4-叔丁基-N-[6-(吡啶-3-基)咪唑并[1,2-a]吡啶-2-基]苯甲酰胺 | 1005775-61-0

• 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
• 中文名称: 4-叔丁基-N-[6-(吡啶-3-基)咪唑并[1,2-a]吡啶-2-基]苯甲酰胺
• 英文名称: 4-tert-butyl-N-[6-(pyridin-3-yl)imidazo[1,2-a]pyridin-2-yl]benzamide
• 英文别名: 4-tert-butyl-N-(6-pyridin-3-ylimidazo[1,2-a]pyridin-2-yl)benzamide
• CAS: 1005775-61-0
• 化学式: C₂₃H₂₂N₄O
• 分子量: 370.454
• InChiKey: HRYXZJRQXNMUTE-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：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-6-溴咪唑并[1,2-A]吡啶 在 四(三苯基膦)钯 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 水 为溶剂， 反应 3.0h， 生成 4-叔丁基-N-[6-(吡啶-3-基)咪唑并[1,2-a]吡啶-2-基]苯甲酰胺
  参考文献：
  名称：

  Design and biological evaluation of imidazo[1,2-a]pyridines as novel and potent ASK1 inhibitors

  摘要：

  Imidazo[1,2-a]pyridine derivatives were designed, synthesized, and evaluated as inhibitors of the apoptosis signal-regulating kinase 1 (ASK1). These were based on a benzothiazole derivative that was discovered from high-throughput screening of our compound library. As a result, we identified potent, selective, and orally bioavailable ASK1 inhibitors for wide range of therapeutic targets. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.084

文献信息

• FUSED HETEROCYCLIC COMPOUND
  申请人：Uchikawa Osamu

  公开号：US20100029619A1

  公开（公告）日：2010-02-04

  The present invention provides a compound represented by the formula (I): wherein ring A is a ring which is optionally further substituted; R 1 is a hydrogen atom or a substituent; R 2 is a hydrogen atom or a substituent; R 3 is a hydrogen atom or a substituent; R 4 is a hydrogen atom or a substituent; R 5 is a hydrogen atom or a substituent; R 6 is a hydrogen atom or a substituent; X is ═N— or ═C(Z)- (Z is a hydrogen atom or a substituent); when X is ═C(Z)-, Z and R 6 are optionally bonded to each other to form, together with the carbon atom bonded thereto, an optionally substituted ring, provided that when X is ═CH—, then R 6 is not optionally substituted 2-piperidinyl, excluding N-imidazo[1,2-a]pyridin-2-yl-4-methyl-benzamide, N-imidazo[1,2-a]pyridin-2-yl-benzamide and N-(7-methylimidazo[1,2-a]pyridin-2-yl)-benzamide, or a salt thereof, and a pharmaceutical agent containing same. The compound of the present invention has an ASK1 inhibitory action, and is useful as a pharmaceutical agent such as an agent for the prophylaxis or treatment of diabetes, inflammatory diseases and the like, and the like.

  本发明提供了一种化合物，其化学式表示为（I）：其中，环A是一个环，可以进一步取代；R1是氢原子或取代基；R2是氢原子或取代基；R3是氢原子或取代基；R4是氢原子或取代基；R5是氢原子或取代基；R6是氢原子或取代基；X是═N-或═C(Z)-（其中Z是氢原子或取代基）；当X是═C(Z)-时，Z和R6可以选择性地结合在一起，形成一个可选取代的环，与其相连的碳原子一起；但是当X是═CH-时，R6不是可选取代的2-哌啶基，不包括N-咪唑[1,2-a]吡啶-2-基-4-甲基苯甲酰胺、N-咪唑[1,2-a]吡啶-2-基苯甲酰胺和N-(7-甲基咪唑[1,2-a]吡啶-2-基)-苯甲酰胺，或其盐，并且含有该化合物的药物。本发明的化合物具有ASK1抑制作用，可用作药物，例如预防或治疗糖尿病、炎症性疾病等药物。
• EP2058309
  申请人：——

  公开号：——

  公开（公告）日：——
• Design and biological evaluation of imidazo[1,2-a]pyridines as novel and potent ASK1 inhibitors
  作者：Yoshito Terao、Hideo Suzuki、Masato Yoshikawa、Hiroaki Yashiro、Shiro Takekawa、Yasushi Fujitani、Kengo Okada、Yoshihisa Inoue、Yoshio Yamamoto、Hideyuki Nakagawa、Shuhei Yao、Tomohiro Kawamoto、Osamu Uchikawa

  DOI：10.1016/j.bmcl.2012.10.084

  日期：2012.12

  Imidazo[1,2-a]pyridine derivatives were designed, synthesized, and evaluated as inhibitors of the apoptosis signal-regulating kinase 1 (ASK1). These were based on a benzothiazole derivative that was discovered from high-throughput screening of our compound library. As a result, we identified potent, selective, and orally bioavailable ASK1 inhibitors for wide range of therapeutic targets. (C) 2012 Elsevier Ltd. All rights reserved.