7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-6-(dimethylcarbamoyl)-2,3-dimethyl-imidazo[1,2-a]pyridin-8-yl pivalate | 1033762-45-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-6-(dimethylcarbamoyl)-2,3-dimethyl-imidazo[1,2-a]pyridin-8-yl pivalate
• CAS: 1033762-45-6
• 化学式: C₂₈H₃₃N₃O₃
• 分子量: 459.588
• InChiKey: ABPPLKLXCLDFCK-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  63.91
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-6-(dimethylcarbamoyl)-2,3-dimethyl-imidazo[1,2-a]pyridin-8-yl pivalate 在 水 、 lithium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以66%的产率得到7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-8-hydroxy-n,n,2,3-tetramethylimidazo[1,2-a]pyridine-6-carboxamide
  参考文献：
  名称：

  Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as inhibitors of gastric acid secretion

  摘要：

  Asymmetric and symmetric spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) were prepared using a synthetic approach that comprised a cross-metathesis reaction and an acid-catalyzed cycloisomerisation as key steps. The target compounds constitute potent inhibitors of the gastric proton pump enzyme with inhibitory activity comparable to potassium-competitive acid blockers (P-CABs) belonging to the known 9-aryl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine series. Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9,2'-indenes) represent the first example for P-CABs, in which the distance between the heterocyclic scaffold and the aryl residue has been modified, and are promising candidates for further development as anti-ulcer drugs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.055
• 作为产物：
  描述：

  1-亚甲基茚满 、 7-allyl-6-(dimethylcarbamoyl)-2,3-dimethylimidazo[1,2-a]pyridin-8-yl pivalate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以25%的产率得到7-[(2E)-2-(2,3-dihydro-1H-inden-1-ylidene)ethyl]-6-(dimethylcarbamoyl)-2,3-dimethyl-imidazo[1,2-a]pyridin-8-yl pivalate
  参考文献：
  名称：

  Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) as inhibitors of gastric acid secretion

  摘要：

  Asymmetric and symmetric spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9-indenes) were prepared using a synthetic approach that comprised a cross-metathesis reaction and an acid-catalyzed cycloisomerisation as key steps. The target compounds constitute potent inhibitors of the gastric proton pump enzyme with inhibitory activity comparable to potassium-competitive acid blockers (P-CABs) belonging to the known 9-aryl-7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridine series. Spiro(imidazo[1,2-a]pyrano[2,3-c]pyridine-9,2'-indenes) represent the first example for P-CABs, in which the distance between the heterocyclic scaffold and the aryl residue has been modified, and are promising candidates for further development as anti-ulcer drugs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.10.055