2-amino-3-(4-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine | 223423-22-1

• 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-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine
• 英文别名: 2-Amino-3-(4-chloro-benzoyl)-6-benzyloxycarbonyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine；benzyl 2-amino-3-(4-chlorobenzoyl)-5,7-dihydro-4H-thieno[2,3-c]pyridine-6-carboxylate
• CAS: 223423-22-1
• 化学式: C₂₂H₁₉ClN₂O₃S
• 分子量: 426.923
• InChiKey: GULCAVRIFKAGBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 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：

  2-amino-3-(4-chloro-benzoyl)-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51%的产率得到2-amino-3-(4-chloro-benzoyl) 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-氯苯乙酮 在 吗啉 、 sulfur 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2-amino-3-(4-chloro-benzoyl)-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.

  本发明涉及式(Ia)、(Ib)和(Ic)的化合物：其制备、药物制剂以及它们在医学上作为变构腺苷受体调节剂的用途，包括保护免受缺氧和缺血引起的损伤和治疗腺苷敏感性心律失常。
• Methods and formulations for increasing the affinity of a1 adenosine receptor ligands for the a1 adenosine receptor
  申请人：——

  公开号：US20040121406A1

  公开（公告）日：2004-06-24

  Glycolipids are useful for enhancing the affinity of A 1 adenosine receptor ligands for the A 1 adenosine receptor. Glycolipids are accordingly useful in diagnostic and therapeutic methods that require the delivery or administration of A 1 adenosine ligands.

  糖脂有助于增强 A 1 腺苷受体配体对 A 1 腺苷受体的亲和力。因此，糖脂可用于诊断和治疗方法，这些方法需要输送或施用 A1 1 腺苷配体。
• ALLOSTERIC ADENOSINE RECEPTOR MODULATORS
  申请人：Medco Research, Inc.

  公开号：EP1025106A2

  公开（公告）日：2000-08-09
• EP1390740A4
  申请人：——

  公开号：EP1390740A4

  公开（公告）日：2007-04-04
• METHODS AND FORMULATIONS FOR INCREASING THE AFFINITY OF A 1? ADENOSINE RECEPTOR LIGANDS FOR THE A 1? ADENOSINE RECEPTOR
  申请人：Endacea, Inc.

  公开号：EP1390740A1

  公开（公告）日：2004-02-25