methyl-5-[3-(4-methyl-1,4-diazepan-1-yl)propylidene]-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate | 1310326-95-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: methyl-5-[3-(4-methyl-1,4-diazepan-1-yl)propylidene]-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate
• CAS: 1310326-95-4
• 化学式: C₂₆H₃₂N₂O₂
• 分子量: 404.552
• InChiKey: WUTYQDQFWFDJQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.03
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl-5-[3-(4-methyl-1,4-diazepan-1-yl)propylidene]-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate 在 溶剂黄146 、 三乙胺 、 锌 作用下， 以 甲苯 为溶剂， 反应 1.33h， 生成 methyl 5-[3-(1,4-diazepan-1-yl)propylidene]-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationship of tricyclic carboxylic acids as novel anti-histamines

  摘要：

  A series of tricyclic carboxylic acids having 6-amino-pyrimidine-2,4(1H,3H)-dione with piperazino or homopiperazino moiety linked by propylene, were synthesized and evaluated for their affinity toward human histamine H(1) receptor and Caco-2 cell permeability. Selected compounds were further evaluated for their oral anti-histaminic activity in mice, bioavailability in rats, and their anti-inflammatory activity in mice OVA-induced biphasic cutaneous reaction model. Among the compounds tested, dibenzoxazepine carboxylic acid 13b showed both histamine H(1) receptor antagonistic activity and anti-inflammatory activity in vivo. In addition, 13b exhibited low affinity toward alpha(1) receptor and low occupancy of H(1) receptor in the brain. It is therefore, believed that 13b is a potential candidate for development as 3rd generation anti-histamine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.003
• 作为产物：
  描述：

  N-甲基高哌嗪 在 盐酸 、 硫酸 、 水 、 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 41.0h， 生成 methyl-5-[3-(4-methyl-1,4-diazepan-1-yl)propylidene]-10,11-dihydro-5H-dibenzo[a,d][7]annulene-3-carboxylate
  参考文献：
  名称：

  Synthesis and structure–activity relationship of tricyclic carboxylic acids as novel anti-histamines

  摘要：

  A series of tricyclic carboxylic acids having 6-amino-pyrimidine-2,4(1H,3H)-dione with piperazino or homopiperazino moiety linked by propylene, were synthesized and evaluated for their affinity toward human histamine H(1) receptor and Caco-2 cell permeability. Selected compounds were further evaluated for their oral anti-histaminic activity in mice, bioavailability in rats, and their anti-inflammatory activity in mice OVA-induced biphasic cutaneous reaction model. Among the compounds tested, dibenzoxazepine carboxylic acid 13b showed both histamine H(1) receptor antagonistic activity and anti-inflammatory activity in vivo. In addition, 13b exhibited low affinity toward alpha(1) receptor and low occupancy of H(1) receptor in the brain. It is therefore, believed that 13b is a potential candidate for development as 3rd generation anti-histamine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.003