3-(2-methylpyridin-4-yl)-4-(quinolin-3-yl)-1H-1,2,4-triazole-5(4H)-thione | 1313803-96-1

• 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: 3-(2-methylpyridin-4-yl)-4-(quinolin-3-yl)-1H-1,2,4-triazole-5(4H)-thione
• 英文别名: 3-(2-methylpyridin-4-yl)-4-quinolin-3-yl-1H-1,2,4-triazole-5-thione
• CAS: 1313803-96-1
• 化学式: C₁₇H₁₃N₅S
• 分子量: 319.39
• InChiKey: SQXGKHIWIOQBSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 0.25h， 生成 3-(2-methylpyridin-4-yl)-4-(quinolin-3-yl)-1H-1,2,4-triazole-5(4H)-thione
  参考文献：
  名称：

  Highly selective c-Jun N-terminal kinase (JNK) 3 inhibitors with in vitro CNS-like pharmacokinetic properties II. Central core replacement

  摘要：

  In this Letter, we describe the evolution of selective JNK3 inhibitors from 1, that routinely exhibit >10-fold selectivity over JNK1 and >1000-fold selectivity over related MAPKs. Strong SAR was found for substitution of the naphthalene ring, as well as for inhibitors adopting different central scaffolds. Significant potency gains were appreciated by inverting the polarity of the thione of the parent triazolothione 1, resulting in potent compounds with attractive pharmacokinetic profiles. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.074

文献信息

• Highly selective c-Jun N-terminal kinase (JNK) 3 inhibitors with in vitro CNS-like pharmacokinetic properties II. Central core replacement
  作者：R. Jeffrey Neitz、Andrei W. Konradi、Hing L. Sham、Wes Zmolek、Karina Wong、Ann Qin、Colin Lorentzen、David Nakamura、Kevin P. Quinn、John-Michael Sauer、Kyle Powell、Lany Ruslim、David Chereau、Zhao Ren、John Anderson、Frédérique Bard、Ted A. Yednock、Irene Griswold-Prenner

  DOI：10.1016/j.bmcl.2011.04.074

  日期：2011.6

  In this Letter, we describe the evolution of selective JNK3 inhibitors from 1, that routinely exhibit >10-fold selectivity over JNK1 and >1000-fold selectivity over related MAPKs. Strong SAR was found for substitution of the naphthalene ring, as well as for inhibitors adopting different central scaffolds. Significant potency gains were appreciated by inverting the polarity of the thione of the parent triazolothione 1, resulting in potent compounds with attractive pharmacokinetic profiles. (C) 2011 Elsevier Ltd. All rights reserved.