benzyl 2-amino-3-(4-iodobenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate | 304018-35-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 2-amino-3-(4-iodobenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate
• CAS: 304018-35-7
• 化学式: C₂₂H₁₉IN₂O₃S
• 分子量: 518.375
• InChiKey: IAZSBSPWSIGVFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  benzyl 2-amino-3-(4-iodobenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate 在 氢溴酸 、 溶剂黄146 作用下， 反应 6.0h， 以38%的产率得到2-amino-3-(4-iodobenzoyl)-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’-碘苯乙酮 在 吗啉 、 sulfur 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 benzyl 2-amino-3-(4-iodobenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate
  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

• 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.