaluated as antagonists of VEGF receptor II (VEGFR-2). IM-094482 57, which was prepared in two steps from commercially available starting materials, was found to be a potent inhibitor of VEGFR-2 in enzymatic, cellular and mitogenic assays (comparable activity to ZD-6474). Additionally, 57 inhibited the related receptor, VEGF receptor I (VEGFR-1), and showed excellent exposure when dosed orally to female CD-1 mice. (C) 2008 Elsevier Ltd. All rights reserved.
• Arylphthalazines. Part 2: 1-(Isoquinolin-5-yl)-4-arylamino phthalazines as potent inhibitors of VEGF receptors I and II
  作者：Matthew A.J. Duncton、Evgueni L. Piatnitski、Reeti Katoch-Rouse、Leon M. Smith、Alexander S. Kiselyov、Daniel L. Milligan、Chris Balagtas、Wai C. Wong、Joel Kawakami、Jacqueline F. Doody

  DOI：10.1016/j.bmcl.2005.12.045

  日期：2006.3

  A novel class of 1-(isoquinolin-5-yl)-4-arylamino-phthalazines is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Many compounds display VEGFR-2 inhibitory activity with an IC50 as low as 0.017 mu M in an HTRF enzymatic assay. The compounds also inhibit VEGFR-1, a related tyrosine kinase. (C) 2005 Elsevier Ltd. All rights reserved.