1-phenyl-7,8-dihydro-3H,6H-[1,4]diazepino[6,7,1-ij]quinolin-4-one | 28748-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1-phenyl-7,8-dihydro-3H,6H-[1,4]diazepino[6,7,1-ij]quinolin-4-one
• 英文别名: 10-Phenyl-1,11-diazatricyclo[7.4.1.05,14]tetradeca-5(14),6,8,10-tetraen-13-one
• CAS: 28748-77-8
• 化学式: C₁₈H₁₆N₂O
• 分子量: 276.338
• InChiKey: QSWXYRFAVQZCTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-phenyl-7,8-dihydro-3H,6H-[1,4]diazepino[6,7,1-ij]quinolin-4-one 在 Ru-carbon potassium tert-butylate 、 氢气 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 12-amino-10-phenyl-1,11-diazatricyclo[7.4.1.05,14]tetradeca-5(14),6,8,10-tetraen-13-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1- hi ]indoles: novel PDE4 inhibitors

  摘要：

  A novel series of benzodiazepine derivatives have been discovered as inhibitors of PDE4 enzymes. We have found that our compounds are selective versus other PDE enzymes, and that the activity can be modulated by specific structural modifications. One compound exhibited a strong eosinophilic infiltration inhibiting action on sensitized Brown-Norway rats (compound 9, 5.1 mg/kg p.o.), moreover this compound is not emetic at 3 mg/kg i.v. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00573-9
• 作为产物：
  描述：

  phenyl(1,2,3,4-tetrahydroquinolin-8-yl)methanone 、 甘胺酸甲酯 在 吡啶 作用下， 生成 1-phenyl-7,8-dihydro-3H,6H-[1,4]diazepino[6,7,1-ij]quinolin-4-one
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1- hi ]indoles: novel PDE4 inhibitors

  摘要：

  A novel series of benzodiazepine derivatives have been discovered as inhibitors of PDE4 enzymes. We have found that our compounds are selective versus other PDE enzymes, and that the activity can be modulated by specific structural modifications. One compound exhibited a strong eosinophilic infiltration inhibiting action on sensitized Brown-Norway rats (compound 9, 5.1 mg/kg p.o.), moreover this compound is not emetic at 3 mg/kg i.v. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00573-9

文献信息

• US3714149A
  申请人：——

  公开号：US3714149A

  公开（公告）日：1973-01-30
• Synthesis and structure–activity relationships of 4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1- hi ]indoles: novel PDE4 inhibitors
  作者：Yves Pascal、Charles R Andrianjara、Eric Auclair、Nadine Avenel、Bernadette Bertin、Alain Calvet、Frédéric Féru、Sophie Lardon、Indres Moodley、Malika Ouagued、Adrian Payne、Marie-Pierre Pruniaux、Corinne Szilagyi

  DOI：10.1016/s0960-894x(99)00573-9

  日期：2000.1

  A novel series of benzodiazepine derivatives have been discovered as inhibitors of PDE4 enzymes. We have found that our compounds are selective versus other PDE enzymes, and that the activity can be modulated by specific structural modifications. One compound exhibited a strong eosinophilic infiltration inhibiting action on sensitized Brown-Norway rats (compound 9, 5.1 mg/kg p.o.), moreover this compound is not emetic at 3 mg/kg i.v. (C) 1999 Elsevier Science Ltd. All rights reserved.