2-amino-3-(4-phenylbenzoyl)-6-(benzyloxycarbonyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine | 223423-49-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-3-(4-phenylbenzoyl)-6-(benzyloxycarbonyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine
• 英文别名: benzyl 2-amino-3-(4-phenylbenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate
• CAS: 223423-49-2
• 化学式: C₂₈H₂₄N₂O₃S
• 分子量: 468.576
• InChiKey: GAOXTEDKYOARFC-UHFFFAOYSA-N

物化性质

• 沸点：
  724.6±60.0 °C(predicted)
• 密度：
  1.298±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-3-(4-phenylbenzoyl)-6-(benzyloxycarbonyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine 在 氢溴酸 、 溶剂黄146 作用下， 反应 6.0h， 以62%的产率得到2-amino-3-(4-phenylbenzoyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine
  参考文献：
  名称：

  Synthesis and biological effects of a new series of 2-amino-3-benzoylthiophenes as allosteric enhancers of A1-adenosine receptor

  摘要：

  New derivatives of PD 81,723, an allosteric enhancer of agonist binding to the A(1)-adenosine receptor, have been synthesized and evaluated in an intact cell assay. Compounds 3a, 3o and 3p appeared to be more potent than PD 81.723 and at a concentration of 0.1 mu M caused significant reductions of cAMP content of CHO cells expressing the human A(1)-adenosine receptor. Compounds 4e and 4o appeared to be allosteric enhancers at a low concentration and antagonists at a higher concentration, whereas compounds 3c, 3g, 3s and ill appeared to be weak antagonists that are also allosteric enhancers at the: higher concentration of 10 mu M. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00379-6
• 作为产物：
  描述：

  2-溴-4-苯基乙酰苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 吗啉 、 sulfur 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2-amino-3-(4-phenylbenzoyl)-6-(benzyloxycarbonyl)-4,5,6,7-tetrahydrothieno(2,3-c)pyridine
  参考文献：
  名称：

  Synthesis and biological effects of a new series of 2-amino-3-benzoylthiophenes as allosteric enhancers of A1-adenosine receptor

  摘要：

  New derivatives of PD 81,723, an allosteric enhancer of agonist binding to the A(1)-adenosine receptor, have been synthesized and evaluated in an intact cell assay. Compounds 3a, 3o and 3p appeared to be more potent than PD 81.723 and at a concentration of 0.1 mu M caused significant reductions of cAMP content of CHO cells expressing the human A(1)-adenosine receptor. Compounds 4e and 4o appeared to be allosteric enhancers at a low concentration and antagonists at a higher concentration, whereas compounds 3c, 3g, 3s and ill appeared to be weak antagonists that are also allosteric enhancers at the: higher concentration of 10 mu M. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00379-6

文献信息

• Allosteric adenosine receptor modulators
  申请人：Medco Research, Inc

  公开号：US06323214B1

  公开（公告）日：2001-11-27

  The present invention relates to compounds of formulas (IA), (IB), and (IC): the preparation thereof, pharmaceutical formulations thereof, and their use in medicine as allosteric adenosine receptor modulators for uses including protection against hypoxia and ischemia induced injury and treatment of adenosine-sensitive cardiac arrhythmias.

  本发明涉及以下式(I A)、(I B)和(I C)的化合物：其制备方法、药物配方以及它们在医学中作为变构腺苷受体调节剂的用途，包括用于保护免受缺氧和缺血引起的损伤以及治疗对腺苷敏感的心律失常。
• ALLOSTERIC ADENOSINE RECEPTOR MODULATORS
  申请人：King Pharmaceuticals Research and Development, Inc.

  公开号：EP1025106B1

  公开（公告）日：2006-06-21
• US6323214B1
  申请人：——

  公开号：US6323214B1

  公开（公告）日：2001-11-27
• Synthesis and biological effects of a new series of 2-amino-3-benzoylthiophenes as allosteric enhancers of A1-adenosine receptor
  作者：Pier Giovanni Baraldi、Abdel Naser Zaid、Ilaria Lampronti、Francesca Fruttarolo、Maria Giovanna Pavani、Mojgan Aghazadhe Tabrizi、John C Shryock、Edward Leung、Romeo Romagnoli

  DOI：10.1016/s0960-894x(00)00379-6

  日期：2000.9

  New derivatives of PD 81,723, an allosteric enhancer of agonist binding to the A(1)-adenosine receptor, have been synthesized and evaluated in an intact cell assay. Compounds 3a, 3o and 3p appeared to be more potent than PD 81.723 and at a concentration of 0.1 mu M caused significant reductions of cAMP content of CHO cells expressing the human A(1)-adenosine receptor. Compounds 4e and 4o appeared to be allosteric enhancers at a low concentration and antagonists at a higher concentration, whereas compounds 3c, 3g, 3s and ill appeared to be weak antagonists that are also allosteric enhancers at the: higher concentration of 10 mu M. (C) 2000 Elsevier Science Ltd. All rights reserved.