7-allyl-6-(dimethylcarbamoyl)-2,3-dimethylimidazo[1,2-a]pyridin-8-yl pivalate | 1033762-43-4

• 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-allyl-6-(dimethylcarbamoyl)-2,3-dimethylimidazo[1,2-a]pyridin-8-yl pivalate
• 英文别名: [6-(Dimethylcarbamoyl)-2,3-dimethyl-7-prop-2-enylimidazo[1,2-a]pyridin-8-yl] 2,2-dimethylpropanoate
• CAS: 1033762-43-4
• 化学式: C₂₀H₂₇N₃O₃
• 分子量: 357.453
• InChiKey: NZTFAXUBIOCEIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  63.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  7-allyl-8-hydroxy-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxylic acid dimethylamide 、 三甲基乙酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.75h， 以71%的产率得到7-allyl-6-(dimethylcarbamoyl)-2,3-dimethylimidazo[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

文献信息

• [EN] PHARMACEUTICALLY ACTIVE SPIRO-SUBSTITUTED IMIDAZOPYRIDINE DERIVATIVES<br/>[FR] DÉRIVÉS D'IMIDAZOPYRIDINE SUBSTITUÉS PAR SPIRO, PHARMACEUTIQUEMENT ACTIFS
  申请人：NYCOMED GMBH

  公开号：WO2008071766A2

  公开（公告）日：2008-06-19

  [EN] The invention provides compounds of the formula (1), in which the substituents and symbols are as defined in the description. The compounds inhibit the secretion of gastric acid.
  [FR] L'invention concerne des composés représentés par la formule (1), dans laquelle les substituants et symboles sont tels que définis dans la description. Les composés inhibent la sécrétion de l'acide gastrique.