1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 4-pentene ester | 1430212-99-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 4-pentene ester
• 英文别名: Pent-4-enyl 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate；pent-4-enyl 1-ethyl-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate
• CAS: 1430212-99-9
• 化学式: C₁₇H₂₀N₂O₃
• 分子量: 300.357
• InChiKey: TVYRLDGOXGLXRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 4-pentene ester 以 aq. buffer 为溶剂， 生成 萘啶酸
  参考文献：
  名称：

  Synthesis and release kinetics of polymerisable ester drug conjugates: towards pH-responsive infection-resistant urinary biomaterials

  摘要：

  Herein we report the synthesis, characterisation and hydrolytic release kinetics of a suite of novel, polymerisable ester quinolone conjugates with varying alkenyl chain lengths. Hydrolysis was shown to proceed up to 17-fold faster upon elevation of pH from neutral to pH 9.29, making these conjugates attractive for the development of 'designer' infection-resistant urinary biomaterials exploiting the increase in urine pH reported at the onset of catheter-associated infection to trigger drug release. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.020
• 作为产物：
  描述：

  4-戊烯-1-醇 、 nalidixic acid 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.42h， 以57%的产率得到1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 4-pentene ester
  参考文献：
  名称：

  Synthesis and release kinetics of polymerisable ester drug conjugates: towards pH-responsive infection-resistant urinary biomaterials

  摘要：

  Herein we report the synthesis, characterisation and hydrolytic release kinetics of a suite of novel, polymerisable ester quinolone conjugates with varying alkenyl chain lengths. Hydrolysis was shown to proceed up to 17-fold faster upon elevation of pH from neutral to pH 9.29, making these conjugates attractive for the development of 'designer' infection-resistant urinary biomaterials exploiting the increase in urine pH reported at the onset of catheter-associated infection to trigger drug release. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.020

文献信息

• Site‐Selective Pyridylic C−H Functionalization by Photocatalytic Radical Cascades
  作者：Myojeong Kim、Euna You、Jieun Kim、Sungwoo Hong

  DOI：10.1002/anie.202204217

  日期：2022.7.18

  pyridylic C(sp3)−H functionalization has been achieved through photocatalytic radical-mediated fluoroalkylation or cascade reactions. This operationally simple method offers a unique approach for the highly selective modification of the heterobenzylic C−H bonds of pyridines and quinolines under mild, metal-free conditions.

  通过光催化自由基介导的氟烷基化或级联反应，实现了一种有效的吡啶 C(sp 3 )-H 官能化方法。这种操作简单的方法为在温和、无金属条件下高度选择性地修饰吡啶和喹啉的杂苄基 C-H 键提供了一种独特的方法。