3-(3-氨基-5-甲基-1,2,4-苯并三嗪-7-基)-4-氯苯酚 | 867331-09-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-(3-氨基-5-甲基-1,2,4-苯并三嗪-7-基)-4-氯苯酚
• 英文名称: 3-(3-amino-5-methyl-benzo[1,2,4]triazin-7-yl)-4-chloro-phenol
• 英文别名: 3-(3-amino-5-methyl-1,2,4-benzotriazin-7-yl)-4-chlorophenol
• CAS: 867331-09-7
• 化学式: C₁₄H₁₁ClN₄O
• 分子量: 286.721
• InChiKey: WGOCYFJXNFKHER-UHFFFAOYSA-N

物化性质

• 沸点：
  538.3±60.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-氨基-5-甲基-1,2,4-苯并三嗪-7-基)-4-氯苯酚 、 1-(4-溴苯基磺酰基)哌嗪 在 tris(dibenzylideneacetone)dipalladium (0) caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以70%的产率得到4-Chloro-3-(5-methyl-3-(4-(piperazin-1-ylsulfonyl)phenylamino)benzo[e][1,2,4]triazin-7-yl)phenol
  参考文献：
  名称：

  The design and preliminary structure–activity relationship studies of benzotriazines as potent inhibitors of Abl and Abl-T315I enzymes

  摘要：

  We describe the design, synthesis and structure-activity relationship studies in optimizing a series of benzotriazine compounds as potent inhibitors of both Abl and Abl-T315I enzymes. The design includes targeting of an acid functional residue on the alpha C-helix that is available only upon kinase activation. This designed interaction provides an advantage in overcoming the challenges arising from the T315I mutation of Abl and transforms poor (ca. 10 mu M) inhibitors into those with low nM potency. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.043
• 作为产物：
  描述：

  4-溴-2-甲基-6-硝基苯胺 在 镍 盐酸 、 sodium hydroxide 、 四(三苯基膦)钯 、 氢气 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 9.0h， 生成 3-(3-氨基-5-甲基-1,2,4-苯并三嗪-7-基)-4-氯苯酚
  参考文献：
  名称：

  Discovery and preliminary structure–activity relationship studies of novel benzotriazine based compounds as Src inhibitors

  摘要：

  We report the discovery and preliminary SAR studies of a series of structurally novel benzotriazine core based small molecules as inhibitors of Src kinase. To the best of our knowledge, benzotriazine template based compounds have not been reported as kinase inhibitors. The 3-(2-(1-pyrrolidinyl)ethoxy)phenyI analogue (43) was identified as one of the most potent inhibitors of Src kinase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.035

文献信息

• Benzotriazine inhibitors of kinases
  申请人：Noronha Glenn

  公开号：US20050245524A1

  公开（公告）日：2005-11-03

  The invention provides benzotriazine compounds having formula (I). The benzotriazine compounds of the invention are capable of inhibiting kinases, such members of the Src kinase family, and various other specific receptor and non-receptor kinases.

  该发明提供了具有化学式（I）的苯并三唑化合物。该发明的苯并三唑化合物能够抑制激酶，如Src激酶家族成员，以及其他特定的受体和非受体激酶。
• Benzotriazine Inhibitors of Kinases
  申请人：Gong Xianchang

  公开号：US20090275569A1

  公开（公告）日：2009-11-05

  The invention provides benzotriazine compounds having formula (I). The benzotriazine compounds of the invention are capable of inhibiting kinases, such members of the Src kinase family, and various other specific receptor and non-receptor kinases.

  该发明提供了具有公式（I）的苯并三氮唑化合物。该发明的苯并三氮唑化合物能够抑制激酶，例如Src激酶家族的成员以及其他特定的受体和非受体激酶。
• BENZOTRIAZINE INHIBITORS OF KINASES
  申请人：Gong Xianchang

  公开号：US20110294796A1

  公开（公告）日：2011-12-01

  The invention provides benzotriazine compounds having formula (I). The benzotriazine compounds of the invention are capable of inhibiting kinases, such members of the Src kinase family, and various other specific receptor and non-receptor kinases.

  本发明提供具有公式（I）的苯并三氮唑化合物。本发明的苯并三氮唑化合物能够抑制激酶，如Src激酶家族成员以及其他特定的受体和非受体激酶。
• EP1809614B1
  申请人：——

  公开号：EP1809614B1

  公开（公告）日：2014-05-07
• US7456176B2
  申请人：——

  公开号：US7456176B2

  公开（公告）日：2008-11-25