3,4-dihydro-8-isopropyl-2(1H)-quinolinone | 165592-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,4-dihydro-8-isopropyl-2(1H)-quinolinone
• 英文别名: 8-isopropyl-3,4-dihydrocarbostyril；8-propan-2-yl-3,4-dihydro-1H-quinolin-2-one
• CAS: 165592-48-3
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: YZHFYSHUIUFYSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-8-isopropyl-2(1H)-quinolinone 在 吡啶 、 三氯化铝 、 diethylphosphoryl cyanide 、 三乙胺 作用下， 以 二硫化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 3,4-dihydro-8-isopropyl-6-(4-(N-methyl-2-phenylethyl)amino-1-piperidinyl)carbonyl-2(1H)-quinolinone
  参考文献：
  名称：

  Novel Selective Hindlimb Vasodilators:  Synthesis and Biological Activity of 1-Acyl-4-aminopiperidine Derivatives

  摘要：

  A series of 6-(4-amino-1-piperidinyl)carbonyl-2(1H)-quinolinones, and their open form derivatives, were synthesized and evaluated for their ability to stimulate femoral artery blood flow (FBF) in the canine hindlimb. All members of this series stimulated FBF, and subsequent experiments revealed that selected members of this series produced minimal changes in coronary blood flow or systemic blood pressure. Compound 25 was the most promising agent in this respect, and clinical trials are now ongoing to evaluate the effectiveness of this drug as a novel treatment for intermittent claudication and Raynaud's phenomenon.

  DOI：

  10.1021/jm020597o
• 作为产物：
  描述：

  2-异丙基苯胺 在 palladium on activated charcoal 盐酸 、 sodium periodate 、 N-氯代丁二酰亚胺 、 乙醇 、 氢气 、 sodium ethanolate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 20.0~65.0 ℃ 、101.33 kPa 条件下， 反应 11.5h， 生成 3,4-dihydro-8-isopropyl-2(1H)-quinolinone
  参考文献：
  名称：

  Novel Selective Hindlimb Vasodilators:  Synthesis and Biological Activity of 1-Acyl-4-aminopiperidine Derivatives

  摘要：

  A series of 6-(4-amino-1-piperidinyl)carbonyl-2(1H)-quinolinones, and their open form derivatives, were synthesized and evaluated for their ability to stimulate femoral artery blood flow (FBF) in the canine hindlimb. All members of this series stimulated FBF, and subsequent experiments revealed that selected members of this series produced minimal changes in coronary blood flow or systemic blood pressure. Compound 25 was the most promising agent in this respect, and clinical trials are now ongoing to evaluate the effectiveness of this drug as a novel treatment for intermittent claudication and Raynaud's phenomenon.

  DOI：

  10.1021/jm020597o

文献信息

• Peripheral vasodilators
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05591751A1

  公开（公告）日：1997-01-07

  Peripheral vasodilating agents containing, as the active ingredient, carbostyril derivatives represented by the general formula: ##STR1## or a salt thereof; and novel carbostyril derivatives included within the scope of the above-mentioned general formula.

  含有周围血管扩张剂的药物，活性成分为一般式表示的卡波司烯衍生物，或其盐；以及包含在上述一般式范围内的新型卡波司烯衍生物。
• Fused heterocyclic derivatives and methods of use
  申请人：Albrecht Brian K.

  公开号：US20090124612A1

  公开（公告）日：2009-05-14

  Selected compounds are effective for prophylaxis and treatment of diseases, such as HGF mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  所选化合物对于预防和治疗疾病，如HGF介导的疾病具有有效性。本发明包括新颖的化合物、类似物、前药和其药学上可接受的盐、药物组合物和预防和治疗涉及癌症等疾病和其他疾病或病况的方法。该发明还涉及制备这样的化合物的过程，以及在这样的过程中有用的中间体。
• FUSED HETEROCYCLIC DERIVATIVES AND METHODS OF USE
  申请人：ALBRECHT Brian K.

  公开号：US20120148531A1

  公开（公告）日：2012-06-14

  Selected compounds are effective for prophylaxis and treatment of diseases, such as HGF mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  选定的化合物对于预防和治疗疾病，如HGF介导的疾病，具有有效性。该发明涵盖了新颖的化合物、类似物、前药和其药学上可接受的盐、制药组合物以及用于预防和治疗涉及癌症等疾病和其他疾病或病情的方法。该发明还涉及制备这种化合物的过程以及在这种过程中有用的中间体。
• PIPERAZINOCARBONYLCARBOSTYRILS AS PERIPHERAL VASODILATORS
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0636128A1

  公开（公告）日：1995-02-01
• US5591751A
  申请人：——

  公开号：US5591751A

  公开（公告）日：1997-01-07