3-(2-hydroxyethyl)-3,4-dihydroquinolin-2(1H)-one | 50441-45-7

• 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-(2-hydroxyethyl)-3,4-dihydroquinolin-2(1H)-one
• 英文别名: 3-<2-Hydroxy-ethyl>-3,4-dihydro-carbostyril；3-(2-Hydroxyethyl)-3,4-dihydrocarbostyril；3-(2-hydroxy-ethyl)-3,4-dihydro-1H-quinolin-2-one；3-(2-hydroxyethyl)-3,4-dihydro-1H-quinolin-2-one
• CAS: 50441-45-7
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: QNQXSMLXUODFGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxyethyl)-3,4-dihydroquinolin-2(1H)-one 以 吡啶 为溶剂， 反应 1.0h， 生成 2,3-二氢噻吩并[2,3-b]喹啉
  参考文献：
  名称：

  。5.吡咯并（2,3-b）异喹啉，咪唑并（1,2-b）异喹啉，吡咯并（2,1-b）喹唑啉和1,3 1,3-噻嗪（2,3-b）的合成喹唑啉衍生物和相关的杂环作为潜在的降压药。

  摘要：

  DOI：

  10.1021/jm00264a012
• 作为产物：
  描述：

  3-[(2-nitrophenyl)methylene]dihydrofuran-2(3H)-one 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 9.0h， 生成 3-(2-hydroxyethyl)-3,4-dihydroquinolin-2(1H)-one
  参考文献：
  名称：

  Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT1B/5-HT2A receptor antagonists

  摘要：

  Quinolin-2-ones bearing a heteroaryl-piperazine linked by a two carbon chain at the 3- or 4-position were synthesised and evaluated as mixed 5-HT1B/5-HT2A receptor antagonists. Potent mixed antagonists were obtained with thieno[3,2-c]pyridine derivatives. In this series, compound 2.1 (SL 65.0472) proved to be functional antagonist at both the 5-HT2A receptor (rat in vivo 5-HT-induced hypertension model) and the 5-HT1B receptor (dog in vitro saphenous vein assay). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00118-3

文献信息

• Synthesis and SAR of 3- and 4-substituted quinolin-2-ones: discovery of mixed 5-HT1B/5-HT2A receptor antagonists
  作者：Gary McCort、Christian Hoornaert、Michel Aletru、Colombe Denys、Olivier Duclos、Caroline Cadilhac、Eric Guilpain、Geneviève Dellac、Philip Janiak、Anne-Marie Galzin、Monique Delahaye、Frédérique Guilbert、Stephen O'Connor

  DOI：10.1016/s0968-0896(01)00118-3

  日期：2001.8

  Quinolin-2-ones bearing a heteroaryl-piperazine linked by a two carbon chain at the 3- or 4-position were synthesised and evaluated as mixed 5-HT1B/5-HT2A receptor antagonists. Potent mixed antagonists were obtained with thieno[3,2-c]pyridine derivatives. In this series, compound 2.1 (SL 65.0472) proved to be functional antagonist at both the 5-HT2A receptor (rat in vivo 5-HT-induced hypertension model) and the 5-HT1B receptor (dog in vitro saphenous vein assay). (C) 2001 Elsevier Science Ltd. All rights reserved.
• Amidines. 5. Synthesis of pyrrolo[2,3,-b]isoquinoline imidazo[1,2-b]isoquinoline, pyrrolo[2,1-b]quinazoline, and 1,3-thiazino[2,3-b]quinazoline derivatives and related heterocycles as potential antihypertensive agents
  作者：Timothy Jen、Barbara Dienel、Frederic Dowalo、Helene Van Hoeven、Paul Bender、Bernard Loev

  DOI：10.1021/jm00264a012

  日期：1973.6