tert-butyl 4-(4-(6-(tert-butylamino)-5-(5-chlorobenz[d]oxazole-2-yl)pyridin-3-yl)-1H-pyrazole-1-yl)piperidine-1-carboxylate | 1190740-66-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl 4-(4-(6-(tert-butylamino)-5-(5-chlorobenz[d]oxazole-2-yl)pyridin-3-yl)-1H-pyrazole-1-yl)piperidine-1-carboxylate
• 英文别名: tert-butyl 4-(4-(6-(tert-butylamino)-5-(5-chlorobenz[d]oxazol-2-yl)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate；Tert-butyl 4-[4-[6-(tert-butylamino)-5-(5-chloro-1,3-benzoxazol-2-yl)pyridin-3-yl]pyrazol-1-yl]piperidine-1-carboxylate
• CAS: 1190740-66-9
• 化学式: C₂₉H₃₅ClN₆O₃
• 分子量: 551.088
• InChiKey: NATLYQPNTBKAMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  98.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4-(6-(tert-butylamino)-5-(5-chlorobenz[d]oxazole-2-yl)pyridin-3-yl)-1H-pyrazole-1-yl)piperidine-1-carboxylate 在 tris-(dibenzylideneacetone)dipalladium(0) 、 tert-butyl 4-(4-(5-(5-aminobenzo[d]oxazol-2-yl)-6-(tert-butylamino)pyridin-3-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 、 sodium t-butanolate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 生成 Tert-butyl 4-[4-[5-(6-amino-1,3-benzoxazol-2-yl)-6-(tert-butylamino)pyridin-3-yl]pyrazol-1-yl]piperidine-1-carboxylate
  参考文献：
  名称：

  Design and synthesis of novel 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine derivatives as selective G-protein-coupled receptor kinase-2 and -5 inhibitors

  摘要：

  G-protein-coupled receptor kinase (GRK)-2 and -5 are emerging therapeutic targets for the treatment of cardiovascular disease. In our efforts to discover novel small molecules to inhibit GRK-2 and -5, a class of compound based on 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl) pyridin-2-amine was identified as a novel hit by high throughput screening campaign. Structural modification of parent benzoxazole scaffolds by introducing substituents on phenyl displayed potent inhibitory activities toward GRK-2 and -5. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.036

文献信息

• Synthesis and structure–activity relationship of aminopyridines with substituted benzoxazoles as c-Met kinase inhibitors
  作者：Jongkook Lee、Sun-Young Han、Heejung Jung、Jeon Yang、Jie-Won Choi、Chong Hack Chae、Chi Hoon Park、Sang Un Choi、Kwangho Lee、Jae Du Ha、Chong Ock Lee、Jae Wook Ryu、Hyoung Rae Kim、Jong Sung Koh、Sung Yun Cho

  DOI：10.1016/j.bmcl.2012.04.083

  日期：2012.6

  A series of hydroxybenzoxazole derivatives was synthesized, and their c-Met kinase inhibitory activity was evaluated. Described herein is a potent c-Met inhibitor by structural modification of the parent benzoxazole scaffold, with particular focus on the hydroxyl substituent of the benzoxazole moiety.

  合成了一系列羟基苯并恶唑衍生物，并评估了它们的c-Met激酶抑制活性。本文描述了通过母体苯并恶唑支架的结构修饰的有效的c-Met抑制剂，特别关注苯并恶唑部分的羟基取代基。