7-(2,6-dimethylbenzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid | 875813-68-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 7-(2,6-dimethylbenzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid
• 英文别名: 7-(2,6-dimethyl-benzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid；7-[(2,6-dimethylphenyl)methylamino]-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid
• CAS: 875813-68-6
• 化学式: C₁₈H₁₉N₃O₂
• 分子量: 309.368
• InChiKey: DUXZJFQLOBQNGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  78
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(2,6-dimethylbenzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid 、 甲胺 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 、 乙醇 为溶剂， 反应 1.0h， 以45%的产率得到7-(2,6-dimethyl-benzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid methylamide
  参考文献：
  名称：

  5-Substituted 1H-pyrrolo[3,2-b]pyridines as inhibitors of gastric acid secretion☆

  摘要：

  A series of novel 1H-pyrrolo[3,2-b]pyridines was prepared relying on a copper iodide catalyzed cyclization of 2-prop-1-ynylpyridin-3-amines. A structure-activity relationship was established focusing on the influence of the substitution pattern in position 1, 3, and 5 of the heterocycle on anti-secretory activity, lipophilicity, and pK(a) value. Some of the compounds proved to be potent inhibitors of the gastric acid pump. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.017
• 作为产物：
  描述：

  ethyl 7-(2,6-dimethylbenzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylate 在 氢氧化钾 作用下， 以 甲醇 、 水 为溶剂， 反应 1.5h， 生成 7-(2,6-dimethylbenzylamino)-2-methyl-1H-pyrrolo[3,2-b]pyridine-5-carboxylic acid
  参考文献：
  名称：

  5-Substituted 1H-pyrrolo[3,2-b]pyridines as inhibitors of gastric acid secretion☆

  摘要：

  A series of novel 1H-pyrrolo[3,2-b]pyridines was prepared relying on a copper iodide catalyzed cyclization of 2-prop-1-ynylpyridin-3-amines. A structure-activity relationship was established focusing on the influence of the substitution pattern in position 1, 3, and 5 of the heterocycle on anti-secretory activity, lipophilicity, and pK(a) value. Some of the compounds proved to be potent inhibitors of the gastric acid pump. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.10.017

文献信息

• [EN] 5-SUBSTITUTED 1H-PYRROLO[3,2-B]PYRIDINES<br/>[FR] 1H-PYRROLO[3,2-B]PYRIDINES 5-SUBSTITUEES
  申请人：ALTANA PHARMA AG

  公开号：WO2006013195A1

  公开（公告）日：2006-02-09

  The invention relates to compounds of the formula 1, in which the substituents and symbols have the meanings indicated in the description. The compounds have gastric acid secretion inhibiting and excellent gastric and intestinal protective action properties.

  该发明涉及公式1的化合物，其中取代基和符号具有描述中指示的含义。这些化合物具有抑制胃酸分泌和优良的胃肠保护作用特性。
• 5-Substituted 1H-Pyrrolo [3,2-B] Pyridines
  申请人：Palmer Andreas

  公开号：US20070287726A1

  公开（公告）日：2007-12-13

  The invention relates to compounds of the formula (1) wherein the substituents and symbols have the meanings indicated in the description. The compounds have gastric acid secretion inhibiting and excellent gastric and intestinal protective action properties.

  本发明涉及化合物的公式（1），其中取代基和符号具有描述中所示的含义。这些化合物具有抑制胃酸分泌和优异的胃肠保护作用特性。
• 5-SUBSTITUTED 1H-PYRROLOÝ3,2-B¨PYRIDINES
  申请人：Altana Pharma AG

  公开号：EP1776361A1

  公开（公告）日：2007-04-25
• 5-Substituted 1H-pyrrolo[3,2-b]pyridines as inhibitors of gastric acid secretion☆
  作者：Andreas Marc Palmer、Gabriela Münch、Christof Brehm、Peter Jan Zimmermann、Wilm Buhr、Martin Philipp Feth、Wolfgang Alexander Simon

  DOI：10.1016/j.bmc.2007.10.017

  日期：2008.2.1

  A series of novel 1H-pyrrolo[3,2-b]pyridines was prepared relying on a copper iodide catalyzed cyclization of 2-prop-1-ynylpyridin-3-amines. A structure-activity relationship was established focusing on the influence of the substitution pattern in position 1, 3, and 5 of the heterocycle on anti-secretory activity, lipophilicity, and pK(a) value. Some of the compounds proved to be potent inhibitors of the gastric acid pump. (C) 2007 Elsevier Ltd. All rights reserved.