ethyl 5-nitro-3-phenylindole-2-carboxylate | 23515-78-8

• 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: ethyl 5-nitro-3-phenylindole-2-carboxylate
• 英文别名: Ethyl-5-nitro-3-phenylindol-2-carboxylat；5-nitro-3-phenyl-indole-2-carboxylic acid ethyl ester；ethyl 5-nitro-3-phenyl-1H-indole-2-carboxylate
• CAS: 23515-78-8
• 化学式: C₁₇H₁₄N₂O₄
• mdl: MFCD00047162
• 分子量: 310.309
• InChiKey: RWWDKSRRVDTYNM-UHFFFAOYSA-N

物化性质

• 沸点：
  550.4±50.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  ethyl 5-nitro-3-phenylindole-2-carboxylate 在 镍 、 caesium carbonate 、 肼 作用下， 以 乙醇 为溶剂， 生成 ethyl 5-amino-1-methyl-3-phenylindole-2-carboxylate
  参考文献：
  名称：

  Synthesis and SAR of 2-carboxylic acid indoles as inhibitors of plasminogen activator inhibitor-1

  摘要：

  We synthesized and evaluated a novel series of 2-carboxylic acid indole-based inhibitors of plasminogen activator inhibitor-1 (PAI-1). Systematic modification of the N-1 position and the 5-position of the indole scaffold resulted in the identification of several compounds that showed good potency against PAI-1 in the spectro photometric assay. This potency did not always translate to the antibody assay. Solubility and serum protein binding studies on selected analogs revealed that protein binding might be a factor in the poor correlation between the two assays. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.095
• 作为产物：
  描述：

  2-氨基-5-硝基二苯甲酮 在 dirhodium tetraacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 生成 ethyl 5-nitro-3-phenylindole-2-carboxylate
  参考文献：
  名称：

  Construction of Heterocyclic Compounds by Use of α-Diazophosphonates:  New One-Pot Syntheses of Indoles and Isocoumarins

  摘要：

  [GRAPHICS]alpha-Diazophosphonates, which have extremely useful properties from a synthetic point of view, are disclosed as 1,1-ambiphilic one-carbon building blocks for one-pot construction of various heterocyclic compounds. They are easily prepared and have higher stability by the effect of the phosphoryl group than corresponding alpha-diazocarbonyl compounds. Using this synthon, we have developed a novel, mild, and efficient synthetic method of 2,3-disubstituted indoles and 3,4-disubstituted isocoumarins.

  DOI：

  10.1021/ol025916k

文献信息

• [EN] SUBSTITUTED PYRROLE-INDOLES AS INHIBITORS OF PAI-1<br/>[FR] PYRROLE-INDOLES A SUBSTITUTION INHIBITEURS DE PAI-1
  申请人：WYETH CORP

  公开号：WO2005030756A1

  公开（公告）日：2005-04-07

  The present invention relates to substituted pyrrole-indoles of Formula 1 and methods of using them as inhibitors of PAI-1.

  本发明涉及Formula 1中的取代吡咯吲哚化合物以及将其用作PAI-1抑制剂的方法。
• [EN] HETEROCYCLIC- OR ARYLOXY, -THIO OR -AMINO SUBSTITUTED INDOLES-2-CARBOXYLIC ACIDS OR ESTERS AS PAI-1<br/>[FR] ACIDES OU ESTERS D'INDOLES-2-CARBOXYLIQUE HETEROCYCLIQUE OU ARYLOXY, -THIO OU -AMINO SUBSTITUES EN TANT QUE PAI-1
  申请人：WYETH CORP

  公开号：WO2005030716A1

  公开（公告）日：2005-04-07

  The present invention relates generally to substituted indoles such as substituted 1H-indole-2-carboxylic acid derivatives, and methods of using them.

  本发明涉及取代吲哚，如取代1H-吲哚-2-羧酸衍生物，以及使用它们的方法。
• [EN] SUBSTITUTED SULFONAMIDE-INDOLE-2-CARBOXYLIC ACID DERIVATIVES AS PAI-1 INHIBITORS<br/>[FR] DERIVES D'ACIDE SULFONAMIDE-INDOLE-2-CARBOXYLIQUE SUBSTITUES UTILISES EN TANT QU'INHIBITEURS DE PAI-1
  申请人：WYETH CORP

  公开号：WO2005030715A1

  公开（公告）日：2005-04-07

  The present invention relates generally to substituted sulfonamide indoles such as substituted sulfonamide indoles, and methods of using them.

  本发明通常涉及替代磺酰胺吲哚，例如替代磺酰胺吲哚，以及使用它们的方法。
• Substituted sulfonamide-indoles
  申请人：Hu Baihua

  公开号：US20050096377A1

  公开（公告）日：2005-05-05

  The present invention relates generally to substituted sulfonamide indoles such as substituted sulfonamide indoles, and methods of using them.

  本发明涉及替代磺酰胺吲哚类化合物，例如替代磺酰胺吲哚，并且涉及使用它们的方法。
• Substituted pyrrole-indoles
  申请人：Hu Baihua

  公开号：US20050113439A1

  公开（公告）日：2005-05-26

  The present invention relates generally to substituted pyrrole-indoles such as substituted pyrrole-indoles, and methods of using them.

  本发明涉及一般的取代吡咯-吲哚类化合物，例如取代吡咯-吲哚类化合物，以及使用它们的方法。