Methyl 4-methyl-2-(2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetamido)thiophene-3-carboxylate | 1292805-18-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 4-methyl-2-(2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetamido)thiophene-3-carboxylate
• 英文别名: methyl 4-methyl-2-[[2-[4-(3-piperidin-1-ylpropoxy)phenyl]acetyl]amino]thiophene-3-carboxylate
• CAS: 1292805-18-5
• 化学式: C₂₃H₃₀N₂O₄S
• 分子量: 430.568
• InChiKey: IOBZIJYYPWNRQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  96.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 4-methyl-2-(2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetamido)thiophene-3-carboxylate 在 ammonium hydroxide 、 氯化铵 作用下， 以 水 为溶剂， 生成 N-(4-methyl-3-(3-methyl-1H-1,2,4-triazol-5-yl)thiophen-2-yl)-2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetamide
  参考文献：
  名称：

  Design and synthesis of a novel, orally active, brain penetrant, tri-substituted thiophene based JNK inhibitor

  摘要：

  The SAR of a series of tri-substituted thiophene JNK3 inhibitors is described. By optimizing both the N-aryl acetamide region of the inhibitor and the 4-position of the thiophene we obtained single digit nanomolar compounds, such as 47, which demonstrated an in vivo effect on JNK activity when dosed orally in our kainic acid mouse model as measured by phospho-c-jun reduction.

  DOI：

  10.1016/j.bmcl.2011.01.046
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 在 吡啶 、 盐酸 、 potassium carbonate 、 溶剂黄146 、 sodium iodide 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 Methyl 4-methyl-2-(2-(4-(3-(piperidin-1-yl)propoxy)phenyl)acetamido)thiophene-3-carboxylate
  参考文献：
  名称：

  Design and synthesis of a novel, orally active, brain penetrant, tri-substituted thiophene based JNK inhibitor

  摘要：

  The SAR of a series of tri-substituted thiophene JNK3 inhibitors is described. By optimizing both the N-aryl acetamide region of the inhibitor and the 4-position of the thiophene we obtained single digit nanomolar compounds, such as 47, which demonstrated an in vivo effect on JNK activity when dosed orally in our kainic acid mouse model as measured by phospho-c-jun reduction.

  DOI：

  10.1016/j.bmcl.2011.01.046

文献信息

• Design and synthesis of a novel, orally active, brain penetrant, tri-substituted thiophene based JNK inhibitor
  作者：Simeon Bowers、Anh P. Truong、R. Jeffrey Neitz、Martin Neitzel、Gary D. Probst、Roy K. Hom、Brian Peterson、Robert A. Galemmo、Andrei W. Konradi、Hing L. Sham、Gergley Tóth、Hu Pan、Nanhua Yao、Dean R. Artis、Elizabeth F. Brigham、Kevin P. Quinn、John-Michael Sauer、Kyle Powell、Lany Ruslim、Zhao Ren、Frédérique Bard、Ted A. Yednock、Irene Griswold-Prenner

  DOI：10.1016/j.bmcl.2011.01.046

  日期：2011.3

  The SAR of a series of tri-substituted thiophene JNK3 inhibitors is described. By optimizing both the N-aryl acetamide region of the inhibitor and the 4-position of the thiophene we obtained single digit nanomolar compounds, such as 47, which demonstrated an in vivo effect on JNK activity when dosed orally in our kainic acid mouse model as measured by phospho-c-jun reduction.