PD 117975

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: PD 117975
• 英文别名: PD 117915；2-Amino-3-(4-chloro-benzoyl)-6-(phenylmethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine；(2-Amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-3-yl)(4-chlorophenyl)methanone；(2-amino-6-benzyl-5,7-dihydro-4H-thieno[2,3-c]pyridin-3-yl)-(4-chlorophenyl)methanone
• 化学式: C₂₁H₁₉ClN₂OS
• 分子量: 382.914
• InChiKey: LUEXTQZEWNFRIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苄基哌啶酮 、 对氯苯乙酰腈 在 sulfur 、 二乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以38%的产率得到PD 117975
  参考文献：
  名称：

  Allosteric Modulation of the Adenosine A₁ Receptor. Synthesis and Biological Evaluation of Novel 2-Amino-3-benzoylthiophenes as Allosteric Enhancers of Agonist Binding

  摘要：

  Novel allosteric enhancers of agonist binding to the rat adenosine Al receptor are described. The lead compound for the new series was PD 81,723 ((2-amino-4,5-dimethyl-3-thienyl)[3(trifluoromethyl)phenyl]methanone), a compound previously reported by Bruns and co-workers (Mol. Pharmacol. 1990, 38, 950-958). The 4,5-dimethyl group and the benzoyl moiety were targets for further modifications, leading to series of 4,5-dialkyl (12a-g), of tetrahydrobenzo (12h-u), and of tetrahydropyridine (13a-g) derivatives. A number of compounds, in particular 12b, 12e, 12j, 12n, and 12u, proved superior to PD 81,723, Their EC50 values for enhancing the binding of the adenosine Al receptor agonist N-6-cyclopentyladenosine to the receptor were lower, and/or their antagonistic activity on the adenosine Al receptor was shown to be diminished.

  DOI：

  10.1021/jm991051d

文献信息

• Allosteric adenosine receptor modulators
  申请人：King Pharmaceuticals Research and Development, Inc.

  公开号：EP1671973A2

  公开（公告）日：2006-06-21

  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 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）化合物、其制备方法、其药物制剂及其作为异位受体调节剂在医学中的用途，其用途包括保护免受缺氧和缺血引起的损伤以及治疗腺苷敏感性心律失常。
• ALLOSTERIC ADENOSINE RECEPTOR MODULATORS
  申请人：Medco Research, Inc.

  公开号：EP1025106A2

  公开（公告）日：2000-08-09
• THIENODIPYRIDINE DERIVATIVES, PRODUCTION AND USE THEREOF
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1087977A1

  公开（公告）日：2001-04-04
• US5939432A
  申请人：——

  公开号：US5939432A

  公开（公告）日：1999-08-17
• US6177444B1
  申请人：——

  公开号：US6177444B1

  公开（公告）日：2001-01-23