1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol | 844872-54-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol
• 英文别名: 1-[(3-methylsulfanyl-1H-pyrazol-5-yl)methylamino]butan-2-ol
• CAS: 844872-54-4
• 化学式: C₉H₁₇N₃OS
• 分子量: 215.319
• InChiKey: FQSLLYNLYZCQSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  86.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol 、 2-benzoyl-4-chloro-benzoyl chloride 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (1)

  摘要：

  A novel series of 4-phenylisoquinolones were synthesized and evaluated as c-Jun N-terminal kinase (JNK) inhibitors. Initial modi. cation at the 2- and 3-positions of the isoquinolone ring of hit compound 4, identified from high-throughput screening, led to the lead compound 6b. The optimization was carried out using a JNK1-binding model of 6b and several compounds exhibited potent JNK inhibition. Among them, 11g significantly inhibited cardiac hypertrophy in rat pressure-overload models without affecting blood pressure and the concept of JNK inhibitors as novel therapeutic agents for heart failure was confirmed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.027
• 作为产物：
  描述：

  1-氨基-2-丁醇 、 5-(甲基硫代)-1H-吡唑-3-甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以99%的产率得到1-({[5-(methylthio)-1H-pyrazol-3-yl]methyl}amino)butan-2-ol
  参考文献：
  名称：

  Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (1)

  摘要：

  A novel series of 4-phenylisoquinolones were synthesized and evaluated as c-Jun N-terminal kinase (JNK) inhibitors. Initial modi. cation at the 2- and 3-positions of the isoquinolone ring of hit compound 4, identified from high-throughput screening, led to the lead compound 6b. The optimization was carried out using a JNK1-binding model of 6b and several compounds exhibited potent JNK inhibition. Among them, 11g significantly inhibited cardiac hypertrophy in rat pressure-overload models without affecting blood pressure and the concept of JNK inhibitors as novel therapeutic agents for heart failure was confirmed. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.027

文献信息

• Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (1)
  作者：Yasutomi Asano、Shuji Kitamura、Taiichi Ohra、Kazuyoshi Aso、Hideki Igata、Tomoko Tamura、Tomohiro Kawamoto、Toshimasa Tanaka、Satoshi Sogabe、Shin-ichi Matsumoto、Masashi Yamaguchi、Hiroyuki Kimura、Fumio Itoh

  DOI：10.1016/j.bmc.2008.02.027

  日期：2008.4

  A novel series of 4-phenylisoquinolones were synthesized and evaluated as c-Jun N-terminal kinase (JNK) inhibitors. Initial modi. cation at the 2- and 3-positions of the isoquinolone ring of hit compound 4, identified from high-throughput screening, led to the lead compound 6b. The optimization was carried out using a JNK1-binding model of 6b and several compounds exhibited potent JNK inhibition. Among them, 11g significantly inhibited cardiac hypertrophy in rat pressure-overload models without affecting blood pressure and the concept of JNK inhibitors as novel therapeutic agents for heart failure was confirmed. (c) 2008 Elsevier Ltd. All rights reserved.