2-(3-(1H-吲唑-5-基)脲基)-5-叔丁基噻吩-3-羧酸 | 1265789-88-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 2-(3-(1H-吲唑-5-基)脲基)-5-叔丁基噻吩-3-羧酸
• 中文别名: 化合物S6K-18
• 英文名称: 2-(3-(1H-indazol-5-yl)ureido)-5-tert-butylthiophene-3-carboxylic acid
• 英文别名: 2-(3-(1H-indazol-5-yl)ureido)-5-(tert-butyl)thiophene-3-carboxylic acid；5-tert-butyl-2-(1H-indazol-5-ylcarbamoylamino)thiophene-3-carboxylic acid
• CAS: 1265789-88-5
• 化学式: C₁₇H₁₈N₄O₃S
• 分子量: 358.421
• InChiKey: BSRFCMMJUFQEOX-UHFFFAOYSA-N

物化性质

• 熔点：
  >186°C (dec.)
• 溶解度：
  碱性溶液（微溶、加热）、DMSO（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 储存条件：
  -20°C，充氩

制备方法与用途

生物活性

S6K-18 是一种高度选择性的 rRNA 蛋白质 S6 核糖体激酶 β-1（S6K1、p70S6K、p70-S6K）抑制剂。

靶点

Target	Value
S6K1

反应信息

• 作为反应物：
  描述：

  2-(3-(1H-吲唑-5-基)脲基)-5-叔丁基噻吩-3-羧酸 生成 1-(5-tert-butylthiophen-2-yl)-3-(1H-indazol-5-yl)urea
  参考文献：
  名称：

  Potent and selective thiophene urea-templated inhibitors of S6K

  摘要：

  S6K1 (p70 S6 kinase-1) is thought to play a critical role in the development of obesity and insulin resistance, thus making it an attractive target in developing medicines for the treatment of these disorders. We describe a novel thiophene urea class of S6K inhibitors. The lead matter for the development of these inhibitors came from mining the literature for reports of weak off-target S6K activity. These optimized inhibitors exhibit good potency and excellent selectivity for S6K over a panel of 43 kinases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.069
• 作为产物：
  描述：

  3,3-二甲基丁醛 在 水 、 sulfur 、 三乙胺 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 2-(3-(1H-吲唑-5-基)脲基)-5-叔丁基噻吩-3-羧酸
  参考文献：
  名称：

  Potent and selective thiophene urea-templated inhibitors of S6K

  摘要：

  S6K1 (p70 S6 kinase-1) is thought to play a critical role in the development of obesity and insulin resistance, thus making it an attractive target in developing medicines for the treatment of these disorders. We describe a novel thiophene urea class of S6K inhibitors. The lead matter for the development of these inhibitors came from mining the literature for reports of weak off-target S6K activity. These optimized inhibitors exhibit good potency and excellent selectivity for S6K over a panel of 43 kinases. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.069

文献信息

• Potent and selective thiophene urea-templated inhibitors of S6K
  作者：Ping Ye、Cyrille Kuhn、Miret Juan、Rahul Sharma、Brendan Connolly、Gordon Alton、Hu Liu、Robert Stanton、Natasha M. Kablaoui

  DOI：10.1016/j.bmcl.2010.11.069

  日期：2011.1

  S6K1 (p70 S6 kinase-1) is thought to play a critical role in the development of obesity and insulin resistance, thus making it an attractive target in developing medicines for the treatment of these disorders. We describe a novel thiophene urea class of S6K inhibitors. The lead matter for the development of these inhibitors came from mining the literature for reports of weak off-target S6K activity. These optimized inhibitors exhibit good potency and excellent selectivity for S6K over a panel of 43 kinases. (C) 2010 Elsevier Ltd. All rights reserved.