methyl 3-(2-naphthaleneacetamido)thiophene-2-carboxylate | 1089543-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl 3-(2-naphthaleneacetamido)thiophene-2-carboxylate
• 英文别名: Methyl 3-(2-(naphthalen-2-yl)acetamido)thiophene-2-carboxylate；methyl 3-[(2-naphthalen-2-ylacetyl)amino]thiophene-2-carboxylate
• CAS: 1089543-53-2
• 化学式: C₁₈H₁₅NO₃S
• 分子量: 325.388
• InChiKey: CDKKUYMXRKJKHI-UHFFFAOYSA-N

物化性质

• 沸点：
  583.4±45.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 、 2-萘乙酸 在 吡啶 、 三氯氧磷 作用下， 生成 methyl 3-(2-naphthaleneacetamido)thiophene-2-carboxylate
  参考文献：
  名称：

  Design and synthesis of disubstituted thiophene and thiazole based inhibitors of JNK

  摘要：

  From high throughput screening, we discovered compound 1, the prototype for a series of disubstituted thiophene inhibitors of JNK which is selective towards closely related MAP kinases p38 and Erk2. Herein we describe the evolution of these compounds to a novel class of thiophene and thiazole JNK inhibitors that retain favorable solubility, permeability, and P-gp properties for development as CNS agents for treatment of neurodegeneration. Compound 61 demonstrated JNK3 IC(50) = 77 nM and retained the excellent broad kinase selectivity observed for the series. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.066

文献信息

• Design and synthesis of disubstituted thiophene and thiazole based inhibitors of JNK
  作者：Roy K. Hom、Simeon Bowers、Jennifer M. Sealy、Anh P. Truong、Gary D. Probst、Martin L. Neitzel、R. Jeffrey Neitz、Larry Fang、Louis Brogley、Jing Wu、Andrei W. Konradi、Hing L. Sham、Gergely Tóth、Hu Pan、Nanhua Yao、Dean R. Artis、Kevin Quinn、John-Michael Sauer、Kyle Powell、Zhao Ren、Frédérique Bard、Ted A. Yednock、Irene Griswold-Prenner

  DOI：10.1016/j.bmcl.2010.10.066

  日期：2010.12

  From high throughput screening, we discovered compound 1, the prototype for a series of disubstituted thiophene inhibitors of JNK which is selective towards closely related MAP kinases p38 and Erk2. Herein we describe the evolution of these compounds to a novel class of thiophene and thiazole JNK inhibitors that retain favorable solubility, permeability, and P-gp properties for development as CNS agents for treatment of neurodegeneration. Compound 61 demonstrated JNK3 IC(50) = 77 nM and retained the excellent broad kinase selectivity observed for the series. (C) 2010 Elsevier Ltd. All rights reserved.