(2-phenyl-4-quinolyl)oxyacetic acid | 110802-04-5

• 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: (2-phenyl-4-quinolyl)oxyacetic acid
• 英文别名: 2-(2-phenylquinolin-4-yl)oxyacetic acid
• CAS: 110802-04-5
• 化学式: C₁₇H₁₃NO₃
• 分子量: 279.295
• InChiKey: MICODESZTQZIAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基苯胺 、 (2-phenyl-4-quinolyl)oxyacetic acid 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 、 乙酸乙酯 为溶剂， 生成 N-methyl-N-phenyl-(2-phenyl-4-quinolyl)oxyacetamide
  参考文献：
  名称：

  Amides derived from quinoline, and anxiolytic compositions containing

  摘要：

  式为##STR1##的化合物，其中V和W是氢、卤素、烷基（1-4C）或烷氧基（1-4C）、氨基或酰胺基，Z是苯基（可选取代）、噻吩基或吡啶基，R.sub.1是烷基（1-6C）、烷氧基烷基、环烷基（3-6C）、苯基、苯基烷基或环烷基烷基，R.sub.2是烷基（1-6C）、烷氧基烷基、环烷基（3-6C）、苯基、苯基烷基、环烷基烷基或吗啉基，而NR.sub.1 R.sub.2也可以是吡咯烷基、可选取代哌啶基、可选取代吗啉基、硫代吗啉基、可选取代哌嗪基或可选取代哌嗪酮，这些化合物可作为抗焦虑剂。

  公开号：

  US04728647A1
• 作为产物：
  描述：

  2-苯基-1H-喹啉-4-酮 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (2-phenyl-4-quinolyl)oxyacetic acid
  参考文献：
  名称：

  Synthesis of 4-alkoxy-2-phenylquinoline derivatives as potent antiplatelet agents

  摘要：

  In our continuing search for novel antiplatelet agents, 4-alkoxy derivatives of 2-phenylquinoline as well as related compounds were prepared. Through biological screening, a preliminary structure-antiplatelet activity relationship was established. Compounds 5-ethyl-4-methoxy-2-phenylquinoline (8), 4-ethoxy-5-ethvl-2-phenylquinoline (9), 4-ethoxycarbonylmethoxy-5-ethyl-2phenylquinoline (10), 4-ethoxycarbonylbutoxy-5-ethyl-2-phenylquinoline (12) and 5-ethyl-4-(N-ethylcarboxido)methoxy-2-phenyl-quinoline (17) all demonstrated potent antiplatelet activity. Among them, compound 8 was the most potent with an IC50 value of 0.08 muM and was about 3-fold more active than indomethacin. The mechanism of antiplatelet action of 8 is possibly through its inhibition on cyclooxygenase or thromboxane synthetase. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(00)00652-1

文献信息

• US4728647A
  申请人：——

  公开号：US4728647A

  公开（公告）日：1988-03-01
• Synthesis of 4-alkoxy-2-phenylquinoline derivatives as potent antiplatelet agents
  作者：Ting-Chia Ko、Mann-Jen Hour、Jin-Cherng Lien、Che-Ming Teng、Kuo-Hsiung Lee、Sheng-Chu Kuo、Li-Jiau Huang

  DOI：10.1016/s0960-894x(00)00652-1

  日期：2001.2

  In our continuing search for novel antiplatelet agents, 4-alkoxy derivatives of 2-phenylquinoline as well as related compounds were prepared. Through biological screening, a preliminary structure-antiplatelet activity relationship was established. Compounds 5-ethyl-4-methoxy-2-phenylquinoline (8), 4-ethoxy-5-ethvl-2-phenylquinoline (9), 4-ethoxycarbonylmethoxy-5-ethyl-2phenylquinoline (10), 4-ethoxycarbonylbutoxy-5-ethyl-2-phenylquinoline (12) and 5-ethyl-4-(N-ethylcarboxido)methoxy-2-phenyl-quinoline (17) all demonstrated potent antiplatelet activity. Among them, compound 8 was the most potent with an IC50 value of 0.08 muM and was about 3-fold more active than indomethacin. The mechanism of antiplatelet action of 8 is possibly through its inhibition on cyclooxygenase or thromboxane synthetase. (C) 2001 Published by Elsevier Science Ltd.
• Amides derived from quinoline, and anxiolytic compositions containing
  申请人：Rhone-Poulenc Sante

  公开号：US04728647A1

  公开（公告）日：1988-03-01

  Compounds of formula: ##STR1## in which V and W are H, halogen, alkyl (1-4C) or alkoxy (1-4C), amino, or acylamino, Z is phenyl, optionally substituted, thienyl, or pyridyl, R.sub.1 is alkyl (1-6C), alkoxyalkyl, cycloalkyl (3-6C), phenyl, phenylalkyl, or cycloalkylalkyl, R.sub.2 is alkyl (1-6C), alkoxyalkyl, cycloalkyl (3-6C), phenyl, phenylalkyl, cycloalkylalkyl, or morpholino, and NR.sub.1 R.sub.2 can also be pyrrolidino, optionally substituted piperidino, optionally substituted morpholino, thiomorpholino, optionally substituted piperazino, or an optionally substituted piperazinone, are useful as anxiolytic agents.

  式为##STR1##的化合物，其中V和W是氢、卤素、烷基（1-4C）或烷氧基（1-4C）、氨基或酰胺基，Z是苯基（可选取代）、噻吩基或吡啶基，R.sub.1是烷基（1-6C）、烷氧基烷基、环烷基（3-6C）、苯基、苯基烷基或环烷基烷基，R.sub.2是烷基（1-6C）、烷氧基烷基、环烷基（3-6C）、苯基、苯基烷基、环烷基烷基或吗啉基，而NR.sub.1 R.sub.2也可以是吡咯烷基、可选取代哌啶基、可选取代吗啉基、硫代吗啉基、可选取代哌嗪基或可选取代哌嗪酮，这些化合物可作为抗焦虑剂。