1-heptyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester | 142498-26-8

• 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: 1-heptyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester
• 英文别名: 1-heptyl-4-hydroxy-3-ethoxycarbonyl-2(1H)-quinolinone；1-Heptyl-3-Ethoxycarbonyl-4-Hydroxy-2(1H)-Quinolinone；ethyl 1-heptyl-4-hydroxy-2-oxoquinoline-3-carboxylate
• CAS: 142498-26-8
• 化学式: C₁₉H₂₅NO₄
• 分子量: 331.412
• InChiKey: HRHRFPWKJDPSBL-UHFFFAOYSA-N

物化性质

• 沸点：
  451.4±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-heptyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester 在 盐酸 作用下， 反应 5.0h， 以94%的产率得到1-Heptyl-4-hydroxy-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid
  参考文献：
  名称：

  4-羟基-2-喹诺酮类。22. * 1-烷基（芳基）-2-氧代-3-羰乙氧基-4-羟基喹啉及其衍生物的合成及生物学性质

  摘要：

  DOI：

  10.1007/bf01169641
• 作为产物：
  描述：

  2-Heptylamino-benzoic acid ethyl ester 在 盐酸 、 氢氧化钾 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 1-heptyl-2-oxo-4-hydroxyquinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  4-羟基-2-喹诺酮类。22. * 1-烷基（芳基）-2-氧代-3-羰乙氧基-4-羟基喹啉及其衍生物的合成及生物学性质

  摘要：

  DOI：

  10.1007/bf01169641

文献信息

• 4-hydroxy-2-quinolones. 191.* synthesis, tautomerism and biological activity of benzimidazol-2-ylamides of 1-r-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids
  作者：I. V. Ukrainets、L. A. Grinevich、A. A. Tkach、O. V. Gorokhova、V. N. Kravchenko、G. Sim

  DOI：10.1007/s10593-011-0673-8

  日期：2011.2

  A series of benzimidazol-2-ylamides of 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylic acids was prepared in a search for biologically active compounds. These compounds exist in the crystal exclusively in the amide form, while in solution amide↔imide tautomerism is observed. The results of a study of the antithyroid and antituberculosis activities of these compounds are given.

  为了寻找生物活性化合物，制备了一系列4-羟基-2-氧代-1,2-二氢喹啉-3-羧酸的苯并咪唑-2-基酰胺。这些化合物仅以酰胺形式存在于晶体中，而在溶液中则观察到酰胺↔酰亚胺互变异构现象。给出了这些化合物的抗甲状腺和抗结核活性的研究结果。
• Ester and alkoxy substituted benzopyrans
  申请人：Schering Corporation

  公开号：US05412104A1

  公开（公告）日：1995-05-02

  Compounds useful as antihypertensive agents and useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are represented by Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by Formula 1.0 are disclosed. Methods of treating a viral infection using compounds represented by Formula 1.0 are disclosed. Also disclosed are methods of treating hypertension using compounds of Formula 1.0 wherein R is selected from the group consisting of H, halogen and --C(O)OR.sup.6 ; and R.sup.1 is selected from the group consisting of --OR.sup.14, --O(CH.sub.2).sub.a C(H).sub.3-i Z.sub.i and --O(CH.sub.2).sub.h N(R.sup.15).sub.2.

  本发明揭示了一种化合物，可用作降压剂和抗DNA病毒剂，例如疱疹病毒组，该化合物由公式1.0表示：##STR1##以及它们的药学上可接受的盐和溶剂。本发明还揭示了含有由公式1.0表示的化合物的制药组合物。本发明揭示了使用由公式1.0表示的化合物治疗病毒感染的方法。还揭示了使用公式1.0中R选自H、卤素和--C（O）OR.sup.6；R.sup.1选自--OR.sup.14、--O（CH.sub.2）.sub.a C（H）.sub.3-i Z.sub.i和--O（CH.sub.2）.sub.h N（R.sup.15）.sub.2的化合物治疗高血压的方法。
• Acyl and alkoxy substituted quinolines
  申请人：Schering Corporation

  公开号：US05378694A1

  公开（公告）日：1995-01-03

  Compounds useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are are represented by compounds of Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by Formula 1.0 and methods of treating a viral infection using compounds represented by Formula 1.0 are disclosed. Also disclosed are compounds useful as antihypertensive agents and methods of treating hypertension using such compounds. The antihypertensive agents are compounds represented by Formula 1.0 wherein R.sup.4 is selected from the group consisting of alkyl and aminoalkyl. Preferably R.sup.1 is H.

  本发明揭示了一些可用作抗DNA病毒（如疱疹病毒组）的抗病毒剂化合物。这些化合物由1.0式化合物表示：##STR1##以及它们的医药上可接受的盐和溶剂。本发明还揭示了含有1.0式化合物的药物组合物以及使用1.0式化合物治疗病毒感染的方法。此外，本发明还揭示了一些可用作降压剂的化合物以及使用这些化合物治疗高血压的方法。这些降压剂是由1.0式化合物表示的化合物，其中R.sup.4选自烷基和氨基烷基。最好R.sup.1是H。
• Antiviral compounds and antihypertensive compounds
  申请人：Schering Corporation

  公开号：US05942522A1

  公开（公告）日：1999-08-24

  Compounds useful as antihypertensive agents and useful as antiviral agents against DNA-containing viruses, such as herpes group viruses, are disclosed. The compounds are represented by Formula 1.0: ##STR1## and their pharmaceutically acceptable salts and solvates. Pharmaceutical compositions containing compounds represented by Formula 1.0 are disclosed. Methods of treating a viral infection using compounds represented by Formula 1.0 are disclosed. Also disclosed are methods of treating hypertension using compounds of Formula 1.0 wherein R is selected from the group consisting of H, halogen and --C(O)OR.sup.6 ; and R.sup.1 is selected from the group consisting of --OR.sup.14, --O(CH.sub.2).sub.a C(H).sub.3-i Z.sub.i and --O(CH.sub.2).sub.h N(R.sup.15).sub.2.

  本发明揭示了一种化合物，其可用作抗高血压药物和抗DNA病毒药物，如单纯疱疹病毒组。该化合物由1.0式表示：##STR1##以及其药学上可接受的盐和溶剂。本发明还揭示了含有由1.0式表示的化合物的制药组合物。本发明还揭示了使用由1.0式表示的化合物治疗病毒感染的方法。此外，本发明还揭示了使用1.0式中R从由H、卤素和--C（O）OR.sup.6组成的群中选择；R.sup.1从由--OR.sup.14、--O（CH.sub.2）.sub.a C（H）.sub.3-i Z.sub.i和--O（CH.sub.2）.sub.h N（R.sup.15）.sub.2组成的群中选择的化合物治疗高血压的方法。
• ——
  作者：S. G. Taran、I. V. Ukrainets、N. V. Likhanova、O. V. Gorokhova、P. A. Bezugly

  DOI：10.1023/a:1017527802266

  日期：——