2-Amino-5-methoxy-3-phenyl-indol-3-ol | 1243153-67-4

• 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: 2-Amino-5-methoxy-3-phenyl-indol-3-ol
• 英文别名: 2-amino-5-methoxy-3-phenylindol-3-ol
• CAS: 1243153-67-4
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: KACMPLHZAMUYJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-hydroxy-5-methoxy-3-phenylindolin-2-one 在 N-甲基吗啉 、 2-[氨基(二甲基)甲硅烷基]-2-甲基丙烷 、 四氯化锡 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 以49%的产率得到2-Amino-5-methoxy-3-phenyl-indol-3-ol
  参考文献：
  名称：

  A Concise Silylamine Approach to 2-Amino-3-hydroxy-indoles with Potent in vivo Antimalaria Activity

  摘要：

  The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.

  DOI：

  10.1021/ol101566h

文献信息

• 2-Aminoindole Compounds And Methods For The Treatment Of Malaria
  申请人：Mazitschek Ralph

  公开号：US20120232063A1

  公开（公告）日：2012-09-13

  The present invention relates to methods of treating a subject with malaria comprising administering a 2-aminoindole compound represented by Formula: (I)—The values and preferred values of the variables in Structural Formula I are defined herein.

  本发明涉及治疗疟疾的方法，包括给予一种由公式(I)所表示的2-氨基吲哚化合物。公式I中变量的值和优选值在此定义。
• US8980926B2
  申请人：——

  公开号：US8980926B2

  公开（公告）日：2015-03-17
• [EN] 2-AMINOINDOLE COMPOUNDS AND METHODS FOR THE TREATMENT OF MALARIA<br/>[FR] COMPOSÉS 2-AMINOINDOLES ET MÉTHODES DE TRAITEMENT DE LA MALARIA
  申请人：GENZYME CORP

  公开号：WO2011053697A1

  公开（公告）日：2011-05-05

  The present invention relates to methods of treating a subject with malaria comprising administering a 2-aminoindole compound represented by Formula: (I)- The values and preferred values of the variables in Structural Formula I are defined herein.
• A Concise Silylamine Approach to 2-Amino-3-hydroxy-indoles with Potent <i>in vivo</i> Antimalaria Activity
  作者：Sameer Urgaonkar、Joseph F. Cortese、Robert H. Barker、Mandy Cromwell、Adelfa E. Serrano、Dyann F. Wirth、Jon Clardy、Ralph Mazitschek

  DOI：10.1021/ol101566h

  日期：2010.9.17

  The development of a concise strategy to access 2-amino-3-hydroxy-indoles, which are disclosed as novel antimalarials with potent in vivo activity, is reported. Starting from isatins the target compounds are synthesized in 2 steps and in good yields via oxoindole intermediates by employing tert-butyldimethylsilyl amine (TBDMSNH(2)) as previously unexplored ammonia equivalent.