5-chloro-7-(2-fluorobenzoyl)indoline | 126149-64-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-chloro-7-(2-fluorobenzoyl)indoline
• 英文别名: (5-chloro-2,3-dihydro-1H-indol-7-yl)-(2-fluorophenyl)methanone
• CAS: 126149-64-2
• 化学式: C₁₅H₁₁ClFNO
• 分子量: 275.71
• InChiKey: MGYVJXUIAQFOCB-UHFFFAOYSA-N

物化性质

• 沸点：
  475.2±45.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-7-(2-fluorobenzoyl)indoline 在 Ru-carbon 吡啶 、 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 11-amino-6-chloro-9-(2-fluorophenyl)-1,10-diazatricyclo[6.4.1.04,13]trideca-4(13),5,7,9-tetraen-12-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：

  5-氯吲哚啉 、 2-氟苯腈 在 三氯化铝 、 三氯化硼 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 5-chloro-7-(2-fluorobenzoyl)indoline
  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

• Benzodiazepines, process and intermediates for the preparation thereof
  申请人：Jouveinal S.A.

  公开号：US04929614A1

  公开（公告）日：1990-05-29

  Benzodiazepines of formula ##STR1## in which R.sub.1 is H of halogen, R.sub.2 is H or halogen, Ar is indolyl, phenyl, naphthyl, indolyl monosubstituted with a halogen or with a methoxy or phenyl mono-, di- or trisubstituted with a halogen or with a methoxy or with a trifluoromethyl group, and n is 2 or 3; and their optical isomers.

  式为##STR1##的苯二氮平类药物，其中R.sub.1为氢或卤素，R.sub.2为氢或卤素，Ar为吲哚基、苯基、萘基、单卤代吲哚基或单甲氧基苯基、双卤代苯基、三卤代苯基、双甲氧基苯基或三氟甲基苯基的吲哚基，n为2或3；以及它们的光学异构体。
• US4929614A
  申请人：——

  公开号：US4929614A

  公开（公告）日：1990-05-29
• 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.