cyclopentyl 6-(ethylcarbamoyl)-2-(2-(thiophen-2-yl)acetamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate | 1351512-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: cyclopentyl 6-(ethylcarbamoyl)-2-(2-(thiophen-2-yl)acetamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate
• 英文别名: Cyclopentyl 6-(Ethylcarbamoyl)-2-[(Thiophen-2-Ylacetyl)amino]-4,5,6,7-Tetrahydrothieno[2,3-C]pyridine-3-Carboxylate；cyclopentyl 6-(ethylcarbamoyl)-2-[(2-thiophen-2-ylacetyl)amino]-5,7-dihydro-4H-thieno[2,3-c]pyridine-3-carboxylate
• CAS: 1351512-22-5
• 化学式: C₂₂H₂₇N₃O₄S₂
• 分子量: 461.606
• InChiKey: TWWIEHZKMVMPFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  144
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-噻吩乙酸 在 2,4,6-三甲基吡啶 、 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 cyclopentyl 6-(ethylcarbamoyl)-2-(2-(thiophen-2-yl)acetamido)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate
  参考文献：
  名称：

  Thiophene inhibitors of PDE4: Crystal structures show a second binding mode at the catalytic domain of PDE4D2

  摘要：

  PDE4 inhibitors have been identified as therapeutic targets for a variety of conditions, particularly inflammatory diseases. We have serendipitously identified a novel class of phosphodiesterase 4 (PDE4) inhibitor during a study to discover antagonists of the parathyroid hormone receptor. X-ray crystallographic studies of PDE4D2 complexed to four potent inhibitors reveal the atomic details of how they inhibit the enzyme and a notable contrast to another recently reported thiophene-based inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.109

文献信息

• Thiophene inhibitors of PDE4: Crystal structures show a second binding mode at the catalytic domain of PDE4D2
  作者：Jacob L. Nankervis、Susanne C. Feil、Nancy C. Hancock、Zhaohua Zheng、Hooi-Ling Ng、Craig J. Morton、Jessica K. Holien、Patricia W.M. Ho、Mark M. Frazzetto、Ian G. Jennings、David T. Manallack、T. John Martin、Philip E. Thompson、Michael W. Parker

  DOI：10.1016/j.bmcl.2011.09.109

  日期：2011.12

  PDE4 inhibitors have been identified as therapeutic targets for a variety of conditions, particularly inflammatory diseases. We have serendipitously identified a novel class of phosphodiesterase 4 (PDE4) inhibitor during a study to discover antagonists of the parathyroid hormone receptor. X-ray crystallographic studies of PDE4D2 complexed to four potent inhibitors reveal the atomic details of how they inhibit the enzyme and a notable contrast to another recently reported thiophene-based inhibitor. (C) 2011 Elsevier Ltd. All rights reserved.