naproxen

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naproxen
• 英文别名: 2-methylpropoxycarbonyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
• 化学式: C₁₉H₂₂O₅
• 分子量: 330.381
• InChiKey: DBZKNZXHTZXYSC-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  naproxen 、 硝酸4-羟基丁酯 以 乙醚 为溶剂， 反应 18.0h， 生成 萘普西诺
  参考文献：
  名称：

  ANHYDRIDE DERIVATIVES OF 2-(S)-(6-METHOXY-2-NAPHTYL)-PROPANOIC ACID, PREPARATION METHOD AND USE THEREOF

  摘要：

  本发明提供了一种新颖的2-(S)-(6-甲氧基-2-萘基)-丙酸的酐衍生物，用于制备高纯度的2-(S)-(6-甲氧基-2-萘基)-丙酸的硝氧烷基酯，以满足行业需求。

  公开号：

  US20120226068A1
• 作为产物：
  描述：

  萘普生 、 氯甲酸异丁酯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 18.0h， 生成 naproxen
  参考文献：
  名称：

  ANHYDRIDE DERIVATIVES OF 2-(S)-(6-METHOXY-2-NAPHTYL)-PROPANOIC ACID, PREPARATION METHOD AND USE THEREOF

  摘要：

  本发明提供了一种新颖的2-(S)-(6-甲氧基-2-萘基)-丙酸的酐衍生物，用于制备高纯度的2-(S)-(6-甲氧基-2-萘基)-丙酸的硝氧烷基酯，以满足行业需求。

  公开号：

  US20120226068A1

文献信息

• US8586790B2
  申请人：——

  公开号：US8586790B2

  公开（公告）日：2013-11-19
• ANHYDRIDE DERIVATIVES OF 2-(S)-(6-METHOXY-2-NAPHTYL)-PROPANOIC ACID, PREPARATION METHOD AND USE THEREOF
  申请人：Yang Hao-Cheng

  公开号：US20120226068A1

  公开（公告）日：2012-09-06

  The present invention provides a novel anhydride derivative of 2-(S)-(6-methoxy-2-naphtyl)-propanoic acid for preparing nitrooxyalkyl esters of 2-(S)-(6-methoxy-2-naphtyl)-propanoic acid with high purity to meet requirements of the industry.

  本发明提供了一种新颖的2-(S)-(6-甲氧基-2-萘基)-丙酸的酐衍生物，用于制备高纯度的2-(S)-(6-甲氧基-2-萘基)-丙酸的硝氧烷基酯，以满足行业需求。
• Design, synthesis and biological evaluation of enzymatically cleavable NSAIDs prodrugs derived from self-immolative dendritic scaffolds for the treatment of inflammatory diseases
  作者：Jinbao Wei、Jianyou Shi、Jing Zhang、Gu He、Junzhu Pan、Jun He、Rui Zhou、Li Guo、Liang Ouyang

  DOI：10.1016/j.bmc.2013.05.006

  日期：2013.7

  It has been reported that delivery systems based on dendritic prodrugs of Nonsteroidal Anti-Inflammatory Drugs (NSAIDs) improved the properties of drug molecules and reduced the side effects and irritation on the gastric mucosa. To find a more effective way in NSAIDs dendritic prodrugs, in this paper, three different dendritic scaffolds of enzymatically cleavable naproxen conjugates have been synthesized in a convergent approach and well characterized by NMR and MS techniques. These self-immolative dendritic NISADs prodrugs programmed to release multiple molecules of the potent naproxen after a single enzymatic activation step, and in 50% human plasma, the drug released from the compound T3 reaching 47.3% after 24 h in vitro assay. Moreover, all prodrugs were also found to maintain more significant anti-inflammatory activity, no significant cytotoxicity against HEK293 cells and less degree of ulcerogenic potential in vivo than their monomeric counterpart naproxen. These results provided an effective entry to the development of new dendritic NSAIDs prodrugs. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved.