n-propyl 3,7-dihydroxy-2-naphthoate | 126754-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: n-propyl 3,7-dihydroxy-2-naphthoate
• 英文别名: Propyl 3,7-dihydroxynaphthalene-2-carboxylate
• CAS: 126754-50-5
• 化学式: C₁₄H₁₄O₄
• 分子量: 246.263
• InChiKey: QAWJLUAWEUHCLN-UHFFFAOYSA-N

物化性质

• 沸点：
  413.9±25.0 °C(predicted)
• 密度：
  1.287±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  n-propyl 3,7-dihydroxy-2-naphthoate 在 氢氧化钾 、 copper (I) acetate 、 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 99.0h， 生成
  参考文献：
  名称：

  Concave functionality: design criteria for nonaqueous binding sites

  摘要：

  DOI：

  10.1021/ja00166a027
• 作为产物：
  描述：

  3,7-二羟基-2-萘甲酸 、 溴丙烷 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 以70%的产率得到n-propyl 3,7-dihydroxy-2-naphthoate
  参考文献：
  名称：

  Concave functionality: design criteria for nonaqueous binding sites

  摘要：

  DOI：

  10.1021/ja00166a027

文献信息

• Synthesis and Characterization of a Dinuclear Copper Complex Bearing a Hydrophobic Cavity as a Model for Copper‐Containing Monooxygenases
  作者：Olivier Schicke、Bruno Faure、Yannick Carissan、Michel Giorgi、Ariane Jalila Simaan、Marius Réglier

  DOI：10.1002/ejic.201500280

  日期：2015.7

  The synthesis and characterization of a dinuclear copper complex as a model of mononuclear copper-containing monooxygenases [dopamine β-monooxygenase (DβM), tyramine β-monooxygenase (TβM), and peptidylglycine α-hydroxylating monooxygenase (PHM)] are described. This model is based on a cyclophane moiety bearing two bis(picolylamine) ligands for the complexation of two copper atoms and exhibits macroscopic

  描述了双核铜复合物作为单核含铜单加氧酶模型 [多巴胺 β-单加氧酶 (DβM)、酪胺β-单加氧酶 (TβM) 和肽基甘氨酸 α-羟基化单加氧酶 (PHM)] 的合成和表征。该模型基于带有两个双（吡啶甲胺）配体的环芳部分，用于络合两个铜原子，并表现出与酶等效的宏观特征：(1) 两个铜中心相距 11.5 A（酶为 11 A ) 和 (2) 有一个由环芳部分组成的疏水口袋，其中底物可以在两个铜中心附近结合。
• A Synthetic Receptor Which Uses Multiple Edge−Face Interactions To Bind Aromatic Guests
  作者：Mary J. Cloninger、H. W. Whitlock

  DOI：10.1021/jo980193x

  日期：1998.9.1

  Host 1 binds bicyclic aromatic guests such as 6-nitro-2-naphthol 2, serotonin mimic 3, and stilbene-derivative 4 with high affinity. Competition studies were performed to determine the association constants for complexation of 2-4 by 1. Lower-affinity host 14 lacked the structural requirements to form edge-face contacts with guests 2-4 and served as the competitive host. For each guest, evaluation

  宿主1以高亲和力结合双环芳族客体，例如6-硝基-2-萘酚2、5-羟色胺模拟物3和二苯乙烯衍生物4。进行竞争研究以确定2-4与1的络合的缔合常数。低亲和力宿主14缺乏与客体2-4形成边缘-面接触的结构要求，并且充当竞争宿主。对于每个客体，通过低温NMR实验评估主体-客体相互作用的几何结构，发现蒽桥1的表面与客体边缘之间存在两个边-面相互作用。本文报道的结果表明，观察到的边-面相互作用稳定了主体1形成的复合物。描述了主体1的合成和该主体2-4的复合。
• Effect of Cavity Size on Supramolecular Stability
  作者：B. J. Whitlock、H. W. Whitlock

  DOI：10.1021/ja00085a009

  日期：1994.3

  We describe the synthesis of a boxlike cyclophane 1, its complexation with p-nitrophenol, the temperature dependence of the H-1 NMR spectra of the 1:p-nitrophenol complex, and the effect of solvent on complexation. Cyclophane 1 was designed to test our previous observations on the effect of cavity size and pi-hydrogen bonds in stabilizing host-guest complexes in nonpolar solvents. It exhibits an association constant with p-nitrophenol in excess of 400 000 M-1 in CDCl3. The high stability of the complex is paralleled by slow exchange between free and complexed cyclophane. The axial spinning of the xylene units of the host is slow in the complex but fast in the free host. It is shown that the rate-determining step for xylene spinning is dissociation of the complex. The two guest protons ortho to the nitro group in the phenol are distinct in the complex; their interconversion requires its dissociation. Both K(assoc) and k(exch) are dependent on the solvent. Solvents that are ''big'' (chloroform and tetrachloroethane) exhibit large K(assoc) values and slow exchange, while small'' solvents (dichloromethane and 1,2-dichloroethane) exhibit both smaller K(assoc) values and faster exchange. These solvent effects are interpreted in terms of a binding model involving displacement of one intracavity species by another.
• EP0710367A4
  申请人：——

  公开号：EP0710367A4

  公开（公告）日：1996-05-15
• PHOTOCHROMIC SUBSTITUTED NAPHTHOPYRAN COMPOUNDS
  申请人：PPG Industries Ohio, Inc.

  公开号：EP0710367B1

  公开（公告）日：2000-08-30