methyl 2-(4-methoxyphenyl)-1H-indole-6-carboxylate | 848485-44-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: methyl 2-(4-methoxyphenyl)-1H-indole-6-carboxylate
• 英文别名: methyl 2-(4-metjoxyphenyl)-1H-indole-6-carboxylate
• CAS: 848485-44-9
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: WKCMPCPOZVQJAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-methoxyphenyl)-1H-indole-6-carboxylate 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 methyl 3-cyclohexyl-2-(4-methoxyphenyl)-1H-indole-6-carboxylate
  参考文献：
  名称：

  Development and Preliminary Optimization of Indole-N-Acetamide Inhibitors of Hepatitis C Virus NS5B Polymerase

  摘要：

  Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B that shows potent affinity for the NS5B enzyme and effective inhibition of subgenomic HCV RNA replication in HUH-7 cells. Inhibitors from this class have promising characteristics for further development as anti-HCV agents.

  DOI：

  10.1021/jm049122i
• 作为产物：
  描述：

  3-氨基-4-羟基苯甲酸甲酯 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 1,1,2,3-四甲基胍 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 methyl 2-(4-methoxyphenyl)-1H-indole-6-carboxylate
  参考文献：
  名称：

  Development and Preliminary Optimization of Indole-N-Acetamide Inhibitors of Hepatitis C Virus NS5B Polymerase

  摘要：

  Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B that shows potent affinity for the NS5B enzyme and effective inhibition of subgenomic HCV RNA replication in HUH-7 cells. Inhibitors from this class have promising characteristics for further development as anti-HCV agents.

  DOI：

  10.1021/jm049122i

文献信息

• [EN] INDOLES AND AZAINDOLES AS ANTIVIRAL AGENTS<br/>[FR] INDOLES ET AZAINDOLES UTILISES COMME AGENTS ANTIVIRAUX
  申请人：ANGELETTI P IST RICHERCHE BIO

  公开号：WO2005034941A1

  公开（公告）日：2005-04-21

  The present invention relates to indoles and azaindoles of formula (I): wherein X1, X2, X3, X4, A1, Ar1, Ar, n, p and q are as defined herein and pharmaceutically acceptable salts thereof, useful in the prevention and treatment of hepatitis C virus infections.

  本发明涉及式(I)的吲哚和氮杂吲哚，其中X1、X2、X3、X4、A1、Ar1、Ar、n、p和q如本文所定义，并其药用盐，用于预防和治疗丙型肝炎病毒感染。
• Indoles and azaindoles as antiviral agents
  申请人：Avolio Salvatore

  公开号：US20070072911A1

  公开（公告）日：2007-03-29

  The present invention relates to indoles and azaindoles of formula (1): wherein X 1 , X 2 , X 3 , X 4 , A 1 , Ar 1 , Ar, n, p and q are as defined herein and pharmaceutically acceptable salts thereof, useful in the prevention and treatment of hepatitis C virus infections.

  本发明涉及式（1）的吲哚和氮杂吲哚：其中X1，X2，X3，X4，A1，Ar1，Ar，n，p和q如本文所定义，并且其药学上可接受的盐，用于预防和治疗丙型肝炎病毒感染。
• INDOLES AND AZAINDOLES AS ANTIVIRAL AGENTS
  申请人：ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.

  公开号：EP1673081A1

  公开（公告）日：2006-06-28
• Development and Preliminary Optimization of Indole-<i>N</i>-Acetamide Inhibitors of Hepatitis C Virus NS5B Polymerase
  作者：Steven Harper、Barbara Pacini、Salvatore Avolio、Marcello Di Filippo、Giovanni Migliaccio、Ralph Laufer、Raffaele De Francesco、Michael Rowley、Frank Narjes

  DOI：10.1021/jm049122i

  日期：2005.3.1

  Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here a novel class of allosteric inhibitor of NS5B that shows potent affinity for the NS5B enzyme and effective inhibition of subgenomic HCV RNA replication in HUH-7 cells. Inhibitors from this class have promising characteristics for further development as anti-HCV agents.