5,6-dibromo-N,N-dimethyltryptamine | 72853-80-6

• 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: 5,6-dibromo-N,N-dimethyltryptamine
• 英文别名: 2-(5,6-dibromo-1H-indol-3-yl)-N,N-dimethylethanamine
• CAS: 72853-80-6
• 化学式: C₁₂H₁₄Br₂N₂
• 分子量: 346.065
• InChiKey: FQUXASLSQLXGHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5,6-dibromo-N,N-dimethyltryptamine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以100%的产率得到N,N-二甲基色胺
  参考文献：
  名称：

  Some metabolites of the marine sponges Smenospongia aurea and Smenospongia (.ident.Polyfibrospongia) echina

  摘要：

  DOI：

  10.1021/jo01296a019
• 作为产物：
  描述：

  聚合甲醛 、 5,6-二溴-1H-吲哚-3-乙胺 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 0.5h， 以62%的产率得到5,6-dibromo-N,N-dimethyltryptamine
  参考文献：
  名称：

  Concise syntheses of 5,6-dibromotryptamine and 5,6-dibromo-N,N-dimethyltryptamine en route to the antibiotic alternatamide D

  摘要：

  Concise syntheses of the natural products 5,6-dibromotryptamine, 5,6-dibromo-N,N-dimethyltryptamine and the bromotryptamine antibiotic alternatamide D have been accomplished starting from the common intermediate, 5,6-dibromoindole-3-carbaldehyde. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.126

文献信息

• Method to Use Compositions Having Antidepressant Anxiolytic and Other Neurological Activity and Compositions of Matter
  申请人：Hamann Mark T.

  公开号：US20090093513A1

  公开（公告）日：2009-04-09

  The sponges were collected from a variety of locations in the Florida Keys and separated based on morphology and color. The samples were identified as three species, two of which are well known: V. rigida (Esper, 1794) (order Verongida, family Aplysinidae) and S. aurea (Hyatt, 1875) (order Dictyoceratida, family Thorectidae), and a third S. cerebriformis (Duchassaing & Michelotti, 1864), is less common and separated based on subtle differences of morphology and coloration, from the other two species. Several compounds were isolated and were evaluated in established animal models predictive of neurological related drug function, namely, the rodent FST and the chick anxiety-depression model.

  海绵从佛罗里达群岛的多个地点收集，并根据形态和颜色进行分离。样本被鉴定为三个物种，其中两个是众所周知的：V. rigida(Esper, 1794)（Verongida目，Aplysinidae科）和S. aurea(Hyatt, 1875)（Dictyoceratida目，Thorectidae科），第三个S. cerebriformis(Duchassaing & Michelotti, 1864)较为罕见，根据形态和颜色的微小差异分离出来。多种化合物被分离出来，并在已建立的动物模型中进行评估，这些模型可预测与神经相关的药物作用，即啮齿动物FST和小鸡焦虑-抑郁模型。
• METHOD TO USE COMPOSITIONS HAVING ANTIDEPRESSANT ANXIOLYTIC AND OTHER NEUROLOGICAL ACTIVITY AND COMPOSITIONS OF MATTER
  申请人：Triton Biopharma, Llc

  公开号：EP2209380A1

  公开（公告）日：2010-07-28
• US8268856B2
  申请人：——

  公开号：US8268856B2

  公开（公告）日：2012-09-18
• [EN] METHOD TO USE COMPOSITIONS HAVING ANTIDEPRESSANT ANXIOLYTIC AND OTHER NEUROLOGICAL ACTIVITY AND COMPOSITIONS OF MATTER<br/>[FR] PROCÉDÉ D'UTILISATION DE COMPOSITIONS AYANT UNE ACTIVITÉ ANXIOLYTIQUE ET ANTIDÉPRESSIVE, AINSI QUE NEUROLOGIQUE AUTRE ET COMPOSITIONS DE MATIÈRE
  申请人：TRITON BIOPHARMA LLC

  公开号：WO2009049030A1

  公开（公告）日：2009-04-16

  The sponges were collected from a variety of locations in the Florida Keys and separated based on morphology and color. The samples were identified as three species, two of which are well known: V. rigida (Esper, 1794) (order Verongida, family Aplysinidae) and S. aurea (Hyatt, 1875) (order Dictyoceratida, family Thorectidae), and a third S. cerebriformis (Duchassaing & Michelotti, 1864), is less common and separated based on subtle differences of morphology and coloration, from the other two species. Several known compounds were isolated and those that bear structural similarity to serotonin were evaluated in two established animal models predictive of antidepressant drug action, namely, the rodent FST and the chick anxiety-depression model.