kanjonic acid | 105876-34-4

• 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: kanjonic acid
• 英文别名: 4-Hydroxy-7-methoxy-5-carboxy-cumaron；4-hydroxy-7-methoxy-benzofuran-5-carboxylic acid；4-Hydroxy-7-methoxybenzo(b)furan-5-carboxylic acid；4-Hydroxy-7-methoxy-1-benzofuran-5-carboxylic acid
• CAS: 105876-34-4
• 化学式: C₁₀H₈O₅
• 分子量: 208.171
• InChiKey: AKEKIDHUZYNSLK-UHFFFAOYSA-N

物化性质

• 沸点：
  265.7±20.0 °C(Predicted)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  5

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	Methyl 4-hydroxy-7-methoxy-1-benzofuran-5-carboxylate	105876-32-2	C11H10O5	222.19

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-Hydroxy-5-methoxyfurano<4',5':3,4>acetophenone	76983-17-0	C11H10O4	206.198

反应信息

• 作为反应物：
  描述：

  kanjonic acid 生成 2-Hydroxy-5-methoxyfurano<4',5':3,4>acetophenone
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  kanjone 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以88%的产率得到kanjonic acid
  参考文献：
  名称：

  Synthesis of novel benzofuran isoxazolines as protein tyrosine phosphatase 1B inhibitors

  摘要：

  PTPases are considered to be involved in the etiology of diabetes mellitus and neural diseases, such as Alzheimer's disease and Parkinson's disease. Therefore, PTPase inhibitors should be useful tools to Study the role of PTPases in these diseases and other biological phenomena, and which can be developed into chemotherapeutic agents. In the present study, we have synthesized novel benzofuran isoxazolines 13-21 via 1,3-dipolar cycloaddition reaction using karanjin (1) and kanjone (2), isolated from Pongamia pinnata fruits. All the synthesized compounds were evaluated against PTPase enzyme. Compounds 19 and 20 displayed significant inhibitory activity with IC50 values 76 and 81 mu M, respectively. (C) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2006.01.062

文献信息

• Synthetic routes to benzofurans and benzothiophenes and intermediates
  申请人：The Upjohn Company

  公开号：US04609739A1

  公开（公告）日：1986-09-02

  The present invention provides novel compositions of matter and processes for their preparation. More particularly, the present invention consists of novel chemical intermediates and associated processes for the preparation of khellin and other furochromone analogues, which have demonstrated antiatherosclerotic activity. These novel intermediates and processes can also be used for the preparation of benzofurans and benzothiophenes which inhibit the synthesis of leukotriene and/or lipoxygenase.

  本发明提供了新颖的物质组合和其制备方法。更具体地说，本发明涉及新型化学中间体及其制备过程，用于制备赤花素和其他呋喃酮类似物，这些化合物已经表现出抗动脉粥样硬化活性。这些新型中间体和制备过程还可用于制备苯并呋喃和苯并噻吩，这些化合物可抑制白三烯和/或脂氧化酶的合成。
• ——
  作者：GAMMILL R. B.

  DOI：——

  日期：——
• US4609739A
  申请人：——

  公开号：US4609739A

  公开（公告）日：1986-09-02
• Synthesis of novel benzofuran isoxazolines as protein tyrosine phosphatase 1B inhibitors
  作者：Ghufran Ahmad、Pushpesh K. Mishra、Prasoon Gupta、Prem P. Yadav、Priti Tiwari、Akhilesh K. Tamrakar、Arvind K. Srivastava、Rakesh Maurya

  DOI：10.1016/j.bmcl.2006.01.062

  日期：2006.4

  PTPases are considered to be involved in the etiology of diabetes mellitus and neural diseases, such as Alzheimer's disease and Parkinson's disease. Therefore, PTPase inhibitors should be useful tools to Study the role of PTPases in these diseases and other biological phenomena, and which can be developed into chemotherapeutic agents. In the present study, we have synthesized novel benzofuran isoxazolines 13-21 via 1,3-dipolar cycloaddition reaction using karanjin (1) and kanjone (2), isolated from Pongamia pinnata fruits. All the synthesized compounds were evaluated against PTPase enzyme. Compounds 19 and 20 displayed significant inhibitory activity with IC50 values 76 and 81 mu M, respectively. (C) 2006 Published by Elsevier Ltd.