2-Naphthalen-1-yl-6,7-dihydro-5H-[1,4]dithiepine 1,1,4,4-tetraoxide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Naphthalen-1-yl-6,7-dihydro-5H-[1,4]dithiepine 1,1,4,4-tetraoxide
• 英文别名: 2-naphthalen-1-yl-6,7-dihydro-5H-1,4-dithiepine 1,1,4,4-tetraoxide
• 化学式: C₁₅H₁₄O₄S₂
• 分子量: 322.406
• InChiKey: KKLTWGURCFBFSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  85
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-methyl-2-(naphthalen-1-yl)-1,3-dithiane 在 N-溴代丁二酰亚胺(NBS) 、 双氧水 作用下， 以 二氯甲烷 、 氯仿 、 溶剂黄146 为溶剂， 反应 0.5h， 生成 2-Naphthalen-1-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