2-(2-thienyl)-6,7-dihydro-5H-1,4-dithiepine | 644981-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2-(2-thienyl)-6,7-dihydro-5H-1,4-dithiepine
• 英文别名: 2-thiophen-2-yl-6,7-dihydro-5H-1,4-dithiepine
• CAS: 644981-01-1
• 化学式: C₉H₁₀S₃
• 分子量: 214.376
• InChiKey: BBWALIWYCXKEJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-thienyl)-6,7-dihydro-5H-1,4-dithiepine 在 双氧水 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 生成 2-Thiophen-2-yl-6,7-dihydro-5H-[1,4]dithiepine 1,1,4,4-tetraoxide
  参考文献：
  名称：

  2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: small molecule non-peptide antagonists of the human galanin hGAL-1 receptor

  摘要：

  The neuropeptide galanin modulates several physiological functions such as cognition, learning, feeding behavior, and depression, probably via the galanin 1 receptor(GAL-R1). Using an HTS assay based on I-125-human galanin binding to the human galanin-l receptor (hGAL-R1), we discovered a series of 1,4-dithiin and dithiipine-1,1,4,4-tetroxides that exhibited binding affinity IC50's to hGAL-R1 ranging from 190 to 2700 nM. Two of the dithiepin analogues, 7 and 23, behaved pharmacologically as hGAL-R1 antagonists in secondary assays involving adenylate cyclase activity and GTP binding to G-proteins. Analogues 7 and 23 were also active in functional assays involving galanin, reversing the inhibitory effect of galanin on acetylcholine (ACh) release in rat brain hippocampal slices and electrically-stimulated guinea pig ileum twitch. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00062-6
• 作为产物：
  描述：

  2-methyl-2-(thiophen-2-yl)-1,3-dithiane 在 N-溴代丁二酰亚胺(NBS) 、 1,8-二(甲基氨基)萘 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 2-(2-thienyl)-6,7-dihydro-5H-1,4-dithiepine
  参考文献：
  名称：

  2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: small molecule non-peptide antagonists of the human galanin hGAL-1 receptor

  摘要：

  The neuropeptide galanin modulates several physiological functions such as cognition, learning, feeding behavior, and depression, probably via the galanin 1 receptor(GAL-R1). Using an HTS assay based on I-125-human galanin binding to the human galanin-l receptor (hGAL-R1), we discovered a series of 1,4-dithiin and dithiipine-1,1,4,4-tetroxides that exhibited binding affinity IC50's to hGAL-R1 ranging from 190 to 2700 nM. Two of the dithiepin analogues, 7 and 23, behaved pharmacologically as hGAL-R1 antagonists in secondary assays involving adenylate cyclase activity and GTP binding to G-proteins. Analogues 7 and 23 were also active in functional assays involving galanin, reversing the inhibitory effect of galanin on acetylcholine (ACh) release in rat brain hippocampal slices and electrically-stimulated guinea pig ileum twitch. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00062-6

文献信息

• Electronic control of product formation in the rearrangement of 1,3-dithian-2-yl-arylmethanols
  作者：Chi Wi Ong、Chien Yen Yu

  DOI：10.1016/j.tet.2003.09.100

  日期：2003.11

  1,3-Dithian-2-yl-phenylmethanols undergo efficient rearrangement to afford 2-phenyl-6,7-dihydro-5H-1,4-dithiepines. The reactions were found to show remarkable variation in products formation that is dictated by the substituents on the aryl ring.

  1,3-二噻吩-2-基-苯基甲醇经过有效的重排，得到2-苯基-6,7-二氢-5 H -1,4-二硫平。发现反应显示出产物形成的显着变化，这由芳基环上的取代基决定。