1-(4-{4-[2-(4-{13-Chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-yl)ethoxy]phenyl}but-3-yn-1-yl)-1-hydroxyurea

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并环庚烷吡啶
• 英文名称: 1-(4-{4-[2-(4-{13-Chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-yl)ethoxy]phenyl}but-3-yn-1-yl)-1-hydroxyurea
• 英文别名: 1-[4-[4-[2-[4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidin-1-yl]ethoxy]phenyl]but-3-ynyl]-1-hydroxyurea
• 化学式: C₃₂H₃₃ClN₄O₃
• 分子量: 557.092
• InChiKey: YKSKLZDPBLSMIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  91.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-{2-[4-(8-Chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidin-1-yl]-ethoxy}-phenyl)-but-3-yn-1-ol 在 偶氮二甲酸二异丙酯 、 氨 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 1-(4-{4-[2-(4-{13-Chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidin-1-yl)ethoxy]phenyl}but-3-yn-1-yl)-1-hydroxyurea
  参考文献：
  名称：

  Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity

  摘要：

  A series of compounds possessing both H, histamine receptor antagonist and 5-lipoxygenase (5-LO) inhibitory activities was synthesized. The H-1-binding scaffolds of cetirizine, efletirizine, and loratadine were linked to a lipophilic N-hydroxyurea, the 5-LO inhibiting moiety of zileuton. Both activities were observed in vivo, as was increased CYP3A4 inhibition compared to their respective single-function drugs. Selected analogs in the series were shown to be orally active in guinea pig models. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.08.060

文献信息

• Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity
  作者：Timothy A. Lewis、Michelle A. Young、Mark P. Arrington、Lynn Bayless、Xiong Cai、Philippe Collart、Joseph B. Eckman、James L. Ellis、Doina G. Ene、Lyn Libertine、Jean-Marie Nicolas、Ralph T. Scannell、Bruce F. Wels、Karen Wenberg、Donna M. Wypij

  DOI：10.1016/j.bmcl.2004.08.060

  日期：2004.11

  A series of compounds possessing both H, histamine receptor antagonist and 5-lipoxygenase (5-LO) inhibitory activities was synthesized. The H-1-binding scaffolds of cetirizine, efletirizine, and loratadine were linked to a lipophilic N-hydroxyurea, the 5-LO inhibiting moiety of zileuton. Both activities were observed in vivo, as was increased CYP3A4 inhibition compared to their respective single-function drugs. Selected analogs in the series were shown to be orally active in guinea pig models. (C) 2004 Elsevier Ltd. All rights reserved.