3-carboxymethoxy-[2]naphthoic acid | 42710-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-carboxymethoxy-[2]naphthoic acid
• 英文别名: 3-Carboxymethoxy-[2]naphthoesaeure；(Naphthoxy-(2)-essigsaeure)-carbonsaeure-(3)；(3-Carboxy-naphthyl-(2)-oxy)-essigsaeure；3-(Carboxymethoxy)naphthalene-2-carboxylic acid
• CAS: 42710-19-0
• 化学式: C₁₃H₁₀O₅
• 分子量: 246.219
• InChiKey: RTQQJRWQRMTKOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基-2-萘甲酸甲酯 在 lithium hydroxide 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 3-carboxymethoxy-[2]naphthoic acid
  参考文献：
  名称：

  Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations. The potency of this lead compound has been improved significantly by medicinal chemistry guided by X-ray crystallography and molecular modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.

  DOI：

  10.1016/j.bmc.2005.11.005

文献信息

• Meyer,R.; Duczmal, Chemische Berichte, 1913, vol. 46, p. 3378
  作者：Meyer,R.、Duczmal

  DOI：——

  日期：——
• 931. Naphtho(2′ : 3′-2 : 3) furan-4-one
  作者：P. Emmott、R. Livingstone

  DOI：10.1039/jr9580004629

  日期：——
• Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors
  作者：A.F. Moretto、S.J. Kirincich、W.X. Xu、M.J. Smith、Z.-K. Wan、D.P. Wilson、B.C. Follows、E. Binnun、D. Joseph-McCarthy、K. Foreman、D.V. Erbe、Y.L. Zhang、S.K. Tam、S.Y. Tam、J. Lee

  DOI：10.1016/j.bmc.2005.11.005

  日期：2006.4

  A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations. The potency of this lead compound has been improved significantly by medicinal chemistry guided by X-ray crystallography and molecular modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.