N-tert-butyl-5-(2-(3-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)ureido)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)pyridine-3-sulfonamide | 1240282-49-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-tert-butyl-5-(2-(3-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)ureido)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)pyridine-3-sulfonamide
• 英文别名: 1-[6-[5-(Tert-butylsulfamoyl)pyridin-3-yl]-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-3-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]urea
• CAS: 1240282-49-8
• 化学式: C₂₃H₃₁N₉O₄S
• 分子量: 529.623
• InChiKey: HYIDZNMZGFEUTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  CZC 19945 在 吡啶 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 N-tert-butyl-5-(2-(3-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)ureido)-[1,2,4]triazolo[1,5-a]pyridin-6-yl)pyridine-3-sulfonamide
  参考文献：
  名称：

  Discovery of novel PI3Kγ/δ inhibitors as potential agents for inflammation

  摘要：

  Dual PI3K gamma/delta inhibitors have recently been shown to be suitable targets for inflammatory and respiratory diseases. In a recent study we described the discovery of selective PI3K gamma inhibitors based on a triazolopyridine scaffold. Herein, we describe the elaboration of this structural class into dual PI3K gamma/delta inhibitors with excellent selectivity over the other PI3K isoforms and the general kinome. Structural optimization led to the identification of two derivatives which showed significant efficacy in an acute model of lung inflammation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.121

文献信息

• [EN] UREA TRIAZOLOLO [1, 5-A] PYRIDINE DERIVATIVES AS PI3K INHIBITORS<br/>[FR] DÉRIVÉS D'URÉE-TRIAZOLO[1,5-A]PYRIDINE EN TANT QU'INHIBITEURS DE PI3K
  申请人：CELLZOME LTD

  公开号：WO2010092015A1

  公开（公告）日：2010-08-19

  The invention relates to compounds of formula (I) wherein X1,R and R1 to R4 have the meaning as cited in the description and the claims. Said compounds are useful as protein kinase inhibitors, especially inhibitors of PI3K, for the treatment or prophylaxis of immunological, inflammatory, autoimmune, or allergic disorders. The invention also relates to pharmaceutical compositions including said compounds, the preparation of such compounds as well as the production of and use as medicaments.
• Discovery of novel PI3Kγ/δ inhibitors as potential agents for inflammation
  作者：Katie Ellard、Mihiro Sunose、Kathryn Bell、Nigel Ramsden、Giovanna Bergamini、Gitte Neubauer

  DOI：10.1016/j.bmcl.2012.05.121

  日期：2012.7

  Dual PI3K gamma/delta inhibitors have recently been shown to be suitable targets for inflammatory and respiratory diseases. In a recent study we described the discovery of selective PI3K gamma inhibitors based on a triazolopyridine scaffold. Herein, we describe the elaboration of this structural class into dual PI3K gamma/delta inhibitors with excellent selectivity over the other PI3K isoforms and the general kinome. Structural optimization led to the identification of two derivatives which showed significant efficacy in an acute model of lung inflammation. (C) 2012 Elsevier Ltd. All rights reserved.