2-(3-methyl-3-butenyl)-1H-indole | 186518-21-8

• 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: 2-(3-methyl-3-butenyl)-1H-indole
• 英文别名: 2-(2-methyl-1-buten-4-yl) indole；2-(2-methyl-1-buten-4-yl)indole；2-(3-methylbut-3-enyl)-1H-indole
• CAS: 186518-21-8
• 化学式: C₁₃H₁₅N
• 分子量: 185.269
• InChiKey: PJEDQEWEWIHEHN-UHFFFAOYSA-N

物化性质

• 沸点：
  321.9±11.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-(3-methyl-3-butenyl)-1H-indole 在 钯 氮 、 氢气 、 crude residue 、 ethyl acetate n-hexane 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以to give 2-(3-methyl-n-butyl)indole (400 mg, 59%) as a yellow crystalline solid的产率得到2-Isopentyl-indol
  参考文献：
  名称：

  Bis-indolylquinone compounds

  摘要：

  本发明涉及一类抑制GRB-2适配器蛋白功能的吲哚喹啉化合物，包含这些化合物的制药组合物以及使用这些化合物改善与GRB-2适配器蛋白功能相关的细胞增殖性疾病症状的方法。本发明还涉及使用某些吲哚喹啉化合物及其制药组合物治疗胰岛素相关疾病，如糖尿病、胰岛素抵抗、胰岛素缺乏和胰岛素过敏，并改善胰岛素相关疾病的症状的方法。本发明还涉及新的合成方法，用于制备单吲哚喹啉化合物和双吲哚喹啉化合物。

  公开号：

  US06660763B2
• 作为产物：
  描述：

  4-甲基-4-戊烯酸乙酯 、 N-(trimethylsilyl)-o-toluidine 在 正丁基锂 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 以76%的产率得到2-(3-methyl-3-butenyl)-1H-indole
  参考文献：
  名称：

  Novel Palladium-Catalyzed Acyloxylation/Cyclization of 2-(3′-Alkenyl)indoles

  摘要：

  A new and mild palladium(II)-catalyzed reaction for the intramolecular acyloxylation/cyclization of 2-(3'-alkenyl)indoles was developed. The newly formed cycles involve oxygen-containing functionalized groups, which might be transferred further to provide other indole derivatives.

  DOI：

  10.1021/ol9007348

文献信息

• Method and compositions for inhibition of adaptor protein/tyrosine
  申请人：Sugen, Inc.

  公开号：US05780496A1

  公开（公告）日：1998-07-14

  The present invention relates to methods and compositions for the inhibition of adaptor protein/protein tyrosine kinase protein interactions, especially wherein those interactions involving a protein tyrosine kinase capable of completing with a member of the SH2- and/or SH3-containing family of adaptor proteins are associated with a cell proliferative disorder. Specifically, the present invention relates to particular compounds, especially quinazoline derivative compounds, and methods utilizing such compounds.

  本发明涉及用于抑制适配蛋白/蛋白酪氨酸激酶蛋白相互作用的方法和组合物，特别是涉及那些涉及能够与SH2和/或SH3含有家族中的适配蛋白的成员竞争的蛋白酪氨酸激酶相互作用与细胞增殖紊乱相关联的情况。具体来说，本发明涉及特定化合物，特别是喹唑啉衍生物化合物，以及利用这些化合物的方法。
• Mono- and bis-indolylquinones and prophylactic and therapeutic uses thereof
  申请人：——

  公开号：US06376529B1

  公开（公告）日：2002-04-23

  The present invention relates to a class of indolylquinone compounds that inhibit GRB-2 adaptor protein function, pharmaceutical compositions comprising these compounds, and methods for ameliorating the symptoms of cell proliferative disorders associated with GRB-2 adaptor protein function using these compounds. The present invention further relates to methods for treating insulin-related disorders, such as diabetes, insulin resistance, insulin deficiency and insulin allergy, and for ameliorating the symptoms of insulin-related disorders, using certain indolylquinone compounds and pharmaceutical compositions thereof. The present invention also relates to novel synthetic methods for the preparation of mono- and bis-indolylquinone compounds.

