2-[2-(4-methoxypyridin-2-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine | 608880-53-1

• 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: 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine
• 英文别名: 6-bromo-2-[2-(4-methoxypyridin-2-yl)ethyl]-1H-imidazo[4,5-b]pyridine
• CAS: 608880-53-1
• 化学式: C₁₄H₁₃BrN₄O
• 分子量: 333.187
• InChiKey: NCNCDRDHFQNSFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2-(4-methoxypyridin-2-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine 、 3,4-二甲氧基苯硼酸 、 potassium carbonate 、 氯化锂 在 四(三苯基膦)钯 氮 、 二氯甲烷 、 Sodium sulfate-III 、 silica gel 、 methanol-dichloromethane 、 乙酸乙酯 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以gives 0.18 g of the title compound as a yellowish solid of m.p. 185–186° C的产率得到2-[2-(4-Methoxypyridin-2-yl)ethyl]-6-(3,4-dimethoxyphenyl)-3H-imidazo[4,5-b]pyridine
  参考文献：
  名称：

  Novel alkoxypyridine-derivatives

  摘要：

  公式I中，R1为1-4C-烷氧基，A为1-4C-亚烷基，B代表3H-咪唑并[4,5-b]吡啶-2-基，3H-咪唑并[4,5-b]吡啶-2-基取代R2和/或R3，9H-嘌呤-8-基或9H-嘌呤-8-基取代R4和/或R5，具有有效的iNOS抑制剂作用。

  公开号：

  US20050171125A1
• 作为产物：
  描述：

  4-甲氧基吡啶-2-醛 在 哌啶 、 palladium 10% on activated carbon 、 氢气 、 吡啶盐酸盐 、 sodium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 反应 2.0h， 生成 2-[2-(4-methoxypyridin-2-yl)ethyl]-6-bromo-3H-imidazo[4,5-b]pyridine
  参考文献：
  名称：

  Novel nanomolar imidazo[4,5-b]pyridines as selective nitric oxide synthase (iNOS) inhibitors: SAR and structural insights

  摘要：

  Inducible arginine oxidation and subsequent NO production by correspondent synthase (iNOS) are important cellular answers to proinflammatory signals. Prolonged NO production has been proved in higher organisms to cause stroke or septic shock. Several classes of potent NOS inhibitors have been reported, most of them targeting the arginine binding site of the oxygenase domain. Here we disclose the SAR and the rational design of potent and selective iNOS inhibitors which may be useful as anti-inflammatory drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.073

文献信息

• [EN] NOVEL ALKOXYPYRIDINE-DERIVATIVES<br/>[FR] NOUVEAUX DERIVES D'ALCOXYPYRIDINE
  申请人：ALTANA PHARMA AG

  公开号：WO2003080607A1

  公开（公告）日：2003-10-02

  The compounds of formula (I) in which R1 is 1-4C-alkoxy, , A is 1-4C-alkylene, B represents 3H-imidazo (4,5b) pyridin-2-yl, 3H-imidazo (4,5-b) pyridin-2-yl substituted by R2 and/or R8, 9H-purin-8yl or 9H-purin-8-yl substituted by R4 and/or R5 are effective iNOS inhibitors.

  化学式为(I)的化合物，其中R1为1-4C-烷氧基，A为1-4C-烷基，B代表3H-咪唑并[4,5-b]吡啶-2-基，3H-咪唑并[4,5-b]吡啶-2-基被R2和/或R8取代，9H-嘌呤-8-基或9H-嘌呤-8-基被R4和/或R5取代，具有有效的iNOS抑制剂作用。
• Alkoxypyridine-derivatives
  申请人：Altana Pharma AG

  公开号：US07138399B2

  公开（公告）日：2006-11-21

  The compounds of formula I in which R1 is 1–4C-alkoxy, A is 1–4C-alkylene, B represents 3H-imidazo[4,5-b]pyridin-2-yl, 3H-imidazo[4,5-b]pyridin-2-yl substituted by R2 and/or R3, 9H-purin-8-yl or 9H-purin-8-yl substituted by R4 and/or R5, are effective iNOS inhibitors.

  公式I的化合物中，其中R1为1-4C-烷氧基，A为1-4C-烷基，B代表3H-咪唑并[4,5-b]吡啶-2-基，3H-咪唑并[4,5-b]吡啶-2-基被R2和/或R3取代，9H-嘌呤-8-基或9H-嘌呤-8-基被R4和/或R5取代，具有有效的iNOS抑制剂作用。
• ALKOXYPYRIDINE-DERIVATIVES
  申请人：Nycomed GmbH

  公开号：EP1490366B1

  公开（公告）日：2008-01-23
• NOVEL ALKOXYPYRIDINE-DERIVATIVES
  申请人：ALTANA Pharma AG

  公开号：EP1490366A1

  公开（公告）日：2004-12-29
• Selective Inhibitors Of i-NOS For Use Against Viral Infection
  申请人：UCL Business PLC

  公开号：US20180214430A1

  公开（公告）日：2018-08-02

  The present invention concerns compounds for use in the prevention of viral replication and/or the prevention or treatment of a viral infection, wherein the compounds are selective inhibitors of inducible nitric oxide synthase, and methods of preventing viral replication and/or preventing or treating viral infections in a subject comprising administering a prophylactically or therapeutically effective amount of the compounds.