2-(2-methyl-1H-indol-3-yl)acetamide | 58360-14-8

• 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-(2-methyl-1H-indol-3-yl)acetamide
• 英文别名: 2-(2-methyl-indol-3-yl)-acetamide；1H-Indole-3-acetamide, 2-methyl-
• CAS: 58360-14-8
• 化学式: C₁₁H₁₂N₂O
• 分子量: 188.229
• InChiKey: NUPOXGRMCZCHAX-UHFFFAOYSA-N

物化性质

• 熔点：
  126-127 °C(Solv: benzene (71-43-2))
• 沸点：
  468.1±33.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  methyl 2-(1-(3-((tert-butoxycarbonyl)amino)propyl)-1H-indol-3-yl)-2-oxoacetate 、 2-(2-methyl-1H-indol-3-yl)acetamide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl N-[3-[3-[4-(2-methyl-1H-indol-3-yl)-2,5-dioxopyrrol-3-yl]indol-1-yl]propyl]carbamate
  参考文献：
  名称：

  Aryl–indolyl maleimides as inhibitors of CaMKIIδ. Part 1: SAR of the aryl region

  摘要：

  A family of aryl-substituted maleimides was prepared and studied for their activity against calmodulin dependant kinase. Inhibitory activities against the enzyme ranged from 34 nM to > 20 mu M and were dependant upon both the nature of the aryl group and the hydrogen bond donating potential of the maleimide ring. Key interactions with the kinase ATP site and hinge region were found to be consistent with homology modeling predictions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.059
• 作为产物：
  描述：

  (2-甲基-吲哚-3-基)-乙酸甲酯 在 Ra-Ni 、 一水合肼 作用下， 生成 2-(2-methyl-1H-indol-3-yl)acetamide
  参考文献：
  名称：

  士的宁骨架的环I至V的简单合成

  摘要：

  通过由乙酰丙酸，苯肼，乙酰乙醛（如二甲基乙缩醛）和丙二酸乙基酯氯化物合成外消旋二内酰胺14a来建立七环士力宁的I至V环的结构。

  DOI：

  10.1002/jlac.198319831010

文献信息

• PYRROLO[2,3-d]PYRIMIDINE TROPOMYSIN-RELATED KINASE INHIBITORS
  申请人：Andrews Mark David

  公开号：US20120258950A1

  公开（公告）日：2012-10-11

  The present invention relates to compounds of Formula (I) and their pharmaceutically acceptable salts, wherein the substituents are as described herein, and their use in medicine, in particular as Trk antagonists.

  本发明涉及式(I)化合物及其药学上可接受的盐，其中取代基如本文所述，并且它们在医学上的用途，特别是作为Trk拮抗剂。
• [EN] CRYSTALLINE 2,5-DIONE-3-(1-METHYL-1H-INDOL-3-YL)-4-[1-(PYRIDIN-2-YLMETHYL)PIPERIDIN-4-YL]-1H-INDOL-3-YL]-1H-PYRROLE MONO-HYDROCHLORIDE<br/>[FR] 2,5-DIONE-3-(1-METHYL-1H-INDOL-3-YL)-4-[1-(PYRIDIN-2-YLMETHYL)PIPERIDIN-4-YL]-1H-INDOL-3-YL]-1H-PYRROLE MONO-HYDROCHLORIDE CRISTALLIN
  申请人：LILLY CO ELI

  公开号：WO2004006928A1

  公开（公告）日：2004-01-22

  The present invention relates to crystalline 2,5-dione-3-(1-methyl-1H-indol-3-yl)-4-[1-(pyridin-2-ylmethyl)piperidin-4-yl]-1H-indol-3-yl]-1H-pyrrole mono-hydrochloride salt, a pharmaceutical formulation containing said salt and to methods for treating cancer and for inhibiting tumor growth using said salt.

  本发明涉及结晶2,5-二酮-3-(1-甲基-1H-吲哚-3-基)-4-[1-(吡啶-2-基甲基)哌啶-4-基]-1H-吲哚-3-基]-1H-吡咯单盐酸盐，含有该盐的药物配方以及使用该盐治疗癌症和抑制肿瘤生长的方法。
• Highly enantioselective intramolecular aza-spiroannulation onto indoles using chiral rhodium catalysis: asymmetric entry to the spiro-β-lactam core of chartellines
  作者：Shigeki Sato、Masatoshi Shibuya、Naoki Kanoh、Yoshiharu Iwabuchi

  DOI：10.1039/b913770j

  日期：——

  A versatile, highly enantiocontrolled entry to the spiro-β-lactam core of chartellines has been developed by expanding the scope of oxidative nitrogen atom transfer methodology based on chiral Rh-nitrenoid species.

  通过扩大基于手性 Rh-nitrenoid 物种的氧化氮原子转移方法的范围，我们开发出了一种多功能、高度对映控制的进入海藻酸螺δ-内酰胺核心的方法。
• Direct reductive coupling of indoles to nitrostyrenes en route to (indol-3-yl)acetamides
  作者：Alexander V. Aksenov、Nicolai A. Aksenov、Zarema V. Dzhandigova、Dmitrii A. Aksenov、Leonid G. Voskressensky、Valentine G. Nenajdenko、Michael Rubin

  DOI：10.1039/c6ra21399e

  日期：——

  A highly efficient one-pot method for the reductive coupling of indoles to nitrostyrenes in polyphosphoric acid doped with PCl3 was developed. This method allows direct and expeditious access to primary (indol-3-yl)acetamides, interesting as anti-cancer drug candidates.

  开发了一种高效的一锅法，用于在PCl 3掺杂的多磷酸中将吲哚还原为硝基苯乙烯。这种方法可以直接和迅速地获得作为抗癌候选药物感兴趣的伯（吲哚-3-基）乙酰胺。
• Macrolide antibiotics
  申请人：——

  公开号：US20040077557A1

  公开（公告）日：2004-04-22

  The present invention relates to 11,12 &ggr; lactone ketolides of formula (I) wherein R, R 1 , R 2 , R 3 are as defined herein and pharmaceutically acceptable salts and solvates thereof, to process for their preparation and their use in therapy or prophylaxis of systemic or topical bacterial infections in a human or animal body.

  本发明涉及公式（I）中的11,12 &ggr;内酯酮类化合物，其中R、R1、R2、R3如本文所定义的，以及其药学上可接受的盐和溶剂化物，以及它们的制备方法及在人或动物体内治疗或预防全身或局部细菌感染中的应用。