9-isobutyl-β-carboline | 1313283-37-2

• 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: 9-isobutyl-β-carboline
• 英文别名: 9-(2-Methylpropyl)pyrido[3,4-b]indole
• CAS: 1313283-37-2
• 化学式: C₁₅H₁₆N₂
• 分子量: 224.305
• InChiKey: DHKUGNVLQPTIOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-isobutyl-β-carboline 、 溴甲苯 以 乙酸乙酯 为溶剂， 以90%的产率得到2-benzyl-9-isobutyl-β-carbolinium bromide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N2-alkylated quaternary β-carbolines as novel antitumor agents

  摘要：

  A series of novel N-2-alkylated quaternary beta-carbolines was synthesized by modification of position-1, 2,7 and 9 of beta-carboline nucleus with various alkyl and arylated alkyl substituents, and their cytotoxic activities in vitro and antitumor potencies in mice were evaluated. Compound 3m was found to be the most potent antitumor agent. SARs analysis revealed that (1) the substituents in position-2 and 9 of beta-carboline nucleus played a vital role in modulation of antitumor activity; (2) the benzyl and 3-phenylpropyl substituents in position-2 and 9 of beta-carboline ring were the optimal substituents giving rise to significant antitumor agent. These compounds might be a novel promising class of antitumor agents with clinical development potential. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.031
• 作为产物：
  描述：

  9H-吡啶[3,4-b]吲哚 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以73%的产率得到9-isobutyl-β-carboline
  参考文献：
  名称：

  Synthesis and structure–activity relationships of N2-alkylated quaternary β-carbolines as novel antitumor agents

  摘要：

  A series of novel N-2-alkylated quaternary beta-carbolines was synthesized by modification of position-1, 2,7 and 9 of beta-carboline nucleus with various alkyl and arylated alkyl substituents, and their cytotoxic activities in vitro and antitumor potencies in mice were evaluated. Compound 3m was found to be the most potent antitumor agent. SARs analysis revealed that (1) the substituents in position-2 and 9 of beta-carboline nucleus played a vital role in modulation of antitumor activity; (2) the benzyl and 3-phenylpropyl substituents in position-2 and 9 of beta-carboline ring were the optimal substituents giving rise to significant antitumor agent. These compounds might be a novel promising class of antitumor agents with clinical development potential. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.031

文献信息

• BETA-CARBOLINES FOR USE IN THE TREATMENT OF HEARING LOSS AND VERTIGO
  申请人：Rommelspacher Hans

  公开号：US20130028958A1

  公开（公告）日：2013-01-31

  The present invention is directed at β-carbolines, preferred 9-alkyl-β-carbolines ( 9 -alkyl-β-BC), their manufacture as well as their use in prophylaxis and treatment of hearing damages, tinnitus, acute acoustic trauma, vertigo and vestibular disorder as well as pharmaceutical compositions containing theses β-carbolines.

  本发明涉及β-咔唑啉，特别是9-烷基-β-咔唑啉（9-烷基-β-BC），其制造方法以及它们在预防和治疗听力损伤、耳鸣、急性声创伤、眩晕和前庭障碍方面的应用，以及包含这些β-咔唑啉的制药组合物。
• B-CARBOLINE FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  申请人：Rommelspacher Hans

  公开号：US20100143474A1

  公开（公告）日：2010-06-10

  The embodiments relate to derivatives of 9-alkyl-β-carboline, their production and pharmaceutical compositions containing these 9-alkyl-β-carboline derivatives. Further, the use of 9-alkyl-β-carboline derivatives and pharmaceutical compositions for the treatment and prevention of movement disorders, neurodegenerative diseases, Alzheimer's disease and Parkinson's disease is described. Additionally, these effects can be utilized for the cultivation of cells such as dopaminergic cells or stem cells which shall be engrafted for the treatment of Parkinson's disease.

  本实施例涉及9-烷基-β-咔啉衍生物及其制备以及含有这些9-烷基-β-咔啉衍生物的药物组合物。此外，描述了利用9-烷基-β-咔啉衍生物和药物组合物治疗和预防运动障碍、神经退行性疾病、阿尔茨海默病和帕金森病的方法。此外，这些效果可用于培养细胞，如多巴胺能细胞或干细胞，这些细胞将被移植用于治疗帕金森病。
• VERWENDUNG VON ß-CARBOLINEN ZUR BEHANDLUNG VON NEURODEGENERATIVEN ERKRANKUNGEN
  申请人：Ellneuroxx Ltd.

  公开号：EP2125812B1

  公开（公告）日：2012-10-31
• CONDENSED CYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20150333273A1

  公开（公告）日：2015-11-19

  A condensed cyclic compound represented by one of Formulae 1A to 1C, wherein Formulae 1A to 1C are disclosed in the detailed description.
• US8334299B2
  申请人：——

  公开号：US8334299B2

  公开（公告）日：2012-12-18