2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl chloride | 1100915-81-8

• 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: 2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl chloride
• CAS: 1100915-81-8
• 化学式: C₉H₅ClN₂O₂
• 分子量: 208.604
• InChiKey: ZPUZOPBBCDOZMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl chloride 、 (S)-N-((3-(3-氟-4-(哌嗪-1-基)苯基)-2-氧代噁唑啉-5-基)甲基)乙酰胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以55%的产率得到N-[[(5S)-3-[3-fluoro-4-[4-[2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl]piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
  参考文献：
  名称：

  Novel and potent oxazolidinone antibacterials featuring 3-indolylglyoxamide substituents

  摘要：

  Novel oxazolidinone antibacterials bearing a variety of 3-indolylglyoxamide substituents have been explored in an effort to improve the spectrum and potency of this class of agents. A subclass of this series was also made with the diversity at C-5 terminus. These derivatives have been screened against a panel of clinically relevant Gram-positive pathogens and fastidious Gram-negative organisms. Several analogs in this series were identified with in vitro activity superior to linezolid ( MIC = 0.25-2 mu g/ mL). Compounds 10a, 10c, 10e and 10f displayed activity against linezolid resistant Gram-positive organisms (MIC = 2-4 mu g/ mL). Selected oxazolidinones were evaluated for in vivo efficacy against a mouse systemic infection model. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.043
• 作为产物：
  描述：

  7-氮杂吲哚 、 草酰氯 以 四氢呋喃 为溶剂， 生成 2-oxo-2-(1H-pyrrolo[2,3-b]pyridin-3-yl)acetyl chloride
  参考文献：
  名称：

  Novel and potent oxazolidinone antibacterials featuring 3-indolylglyoxamide substituents

  摘要：

  Novel oxazolidinone antibacterials bearing a variety of 3-indolylglyoxamide substituents have been explored in an effort to improve the spectrum and potency of this class of agents. A subclass of this series was also made with the diversity at C-5 terminus. These derivatives have been screened against a panel of clinically relevant Gram-positive pathogens and fastidious Gram-negative organisms. Several analogs in this series were identified with in vitro activity superior to linezolid ( MIC = 0.25-2 mu g/ mL). Compounds 10a, 10c, 10e and 10f displayed activity against linezolid resistant Gram-positive organisms (MIC = 2-4 mu g/ mL). Selected oxazolidinones were evaluated for in vivo efficacy against a mouse systemic infection model. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.043

文献信息

• Novel 7-azaindoles, use thereof as phosphodiesterase 4 inhibitors and method for producing the same
  申请人：——

  公开号：US20040106641A1

  公开（公告）日：2004-06-03

  The invention relates to new 7-azaindoles, their use as inhibitors of phosphodiesterase 4 and to methods for their synthesis.

  本发明涉及新的7-氮杂吲哚，它们的用途是作为磷酸二酯酶4的抑制剂和它们的合成方法。
• [DE] NEUE 7-AZAINDOLE, DEREN VERWENDUNG ALS INHIBITOREN DER PHOSPHODIESTERASE 4 UND VERFAHREN ZU DEREN HERSTELLUNG<br/>[EN] NOVEL 7-AZAINDOLES, USE THEREOF AS PHOSPHODIESTERASE 4 INHIBITORS AND METHOD FOR PRODUCING THE SAME<br/>[FR] NOUVEAUX 7-AZAINDOLES, LEUR UTILISATION EN TANT QU'INHIBITEURS DE LA PHOSPHODIESTERASE 4 ET LEUR PROCEDE DE PRODUCTION
  申请人：DRESDEN ARZNEIMITTEL

  公开号：WO2002034747A1

  公开（公告）日：2002-05-02

  Die Erfindung betrifft neue 7-Azaindole, deren Verwendung als Inhibitoren der Phosphodiesterase 4 und Verfahren zu deren Herstellung.

  这项发明涉及新的7-氮杂吲哚，其用作磷酸二酯酶4的抑制剂以及其制备方法。
• 7-azaindoles, their use as inhibitors of phosphodiesterase 4, and a method for synthesizing them
  申请人：Hofgen Norbert

  公开号：US20060258700A1

  公开（公告）日：2006-11-16

  7-azaindoles inhibit phosphodiesterase 4 (PDE4). Methods for preparing these compounds are also provided.

  7-氮杂吲哚抑制磷酸二酯酶4（PDE4）。同时也提供了制备这些化合物的方法。
• 7-Azaindoles, their use as inhibitors of phosphodiesterase 4, and a method for synthesizing them
  申请人：Hofgen Norbert

  公开号：US20080207680A1

  公开（公告）日：2008-08-28

  7-azaindoles inhibit phosphodiesterase 4 (PDE4). Methods for preparing these compounds and methods of treating arthritis and other conditions with the compounds are also provided.

  7-氮杂吲哚抑制磷酸二酯酶4（PDE4）。还提供了制备这些化合物的方法以及使用这些化合物治疗关节炎和其他疾病的方法。
• NEUE 7-AZAINDOLE, DEREN VERWENDUNG ALS INHIBITOREN DER PHOSPHODIESTERASE 4 UND VERFAHREN ZU DEREN HERSTELLUNG
  申请人：Elbion AG

  公开号：EP1330455A1

  公开（公告）日：2003-07-30