[2-(5-甲氧基-1-甲基-吲哚-3-基)-乙基]-二甲基-胺 | 103858-17-9

• 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
• 中文名称: [2-(5-甲氧基-1-甲基-吲哚-3-基)-乙基]-二甲基-胺
• 英文名称: [2-(5-methoxy-1-methyl-indol-3-yl)-ethyl]-dimethyl-amine
• 英文别名: [2-(5-Methoxy-1-methyl-indol-3-yl)-aethyl]-dimethyl-amin；[2-(5-Methoxy-1-methyl-1H-indol-3-yl)-ethyl]-dimethyl-amine；2-(5-methoxy-1-methylindol-3-yl)-N,N-dimethylethanamine
• CAS: 103858-17-9
• 化学式: C₁₄H₂₀N₂O
• 分子量: 232.326
• InChiKey: GMYGWDMDFAGPPB-UHFFFAOYSA-N

物化性质

• 熔点：
  196-196.5 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))
• 沸点：
  366.0±32.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  17.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  蟾毒色胺 在 氨 、 sodium amide 作用下， 生成 [2-(5-甲氧基-1-甲基-吲哚-3-基)-乙基]-二甲基-胺
  参考文献：
  名称：

  Psychopharmacological Activity of Ring- and Side Chain-Substituted β-Phenethylamines¹

  摘要：

  DOI：

  10.1021/jo01106a047

文献信息

• 2-Substituted Tryptamines:  Agents with Selectivity for 5-HT₆ Serotonin Receptors
  作者：Richard A. Glennon、Mase Lee、Jagadeesh B. Rangisetty、Malgorzata Dukat、Bryan L. Roth、Jason E. Savage、Ace McBride、Laura Rauser、Sandy Hufeisen、David K. H. Lee

  DOI：10.1021/jm990550b

  日期：2000.3.1

  5-HT(6) serotonin agonists. It was found that 5-HT(6) receptors accommodate small alkyl substituents at the indole 2-position and that the resulting compounds can bind with affinities comparable to that of serotonin. In particular, 2-ethyl-5-methoxy-N, N-dimethyltryptamine (8) binds with high affinity at human 5-HT(6) receptors (K(i) = 16 nM) relative to 5-HT (K(i) = 75 nM) and was a full agonist, at least

  几种2-烷基-5-甲氧基色胺类似物被设计和制备为潜在的5-HT（6）5-羟色胺激动剂。发现5-HT（6）受体在吲哚2位上容纳小的烷基取代基，并且所产生的化合物可以结合具有与血清素相当的亲和力。特别是，相对于5-HT（K（i），2-乙基-5-甲氧基-N，N-二甲基色胺（8）以高亲和力结合人5-HT（6）受体（K（i）= 16 nM） ）= 75 nM），并且在激活腺苷酸环化酶方面至少是与血清素（K（act）= 5.0 nM）一样有效的激动剂（8：K（act）= 3.6 nM）。化合物8对其他几个5-HT受体群体表现出适度的亲和力，尤其是h5-HT（1A）（K（i）= 170 nM），h5-HT（1D）（K（i）= 290 nM）和h5 -HT（7）（K（i）= 300 nM）受体，但否则具有选择性。化合物8代表迄今为止报道的第一个也是最具选择性的5-HT（6）激动剂。用苯基取代2-乙基取代基
• Substituted indole Mcl-1 inhibitors
  申请人：Vanderbilt University

  公开号：US10005728B2

  公开（公告）日：2018-06-26

  The present application, among other things, provides compounds that are capable of inhibiting the activity of anti-apoptotic Bcl-2 family proteins, for example, myeloid cell leukemia-1 (Mcl-1) protein. The present invention also provides pharmaceutical compositions as well as methods for using provided compounds for treatment of diseases and conditions (e.g., cancer) characterized by the over-expression or dysregulation of Mcl-1 protein. In some embodiments, a provided compound has the structure of formula I. In some embodiments, a provided compound has the structure of formula II.

  本申请除其他外，提供了能够抑制抗凋亡 Bcl-2 家族蛋白（例如髓系细胞白血病-1（Mcl-1）蛋白）活性的化合物。本发明还提供了药物组合物以及使用所提供的化合物治疗以 Mcl-1 蛋白过度表达或失调为特征的疾病和病症（如癌症）的方法。在某些实施方案中，所提供的化合物具有式I的结构。
• Novel 5-HT₇ Receptor Inverse Agonists. Synthesis and Molecular Modeling of Arylpiperazine- and 1,2,3,4-Tetrahydroisoquinoline-Based Arylsulfonamides
  作者：Erik S. Vermeulen、Marjan van Smeden、Anne W. Schmidt、Jeffrey S. Sprouse、Håkan V. Wikström、Cor J. Grol

  DOI：10.1021/jm049743b

  日期：2004.10.1

  A series of arylpiperazine- and 1,2,3,4-tetrahydroisoquinoline-based arylsulfonamides was synthesized and evaluated for their interactions with the constitutively active 5-HT7 receptor. Effects on basal adenylate cyclase activity were measured using HEK-293 cells expressing the rat 5-HT7. All ligands produced a decrease of adenylate cyclase activity, indicative of their inverse agonism. Additionally, computational studies with a set of 22 inverse agonists, including these novel inverse agonists and inverse agonists known from literature, resulted in a pharmacophore model and a CoMFA model (R-2 = 0.97, SE = 0.18). Docking of inverse agonists at the binding site of a model of the helical parts of the 5-HT7 receptor, based on the a carbon template for 7-TM GPCRs, revealed interesting molecular interactions and a possible explanation for observed structure-activity relationships.
• The Synthesis of Tryptamines Related to Serotonin
  作者：Elliott Shaw

  DOI：10.1021/ja01621a042

  日期：1955.8