6-<3-(4-phenyl-1,2,3,6-pyridyl)propyl>-6H-dibenz-1,2-thiazine 5,5-dioxide | 134133-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 6-<3-(4-phenyl-1,2,3,6-pyridyl)propyl>-6H-dibenz-1,2-thiazine 5,5-dioxide
• 英文别名: 6-[3-(4-phenyl-1,2,3,6-pyridyl)propyl]-6H-dibenz(ce)-1,2-thiazine 5,5-dioxide；10-[3-(4-Phenyl-3,6-dihydro-2H-pyridin-1-yl)-propyl]-10H-9-thia-10-aza-phenanthrene 9,9-dioxide；6-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propyl]benzo[c][1,2]benzothiazine 5,5-dioxide
• CAS: 134133-55-4
• 化学式: C₂₆H₂₆N₂O₂S
• 分子量: 430.571
• InChiKey: CUSNRDWDRXFUFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-苯基-1,2,3,6-四氢吡啶 在 sodium hydride 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 22.5h， 生成 6-<3-(4-phenyl-1,2,3,6-pyridyl)propyl>-6H-dibenz-1,2-thiazine 5,5-dioxide
  参考文献：
  名称：

  Naphthosultam derivatives: a new class of potent and selective 5-HT2 antagonists

  摘要：

  A series of 2-(aminoalkyl)naphth[1,8-cd]isothiazole 1,1-dioxides was synthesized and examined in various receptor binding tests. Most compounds demonstrated high affinity for the 5-HT2 receptor with moderate to high selectivity. A member of this series, compound 24 (RP 62203), displays high 5-HT2 receptor affinity (K(i) = 0.26 nM), which is respectively more than 100 and 1000 times higher than its affinity for alpha-1 (K(i) = 38 nM) and D2 (K(i) > 1000 nM) receptors. This compound is a potent orally effective and long lasting 5-HT2 antagonist in the mescaline-induced head-twitches test in mice and rats.

  DOI：

  10.1021/jm00112a025

文献信息

• Naphthosultam derivatives: a new class of potent and selective 5-HT2 antagonists
  作者：Jean Luc Malleron、Marie Therese Comte、Claude Gueremy、Jean Francis Peyronel、Alain Truchon、Jean Charles Blanchard、Adam Doble、Odile Piot、Jean Luc Zundel

  DOI：10.1021/jm00112a025

  日期：1991.8

  A series of 2-(aminoalkyl)naphth[1,8-cd]isothiazole 1,1-dioxides was synthesized and examined in various receptor binding tests. Most compounds demonstrated high affinity for the 5-HT2 receptor with moderate to high selectivity. A member of this series, compound 24 (RP 62203), displays high 5-HT2 receptor affinity (K(i) = 0.26 nM), which is respectively more than 100 and 1000 times higher than its affinity for alpha-1 (K(i) = 38 nM) and D2 (K(i) > 1000 nM) receptors. This compound is a potent orally effective and long lasting 5-HT2 antagonist in the mescaline-induced head-twitches test in mice and rats.