8-Cyano-quinoline-3-carboxylic acid ethyl ester | 913182-51-1

• 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
• 英文名称: 8-Cyano-quinoline-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 8-cyanoquinoline-3-carboxylate
• CAS: 913182-51-1
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: AVOJUBZTRCHUAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-Cyano-quinoline-3-carboxylic acid ethyl ester 在 RaNi 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 8-{[(4'-Fluoro-biphenyl-4-carbonyl)-amino]-methyl}-quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Design and synthesis of substituted quinolines as novel and selective melanin concentrating hormone antagonists as anti-obesity agents

  摘要：

  A novel series of substituted quinoline analogs were designed and synthesized as potent and selective melanin concentrating hormone (MCH) antagonists. These analogs show potent (nM) activity (12a-k) with a moderate selectivity. Conversely, the conformationally constrained thienopyrimidinone analogs (1 8a-g) showed improved activity in MCH-1R and selectivity over 5 HT2C. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.006
• 作为产物：
  描述：

  8-氰基-4-氧代-1H-喹啉-3-羧酸乙酯 在 钯 氯化亚砜 、 氢气 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 8-Cyano-quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Design and synthesis of substituted quinolines as novel and selective melanin concentrating hormone antagonists as anti-obesity agents

  摘要：

  A novel series of substituted quinoline analogs were designed and synthesized as potent and selective melanin concentrating hormone (MCH) antagonists. These analogs show potent (nM) activity (12a-k) with a moderate selectivity. Conversely, the conformationally constrained thienopyrimidinone analogs (1 8a-g) showed improved activity in MCH-1R and selectivity over 5 HT2C. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.006