1,2,3,4-四氢-2-氧代-喹啉-8-羧酸 | 569344-28-1

• 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
• 中文名称: 1,2,3,4-四氢-2-氧代-喹啉-8-羧酸
• 中文别名: 1,2,3,4-四氢-2-氧代-喹啉-8-甲酸
• 英文名称: 2-Oxo-1,2,3,4-tetrahydroquinoline-8-carboxylic acid
• 英文别名: 2-oxo-3,4-dihydro-1H-quinoline-8-carboxylic acid
• CAS: 569344-28-1
• 化学式: C₁₀H₉NO₃
• mdl: MFCD07438034
• 分子量: 191.186
• InChiKey: UFHCVRTWLVVVTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-甲基-N-(2-苯基乙基)-4-哌啶胺 、 1,2,3,4-四氢-2-氧代-喹啉-8-羧酸 在 diethylphosphoryl cyanide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 8-(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：

  8-(2-pyridin-1-ium-1-ylacetyl)-3,4-dihydro-1H-quinolin-2-one;chloride 、 sodium hydroxide 、 盐酸 生成 1,2,3,4-四氢-2-氧代-喹啉-8-羧酸
  参考文献：
  名称：

  TOMINAGA, MITIAKI;YANAGI, NAGAO;OGAVA, XIDEHNORI;NAKAGAVA, KADZUYUKI

  摘要：

  DOI：

文献信息

• TOMINAGA, MITIAKI;YANAGI, NAGAO;OGAVA, XIDEHNORI;NAKAGAVA, KADZUYUKI
  作者：TOMINAGA, MITIAKI、YANAGI, NAGAO、OGAVA, XIDEHNORI、NAKAGAVA, KADZUYUKI

  DOI：——

  日期：——
• Novel Selective Hindlimb Vasodilators:  Synthesis and Biological Activity of 1-Acyl-4-aminopiperidine Derivatives
  作者：Shuji Teramoto、Michinori Tanaka、Hiroshi Shimizu、Takafumi Fujioka、Fujio Tabusa、Takashi Imaizumi、Kenji Yoshida、Hiroyuki Fujiki、Toyoki Mori、Takumi Sumida、Michiaki Tominaga

  DOI：10.1021/jm020597o

  日期：2003.7.1

  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.