2-mercapto-6-oxo-4-propyl-1,6-dihydropyridine-3-carbonitrile | 635731-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-mercapto-6-oxo-4-propyl-1,6-dihydropyridine-3-carbonitrile
• 英文别名: 2-Mercapto-6-oxo-4-propyl-1,6-dihydro-pyridine-3-carbonitrile；6-oxo-4-propyl-2-sulfanyl-1H-pyridine-3-carbonitrile
• CAS: 635731-68-9
• 化学式: C₉H₁₀N₂OS
• 分子量: 194.257
• InChiKey: AKXYWOAUWOXYKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-mercapto-6-oxo-4-propyl-1,6-dihydropyridine-3-carbonitrile 、 2-溴乙酰胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以80%的产率得到2-[(3-cyano-6-oxo-4-propyl-1H-pyridin-2-yl)sulfanyl]acetamide
  参考文献：
  名称：

  The discovery of thienopyridine analogues as potent IκB kinase β inhibitors. Part II

  摘要：

  An SAR study that identified a series of thienopyridine-based potent I kappa B Kinase beta (IKK beta) inhibitors is described. With focuses on the structural optimization at C(4) and C(6) of structure 1 (Fig. 1), the study reveals that small alkyl and certain aromatic groups are preferred at C(4), whereas polar groups with proper orientation at C(6) efficiently enhance compound potency. The most potent analogues inhibit IKKb with IC(50)s as low as 40 nM, suppress LPS-induced TNF-alpha production in vitro and in vivo, display good kinase selectivity profiles, and are active in a HeLa cell NF-kappa B reporter gene assay, demonstrating that they directly interfere with the NF-kappa B signaling pathway. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.054
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 丁酰乙酸乙酯 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以560 mg的产率得到2-mercapto-6-oxo-4-propyl-1,6-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  [EN] OXOPYRIDINE DERIVATIVES USEFUL AS AMINOCARBOXYMUCONATE SEMIALDEHYDE DECARBOXYLASE (ACMSD) INHIBITORS
  [FR] DÉRIVÉS D'OXOPYRIDINE UTILES EN TANT QU'INHIBITEURS DE LA SEMIALDÉHYDE DÉCARBOXYLASE D'AMINOCARBOXYMUCONATE (ACMSD)

  摘要：

  公开号：

  WO2018125983A8

文献信息

• Substituted tricyclic heterocycles and their uses
  申请人：Cywin Lawrence Charles

  公开号：US20050101601A1

  公开（公告）日：2005-05-12

  Disclosed are substituted tricyclic heterocycle compounds of the formulas (I), (II) and (III) shown below, wherein R 1 , R 2 , R 3 and R 4 are described herein, which are active as anti-inflammatory agents. Also disclosed are methods of using and making such compounds.

  本发明涉及以下式子的取代三环杂环化合物(I)、(II)和(III)，其中R1、R2、R3和R4如下所述，其作为抗炎药物具有活性。本发明还涉及使用和制备这种化合物的方法。
• Substituted Tricyclic Heterocycles and their Uses
  申请人：Cywin Lawrence Charles

  公开号：US20080008720A1

  公开（公告）日：2008-01-10

  Disclosed are substituted tricyclic heterocycle compounds of the formulas (I), (II) and (III) shown below, wherein R 1 , R 2 , R 3 and R 4 are described herein, which are active as anti-inflammatory agents. Also disclosed are methods of using and making such compounds.

  本发明涉及下式（I），（II）和（III）所示的取代三环杂环化合物，其中R1，R2，R3和R4如下所述，其作为抗炎剂具有活性。还公开了使用和制备这种化合物的方法。
• SUBSTITUTED TRICYCLIC HETEROCYCLES AND THEIR USES
  申请人：Boehringer Ingelheim Pharmaceuticals Inc.

  公开号：EP1673374A2

  公开（公告）日：2006-06-28
• OXOPYRIDINE DERIVATIVES USEFUL AS AMINOCARBOXYMUCONATE SEMIALDEHYDE DECARBOXYLASE (ACMSD) INHIBITORS
  申请人：Mitobridge, Inc.

  公开号：US20210094916A1

  公开（公告）日：2021-04-01

  The present invention is related to a compound represented by the following structural formula: The present invention is also related a method of treating a subject with a disease which can be ameliorated by inhibition of aminocarboxymuconate semialdehyde decarboxylase
• US7291733B2
  申请人：——

  公开号：US7291733B2

  公开（公告）日：2007-11-06