4-(methoxymethoxy)benzoic acid methoxymethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(methoxymethoxy)benzoic acid methoxymethyl ester
• 英文别名: Methoxymethyl 4-(methoxymethoxy)benzoate；methoxymethyl 4-(methoxymethoxy)benzoate
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: CDAKYHVVTVWUDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(methoxymethoxy)benzoic acid methoxymethyl ester 在 水 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以97%的产率得到4-(甲氧基甲基)苯甲酸
  参考文献：
  名称：

  캄페롤-3,7-β-D-비스글루코사이드의 화학적 대량 합성 방법 및 그 용도

  摘要：

  本发明涉及康普鲁-3,7-β-D-双葡萄糖苷的化学大规模合成方法及其用途。

  公开号：

  KR101549700B1
• 作为产物：
  描述：

  氯甲基甲基醚 、 对羟基苯甲酸 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以93%的产率得到4-(methoxymethoxy)benzoic acid methoxymethyl ester
  参考文献：
  名称：

  캄페롤-3,7-β-D-비스글루코사이드의 화학적 대량 합성 방법 및 그 용도

  摘要：

  本发明涉及康普鲁-3,7-β-D-双葡萄糖苷的化学大规模合成方法及其用途。

  公开号：

  KR101549700B1

文献信息

• 캄페롤-3,7-β-D-비스글루코사이드의 화학적 대량 합성 방법 및 그 용도
  申请人：Konkuk University Industrial Cooperation Corp 건국대학교 산학협력단(220040157648) BRN ▼206-82-07325

  公开号：KR101549700B1

  公开（公告）日：2015-09-03

  본 발명은 캄페롤-3,7-β-D-비스글루코사이드의 화학적 대량 합성 방법 및 그 용도에 관한 것이다.

  本发明涉及康普鲁-3,7-β-D-双葡萄糖苷的化学大规模合成方法及其用途。
• Synthesis and Protein Kinase Inhibitory Activity of Balanol Analogues with Modified Benzophenone Subunits
  作者：John W. Lampe、Christopher K. Biggers、Jean M. Defauw、Robert J. Foglesong、Steven E. Hall、Julia M. Heerding、Sean P. Hollinshead、Hong Hu、Philip F. Hughes、G. Erik Jagdmann、Mary George Johnson、Yen-Shi Lai、Christopher T. Lowden、Michael P. Lynch、José S. Mendoza、Marcia M. Murphy、Joseph W. Wilson、Lawrence M. Ballas、Kiyomi Carter、James W. Darges、Jefferson E. Davis、Frederick R. Hubbard、Mark L. Stamper

  DOI：10.1021/jm020018f

  日期：2002.6.1

  A series of analogues of the protein kinase C (PKC) inhibitory natural product balanol which bear modified benzophenone subunits are described. The analogues were designed with the goal of uncovering structure - activity features that could be used in the development of PKC inhibitors with a reduced polar character compared to balanol itself. The results of these studies suggest that most of the benzophenone features found in the natural product are important for obtaining potent PKC inhibitory compounds. However, several modifications were found to lead to selective inhibitors of the related enzyme protein kinase A (PKA), and several specific modifications to the polar structural elements of the benzophenone were found to provide potent PKC inhibitors. In particular, it was found that replacement of the benzophenone carboxylate with bioisosteric equivalents could lead to potent analogues. Further, a tolerance for lipophilic substituents on the terminal benzophenone ring was uncovered. These results are discussed in light of recently available structural information for PKA.