MIPS521 | 1146188-19-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: MIPS521
• 英文别名: (2-amino-4-(3,5-bis(trifluoromethyl)phenyl)thiophen-3-yl)(4-chlorophenyl)methanone；[2-amino-4-[3,5-bis(trifluoromethyl)phenyl]thiophen-3-yl]-(4-chlorophenyl)methanone
• CAS: 1146188-19-3
• 化学式: C₁₉H₁₀ClF₆NOS
• 分子量: 449.804
• InChiKey: IVHJBJJHYFIUOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.3
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-[3,5-bis(trifluoromethyl)phenyl]-2-(4-chlorobenzoyl)but-2-enenitrile 在 sulfur 、 二乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 MIPS521
  参考文献：
  名称：

  Synthesis and Characterization of Novel 2-Amino-3-benzoylthiophene Derivatives as Biased Allosteric Agonists and Modulators of the Adenosine A₁ Receptor

  摘要：

  A series of novel 2-amino-3-benzoylthiophenes (2A3BTs) were screened using a functional assay of AIR mediated phosphorylation of extracellular signal-regulated kinases 1 and 2 (ERK1/2) in intact CHO cells to identify potential agonistic effects as well as the ability to allosterically modulate the activity of the orthosteric agonist, R-PIA. Two derivatives, 8h and 8i, differing only in terms of the absence or presence of an electron-withdrawing group on the benzoyl moiety of the 2A3BT scaffold, were identified as biased allosteric agonists and positive allosteric modulators of agonist function at the adenosine A(1) receptor (A(1)R) in two different functional assays. Our findings indicate that subtle structural variations can promote functionally distinct receptor conformational states.

  DOI：

  10.1021/jm201600e

文献信息

• [EN] A1 ADENOSINE RECEPTOR ALLOSTERIC ENHANCERS<br/>[FR] AMPLIFICATEURS ALLOSTÉRIQUES DES RÉCEPTEURS DE L'ADÉNOSINE A1
  申请人：UNIV MONASH

  公开号：WO2009049362A1

  公开（公告）日：2009-04-23

  The present invention relates generally to chemical compounds and methods for their use and preparation. In particular, the invention relates to chemical compounds which may possess useful therapeutic activity for treating conditions where the promotion of angiogensis (blood vessel formation) is beneficial, use of these compounds in therapy and the manufacture of medicaments as well as compositions containing these compounds.

  本发明一般涉及化合物及其使用和制备方法。具体地，本发明涉及可能具有有用的治疗活性的化合物，用于治疗促进血管生成有益的疾病，这些化合物在治疗中的使用以及药物的制造，以及含有这些化合物的组合物。
• Synthesis and Characterization of Novel 2-Amino-3-benzoylthiophene Derivatives as Biased Allosteric Agonists and Modulators of the Adenosine A₁ Receptor
  作者：Celine Valant、Luigi Aurelio、Shane M. Devine、Trent D. Ashton、Jonathan M. White、Patrick M. Sexton、Arthur Christopoulos、Peter J. Scammells

  DOI：10.1021/jm201600e

  日期：2012.3.8

  A series of novel 2-amino-3-benzoylthiophenes (2A3BTs) were screened using a functional assay of AIR mediated phosphorylation of extracellular signal-regulated kinases 1 and 2 (ERK1/2) in intact CHO cells to identify potential agonistic effects as well as the ability to allosterically modulate the activity of the orthosteric agonist, R-PIA. Two derivatives, 8h and 8i, differing only in terms of the absence or presence of an electron-withdrawing group on the benzoyl moiety of the 2A3BT scaffold, were identified as biased allosteric agonists and positive allosteric modulators of agonist function at the adenosine A(1) receptor (A(1)R) in two different functional assays. Our findings indicate that subtle structural variations can promote functionally distinct receptor conformational states.