2-<3-(4-phenyl-1-piperidinyl)propyl>-2H-naphth<1,8-cd>isothiazole 1,1-dioxide | 127625-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-<3-(4-phenyl-1-piperidinyl)propyl>-2H-naphth<1,8-cd>isothiazole 1,1-dioxide
• 英文别名: 2-[3-(4-Phenyl-piperidin-1-yl)-propyl]-2H-naphtho[1,8-cd]isothiazole 1,1-dioxide；3-[3-(4-phenylpiperidin-1-yl)propyl]-2λ6-thia-3-azatricyclo[6.3.1.04,12]dodeca-1(11),4,6,8(12),9-pentaene 2,2-dioxide
• CAS: 127625-36-9
• 化学式: C₂₄H₂₆N₂O₂S
• 分子量: 406.549
• InChiKey: IMZYYYXDGIFJFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  1,8-萘磺内酰胺 在 sodium hydride 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 39.0h， 生成 2-<3-(4-phenyl-1-piperidinyl)propyl>-2H-naphth<1,8-cd>isothiazole 1,1-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

• COMTE, MARIE-THERESE;MALLERON, JEAN-LUC;PEYRONEL, JEAN-FRANCOIS;TRUCHON, +
  作者：COMTE, MARIE-THERESE、MALLERON, JEAN-LUC、PEYRONEL, JEAN-FRANCOIS、TRUCHON, +

  DOI：——

  日期：——
• US5021420A
  申请人：——

  公开号：US5021420A

  公开（公告）日：1991-06-04
• US5036075A
  申请人：——

  公开号：US5036075A

  公开（公告）日：1991-07-30
• 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.