6-溴-2,3-二甲氧基吡啶 | 52606-08-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6-溴-2,3-二甲氧基吡啶
• 英文名称: 6-bromo-2,3-dimethoxypyridine
• CAS: 52606-08-3
• 化学式: C₇H₈BrNO₂
• 分子量: 218.05
• InChiKey: KUEBOEUQASVFTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-溴-2,3-二甲氧基吡啶 在 四(三苯基膦)钯 、 溴 、 sodium acetate 、 三溴化硼 、 potassium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 60.0h， 生成 5-(4-fluorophenyl)-6-(4-cyanophenyl)-3-hydroxypyridin-2(1H)-one
  参考文献：
  名称：

  [EN] HYDROXYPYRIDINONE-,HYDROXYPYRIMIDINONE-AND HYDROXYPYRIDAZINONE DRIVATIVES AND THEIR THERAPEUTIC APPLICATION
  [FR] HYDROXYPYRIDONES, HYDROXYPYRIMIDINONES ET HYDROXYPYRIDAZINONES THÉRAPEUTIQUES

  摘要：

  公开号：

  WO2014043252A3
• 作为产物：
  描述：

  2,3-二甲氧基吡啶 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 以1.4 g的产率得到6-溴-2,3-二甲氧基吡啶
  参考文献：
  名称：

  Phenyl substituted 3-hydroxypyridin-2(1H)-ones: Inhibitors of influenza A endonuclease

  摘要：

  Inhibition of the endonuclease activity of influenza RNA-dependent RNA polymerase is recognized as an attractive target for the development of new agents for the treatment of influenza infection. Our earlier study employing small molecule fragment screening using a high-resolution crystal form of pandemic 2009 H1N1 influenza A endonuclease domain (PAN) resulted in the identification of 5-chloro-3-hydroxypyridin-2(1H)-one as a bimetal chelating ligand at the active site of the enzyme. In the present study, several phenyl substituted 3-hydroxypyridin-2(1H)-one compounds were synthesized and evaluated for their ability to inhibit the endonuclease activity as measured by a high-throughput fluorescence assay. Two of the more potent compounds in this series, 16 and 18, had IC50 values of 11 and 23nM in the enzymatic assay, respectively. Crystal structures revealed that these compounds had distinct binding modes that chelate the two active site metal ions (M1 and M2) using only two chelating groups. The SAR and the binding mode of these 3-hydroxypyridin-2-ones provide a basis for developing a new class of anti-influenza drugs.

  DOI：

  10.1016/j.bmc.2013.08.053

文献信息

• DIHYDROXY AROMATIC HETEROCYCLIC COMPOUND
  申请人：TAKEDA PHARMACEUTICAL COMPANY LIMITED

  公开号：US20140336165A1

  公开（公告）日：2014-11-13

  Provided is a compound having a D-amino acid oxidase (DAAO) inhibitory action, and useful as, for example, a prophylaxis and/or therapeutic agent for schizophrenia or neuropathic pain. The present inventors have studied a compound that inhibits DAAO, and confirm that a dihydroxy aromatic heterocyclic compound has a DAAO inhibitory action, and completed the present invention. That is, the dihydroxy aromatic heterocyclic compound of the present invention has a good DAAO inhibitory action, and can be used as a prophylaxis and/or therapeutic agent for, for example, schizophrenia or neuropathic pain.

  提供的是一种具有D-氨基酸氧化酶（DAAO）抑制作用的化合物，可用作例如精神分裂症或神经病性疼痛的预防和/或治疗剂。本发明人员研究了一种能够抑制DAAO的化合物，并确认一种二羟基芳香杂环化合物具有DAAO抑制作用，并完成了本发明。换言之，本发明的二羟基芳香杂环化合物具有良好的DAAO抑制作用，并可用作例如精神分裂症或神经病性疼痛的预防和/或治疗剂。
• THERAPEUTIC HYDROXYPYRIDINONES, HYDROXYPYRIMIDINONES AND HYDROXYPYRIDAZINONES
  申请人：Lavoie Edmond J.

  公开号：US20150232454A1

  公开（公告）日：2015-08-20

  The invention provides compounds of formula (I): and salts and prodrugs thereof wherein R4, X1 and X2 have any of the meanings defined in the specification, as well as pharmaceutical compositions comprising the compounds or salts and methods for their use in therapy. The compounds have useful antiviral properties.

  本发明提供公式(I)的化合物，以及其盐和前药，其中R4、X1和X2具有规范中定义的任何含义，以及包含该化合物或盐的药物组合物和在治疗中使用它们的方法。这些化合物具有有用的抗病毒性能。
• Dihydroxy aromatic heterocyclic compound
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US10202399B2

  公开（公告）日：2019-02-12

  Provided is a compound having a D-amino acid oxidase (DAAO) inhibitory action, and useful as, for example, a prophylaxis and/or therapeutic agent for schizophrenia or neuropathic pain. The present inventors have studied a compound that inhibits DAAO, and confirm that a dihydroxy aromatic heterocyclic compound has a DAAO inhibitory action, and completed the present invention. That is, the dihydroxy aromatic heterocyclic compound of the present invention has a good DAAO inhibitory action, and can be used as a prophylaxis and/or therapeutic agent for, for example, schizophrenia or neuropathic pain.

  本发明提供了一种具有 D-氨基酸氧化酶（DAAO）抑制作用的化合物，可用作精神分裂症或神经病理性疼痛的预防和/或治疗剂等。本发明人对一种抑制 DAAO 的化合物进行了研究，确认一种二羟基芳香杂环化合物具有 DAAO 抑制作用，并完成了本发明。也就是说，本发明的二羟基芳香杂环化合物具有良好的 DAAO 抑制作用，可用作精神分裂症或神经病理性疼痛等的预防和/或治疗剂。
• [EN] HYDROXYPYRIDINONE-,HYDROXYPYRIMIDINONE-AND HYDROXYPYRIDAZINONE DRIVATIVES AND THEIR THERAPEUTIC APPLICATION<br/>[FR] HYDROXYPYRIDONES, HYDROXYPYRIMIDINONES ET HYDROXYPYRIDAZINONES THÉRAPEUTIQUES
  申请人：UNIV RUTGERS

  公开号：WO2014043252A3

  公开（公告）日：2014-05-30
• US9212147B2
  申请人：——

  公开号：US9212147B2

  公开（公告）日：2015-12-15