4-chloro-N-(3,4-dichlorophenyl)phthalazin-1-amine | 866758-55-6

• 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-chloro-N-(3,4-dichlorophenyl)phthalazin-1-amine
• CAS: 866758-55-6
• 化学式: C₁₄H₈Cl₃N₃
• 分子量: 324.597
• InChiKey: XTFIWZIMEZVKKH-UHFFFAOYSA-N

物化性质

• 沸点：
  512.5±50.0 °C(Predicted)
• 密度：
  1.531±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-N-(3,4-dichlorophenyl)phthalazin-1-amine 、 4-氨基甲酰苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 4-{4-[(3,4-Dichlorophenyl)amino]phthalazin-1-yl}benzamide
  参考文献：
  名称：

  Arylphthalazines: Identification of a new phthalazine chemotype as inhibitors of VEGFR kinase

  摘要：

  A novel class of 4-arylamino-phthalazin-1-yl-benzamides is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Several compounds display potent VEGFR-2 inhibitory activity with an IC50 as low as 0.078 mu M in an HTRF enzymatic assay. These compounds are relatively selective against a small kinase panel. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.064
• 作为产物：
  描述：

  1,4-二氯酞嗪 、 3,4-二氯苯胺 在 三乙胺 作用下， 以 正丁醇 为溶剂， 生成 4-chloro-N-(3,4-dichlorophenyl)phthalazin-1-amine
  参考文献：
  名称：

  Arylphthalazines: Identification of a new phthalazine chemotype as inhibitors of VEGFR kinase

  摘要：

  A novel class of 4-arylamino-phthalazin-1-yl-benzamides is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Several compounds display potent VEGFR-2 inhibitory activity with an IC50 as low as 0.078 mu M in an HTRF enzymatic assay. These compounds are relatively selective against a small kinase panel. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.064

文献信息

• Arylphthalazines: Identification of a new phthalazine chemotype as inhibitors of VEGFR kinase
  作者：Evgueni L. Piatnitski、Matthew A.J. Duncton、Alexander S. Kiselyov、Reeti Katoch-Rouse、Dan Sherman、Daniel L. Milligan、Chris Balagtas、Wai C. Wong、Joel Kawakami、Jacqueline F. Doody

  DOI：10.1016/j.bmcl.2005.07.064

  日期：2005.11

  A novel class of 4-arylamino-phthalazin-1-yl-benzamides is described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Several compounds display potent VEGFR-2 inhibitory activity with an IC50 as low as 0.078 mu M in an HTRF enzymatic assay. These compounds are relatively selective against a small kinase panel. (c) 2005 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.