(1H-indazol-3-yl)-{2-[(quinolin-6-ylmethyl)-amino]-phenyl}-methanone | 821767-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1H-indazol-3-yl)-{2-[(quinolin-6-ylmethyl)-amino]-phenyl}-methanone
• 英文别名: (1H-Indazol-3-yl)(2-{[(quinolin-6-yl)methyl]amino}phenyl)methanone；1H-indazol-3-yl-[2-(quinolin-6-ylmethylamino)phenyl]methanone
• CAS: 821767-48-0
• 化学式: C₂₄H₁₈N₄O
• 分子量: 378.433
• InChiKey: HBSXWFBLJONDCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1H-indazol-3-yl-[2-(quinolin-6-ylmethylideneamino)phenyl]methanone 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (1H-indazol-3-yl)-{2-[(quinolin-6-ylmethyl)-amino]-phenyl}-methanone
  参考文献：
  名称：

  Synthesis and evaluation of heteroaryl-ketone derivatives as a novel class of VEGFR-2 inhibitors

  摘要：

  We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation to the benzylic amine group (Fig. 1). The best compounds were demonstrated to be inactive against a small select panel of tyrosine and serine/threonine kinases with the exception of VEGFR-1 kinase, a close family member. In addition, the lead candidate 8 displayed acceptable exposure levels when administered orally to mice. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.083

文献信息

• Synthesis and evaluation of heteroaryl-ketone derivatives as a novel class of VEGFR-2 inhibitors
  作者：Eugene L. Piatnitski Chekler、Reeti Katoch-Rouse、Alexander S. Kiselyov、Dan Sherman、Xiaohu Ouyang、Ki Kim、Ying Wang、Yaron R. Hadari、Jacqueline F. Doody

  DOI：10.1016/j.bmcl.2008.06.083

  日期：2008.8

  We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation to the benzylic amine group (Fig. 1). The best compounds were demonstrated to be inactive against a small select panel of tyrosine and serine/threonine kinases with the exception of VEGFR-1 kinase, a close family member. In addition, the lead candidate 8 displayed acceptable exposure levels when administered orally to mice. (c) 2008 Elsevier Ltd. All rights reserved.