  本发明涉及一类抑制GRB-2适配蛋白功能的吲哚喹喙酮化合物，包括这些化合物的药物组合物，以及使用这些化合物改善与GRB-2适配蛋白功能相关的细胞增殖紊乱症状的方法。本发明还涉及用特定吲哚喹喙酮化合物和其药物组合物治疗胰岛素相关疾病，如糖尿病、胰岛素抵抗、胰岛素缺乏和胰岛素过敏，以及改善胰岛素相关疾病症状的方法。本发明还涉及制备单吲哚喹喙酮化合物和双吲哚喹喙酮化合物的新型合成方法。
• Methods of using bis-indolylquinones
  申请人：——

  公开号：US20030060635A1

  公开（公告）日：2003-03-27

  The present invention relates to novel synthetic methods for the preparation of indolylquinones. The methods of the present invention are directed to synthetic reactions involving indoles and halo-quinones in solvent and in the presence of a metal carbonate. The invention also relates to bis- and mono-indolylquinones of high purity and pharmaceutical compositions containing the same.

  本发明涉及一种制备吲哚基喹酮的新型合成方法。本发明的方法涉及在溶剂中和金属碳酸盐的存在下，将吲哚和卤代喹酮进行合成反应。本发明还涉及高纯度的双吲哚基喹酮和单吲哚基喹酮以及包含它们的药物组合物。
• Method and compositions for inhibition of adaptor protein/tyrosine kinase interactions
  申请人：——

  公开号：US20020016353A1

  公开（公告）日：2002-02-07

  The present invention relates to methods and compositions for the inhibition of adaptor protein/protein tyrosine kinase protein interactions, especially wherein those interactions involving a protein tyrosine kinase capable of complexing with a member of the SH2- and/or SH3-containing family of adaptor proteins are associated with a cell proliferative disorder. Specifically, the present invention relates to particular compounds, especially quinazoline derivative compounds, and methods utilizing such compounds.

  本发明涉及一种用于抑制适配器蛋白/蛋白酪氨酸激酶蛋白相互作用的方法和组合物，特别是其中涉及与SH2-和/或SH3含有家族适配器蛋白中的一员发生复合的蛋白酪氨酸激酶蛋白相互作用与细胞增殖障碍有关。具体而言，本发明涉及特定化合物，特别是喹唑啉衍生物化合物和利用这些化合物的方法。
• Bis-indolyquinone compounds
  申请人：——

  公开号：US20020156116A1

  公开（公告）日：2002-10-24

  The present invention relates to a class of indolylquinone compounds that inhibit GRB-2 adaptor protein function, pharmaceutical compositions comprising these compounds, and methods for ameliorating the symptoms of cell proliferative disorders associated with GRB-2 adaptor protein function using these compounds. The present invention further relates to methods for treating insulin-related disorders, such as diabetes, insulin resistance, insulin deficiency and insulin allergy, and for ameliorating the symptoms of insulin-related disorders, using certain indolylquinone compounds and pharmaceutical compositions thereof. The present invention also relates to novel synthetic methods for the preparation of mono- and bis-indolylquinone compounds.

  本发明涉及一类抑制GRB-2适配蛋白功能的吲哚基喹啉化合物，包括这些化合物的制药组合物以及使用这些化合物改善与GRB-2适配蛋白功能相关的细胞增殖性疾病症状的方法。本发明还涉及使用某些吲哚基喹啉化合物及其制药组合物治疗胰岛素相关疾病，如糖尿病、胰岛素抵抗、胰岛素缺乏和胰岛素过敏，并改善胰岛素相关疾病症状的方法。本发明还涉及新的合成方法，用于制备单吲哚基喹啉化合物和双吲哚基喹啉化合物。