2,4-dimethyl-1H-indol-5-amine | 1003858-70-5

• 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: 2,4-dimethyl-1H-indol-5-amine
• 英文别名: 5-amino-2,4-dimethylindole
• CAS: 1003858-70-5
• 化学式: C₁₀H₁₂N₂
• 分子量: 160.219
• InChiKey: QNMQRFQSRKOKOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-氯-5-碘吡啶-3-甲腈 、 2,4-dimethyl-1H-indol-5-amine 以 乙醇 为溶剂， 生成 4-[(2,4-dimethyl-1H-indol-5-yl)amino]-5-iodonicotinonitrile
  参考文献：
  名称：

  First generation 5-vinyl-3-pyridinecarbonitrile PKCθ inhibitors

  摘要：

  A series of 5-vinyl-3-pyridinecarbonitriles were synthesized and evaluated as PKC theta inhibitors. The systematic optimization of 4-[(4-methyl-1H-indol-5-yl)amino]-5-[(E)-2-phenylvinyl]-3-pyridinecarbonitrile 3 resulted in the identification of compound 23e as a potent PKC theta inhibitor with good selectivity over PKC delta. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.086
• 作为产物：
  描述：

  在 1% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 生成 2,4-dimethyl-1H-indol-5-amine
  参考文献：
  名称：

  First generation 5-vinyl-3-pyridinecarbonitrile PKCθ inhibitors

  摘要：

  A series of 5-vinyl-3-pyridinecarbonitriles were synthesized and evaluated as PKC theta inhibitors. The systematic optimization of 4-[(4-methyl-1H-indol-5-yl)amino]-5-[(E)-2-phenylvinyl]-3-pyridinecarbonitrile 3 resulted in the identification of compound 23e as a potent PKC theta inhibitor with good selectivity over PKC delta. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.086

文献信息

• Substituted 3-cyanopyridines as protein kinase inhibitors
  申请人：Cole Cecil Derek

  公开号：US20070287708A1

  公开（公告）日：2007-12-13

  The present teachings provide compounds of formula I and their pharmaceutically acceptable salts, hydrates, and esters, wherein R 1 , R 2 , and X are as defined herein. The present teachings also provide methods of making the compounds of formula I, and methods of treating autoimmune and inflammatory diseases by administering a therapeutically effective amount of a compound or compounds of formula I to a mammal including a human.

  本发明的教导提供了公式I的化合物及其药用可接受的盐、水合物和酯，其中R1、R2和X如本文所述定义。本发明的教导还提供了制造公式I化合物的方法，以及通过向哺乳动物包括人类施用治疗有效量的公式I化合物或化合物来治疗自身免疫性和炎症性疾病的方法。
• THERAPEUTIC COMPOUNDS AND USES THEREOF
  申请人：Kala Pharmaceuticals, Inc.

  公开号：EP3763710A1

  公开（公告）日：2021-01-13

  Described herein are compounds of Formula (I)-(III), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Also provided are particles (e.g., nanoparticles) comprising compounds of Formula (I)-(III) and pharmaceutical compositions thereof that are mucus penetrating. Methods of using the compounds or pharmaceutical compositions thereof for treating and/or preventing diseases are also provided.

  本文描述了式 (I)-(III) 化合物、其药学上可接受的盐及其药物组合物。还提供了由式（I）-（III）化合物及其药物组合物组成的具有粘液渗透性的颗粒（如纳米颗粒）。还提供了使用这些化合物或其药物组合物治疗和/或预防疾病的方法。
• [EN] 5-ALKYL/ALKENYL-3-CYANOPYRIDINES AS KINASE INHIBITORS<br/>[FR] 5-ALKYL/ALCÉNYL-3-CYANOPYRIDINES EN TANT QU'INHIBITEURS DE KINASE
  申请人：WYETH CORP

  公开号：WO2009076602A8

  公开（公告）日：2010-02-18
• Allosteric Indole Amide Inhibitors of p97: Identification of a Novel Probe of the Ubiquitin Pathway
  作者：Celeste Alverez、Stacie L. Bulfer、Ramappa Chakrasali、Michael. S. Chimenti、Raymond J. Deshaies、Neal Green、Mark Kelly、Matthew G. LaPorte、Taber S. Lewis、Mary Liang、William J. Moore、R. Jeffrey Neitz、Vsevolod A. Peshkov、Michael A. Walters、Feng Zhang、Michelle R. Arkin、Peter Wipf、Donna M. Huryn

  DOI：10.1021/acsmedchemlett.5b00396

  日期：2016.2.11

  A high-throughput screen to discover inhibitors of p97 ATPase activity identified an indole amide that bound to an allosteric site of the protein. Medicinal chemistry optimization led to improvements in potency and solubility. Indole amide 3 represents a novel uncompetitive inhibitor with excellent physical and pharmaceutical properties that can be used as a starting point for drug discovery efforts.
• SUBSTITUTED 3-CYANOPYRIDINES AS PROTEIN KINASE INHIBITORS
  申请人：Wyeth

  公开号：EP2029543A2

  公开（公告）日：2009-03-04