4-(4-Fluorophenyl)-6,7-dihydrothieno[3,2-c]pyridine | 1170570-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4-(4-Fluorophenyl)-6,7-dihydrothieno[3,2-c]pyridine
• CAS: 1170570-70-3
• 化学式: C₁₃H₁₀FNS
• 分子量: 231.294
• InChiKey: DOAFYDVMRIUIDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-Fluorophenyl)-6,7-dihydrothieno[3,2-c]pyridine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 4-(4-fluorophenyl)-N-phenyl-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxamide
  参考文献：
  名称：

  Fused Piperidines as a Novel Class of Potent and Orally Available Transient Receptor Potential Melastatin Type 8 (TRPM8) Antagonists

  摘要：

  The transient receptor potential melastatin type 8 (TRPM8) is a nonselective cation channel primarily expressed in a subpopulation of sensory neurons that can be activated by a wide range of stimuli, including menthol, icilin, and cold temperatures (< 25 degrees C). Antagonism of TRPM8 is currently under investigation as a new approach for the treatment of pain. As a result of our screening efforts, we identified tetrahydrothienopyridine 4 as an inhibitor of icilin-induced calcium influx in CHO cells expressing recombinant rat TRPM8. Exploration of the structure-activity relationships of 4 led to the identification of a potent and orally bioavailable TRPM8 antagonist, tetrahydroisoquinoline 87. Compound 87 demonstrated target coverage in vivo after oral administration in a rat pharmacodynamic model measuring the prevention of icilin-induced wet-dog shakes (WDS).

  DOI：

  10.1021/jm2013634
• 作为产物：
  描述：

  噻吩乙胺 在 sodium hydroxide 、 三氯氧磷 作用下， 以 水 、 甲苯 为溶剂， 反应 3.0h， 生成 4-(4-Fluorophenyl)-6,7-dihydrothieno[3,2-c]pyridine
  参考文献：
  名称：

  TWI618710

  摘要：

  公开号：

文献信息

• TWI618710
  申请人：——

  公开号：——

  公开（公告）日：——
• TWI526448
  申请人：——

  公开号：——

  公开（公告）日：——
• ORGANIC METAL COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE EMPLOYING THE SAME
  申请人：INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE

  公开号：US20160164007A1

  公开（公告）日：2016-06-09

  Organic metal compounds, and organic light-emitting devices employing the same, are provided. The organic metal compound has a chemical structure represented by formula (I): wherein each R 1 can be independently hydrogen, C 1-12 alkyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group; R 2 can be independently hydrogen, halogen, C 1-12 alkyl group, C 5-10 cycloalkyl group, C 3-12 heteroaryl group, or C 6-12 aryl group.
• Fused Piperidines as a Novel Class of Potent and Orally Available Transient Receptor Potential Melastatin Type 8 (TRPM8) Antagonists
  作者：Nuria A. Tamayo、Yunxin Bo、Vijay Gore、Vu Ma、Nobuko Nishimura、Phi Tang、Hong Deng、Lana Klionsky、Sonya G. Lehto、Weiya Wang、Brad Youngblood、Jiyun Chen、Tiffany L. Correll、Michael D. Bartberger、Narender R. Gavva、Mark H. Norman

  DOI：10.1021/jm2013634

  日期：2012.2.23

  The transient receptor potential melastatin type 8 (TRPM8) is a nonselective cation channel primarily expressed in a subpopulation of sensory neurons that can be activated by a wide range of stimuli, including menthol, icilin, and cold temperatures (< 25 degrees C). Antagonism of TRPM8 is currently under investigation as a new approach for the treatment of pain. As a result of our screening efforts, we identified tetrahydrothienopyridine 4 as an inhibitor of icilin-induced calcium influx in CHO cells expressing recombinant rat TRPM8. Exploration of the structure-activity relationships of 4 led to the identification of a potent and orally bioavailable TRPM8 antagonist, tetrahydroisoquinoline 87. Compound 87 demonstrated target coverage in vivo after oral administration in a rat pharmacodynamic model measuring the prevention of icilin-induced wet-dog shakes (WDS).