6-苄氧基萘-2-羧酸甲酯 | 114804-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 6-苄氧基萘-2-羧酸甲酯
• 英文名称: methyl-6-benzyloxy-β-naphthoate
• 英文别名: 6-benzyloxynaphthalene-2-carboxylic acid methyl ester；methyl 6-benzyloxy-2-naphthoate；methyl 6-phenylmethoxynaphthalene-2-carboxylate
• CAS: 114804-76-1
• 化学式: C₁₉H₁₆O₃
• 分子量: 292.334
• InChiKey: JDLLBUYSOOMRRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-苄氧基萘-2-羧酸甲酯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以97%的产率得到[6-(苄氧基)萘-2-基]甲醇
  参考文献：
  名称：

  pH驱动的超分子纳米阀的构建。

  摘要：

  [结构：见正文]在基于介孔二氧化硅MCM-41以及仲二烷基铵离子与二苯并[24]冠-8（DB24C8）之间的相互识别的基础上，利用超分子化学的多功能性构建了纳米阀。将含萘的二烷基铵线束缚到MCM-41，然后用香豆素460装载并用DB24C8封盖。使用不同的碱证明了香豆素460从MCM-41的孔中的受控释放。香豆素460从纳米阀释放的速率取决于碱基的大小。

  DOI：

  10.1021/ol0612509
• 作为产物：
  描述：

  6-(benzyloxy)-2-naphthonitrile 在 4-二甲氨基吡啶 、 sodium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙二醇甲醚 为溶剂， 反应 13.0h， 生成 6-苄氧基萘-2-羧酸甲酯
  参考文献：
  名称：

  Multichromophoric Cyclodextrins. 4. Light Conversion by Antenna Effect

  摘要：

  A water soluble beta`-cyclodextrin (CD-NA) bearing seven naphthoyl chromophores forms ver stable 1:1 complexes with a merocyanine laser dye DCM-OH (4-dicyanomethylene)-2-methyl-6-(p-(bis(hydroxyethyl)amino)-styryyethyll)-4H-pyran): The antenna effect, i.e. energy transfer from the naphthoyl antenna chromophores to the encased dye,is shown to occur with 100% efficiency. The stability of the complexes is very high (K-s approximate to 10(5)) owing to the contribution of the naphthoate residues. The structural features of the complexes have been examined in detail: circular dichroism experiments confirm the expected axial orientation of DCM-OH in the cavity of CD-NA, and fluorescence anisotropy measurements together with C-13-NMR longitudinal relaxation time measurements show that the complex formed between CD-NA and DCM-OH is tight. The mechanisms of homotransfer (i.e., between naphthoate chromophores) and heterotransfer (i.e., from naphthoate chromophores to DCM-OH included in the cavity) are discussed in light of existing theories. In both cases, the major contribution arises more likely from Coulombic interaction than from short-range interactions. Such multichromophoric cyclodextrins are good model for mimicry of the antenna function in photosynthesis and show great promise as photochemical microreactors.

  DOI：

  10.1021/ja954332t

文献信息

• Structure–Activity Relationships for Vitamin D3-Based Aromatic A-Ring Analogues as Hedgehog Pathway Inhibitors
  作者：Albert M. DeBerardinis、Daniel J. Madden、Upasana Banerjee、Vibhavari Sail、Daniel S. Raccuia、Daniel De Carlo、Steven M. Lemieux、Adam Meares、M. Kyle Hadden

  DOI：10.1021/jm401812d

  日期：2014.5.8

  A structure–activity relationship study for a series of vitamin D3-based (VD3) analogues that incorporate aromatic A-ring mimics with varying functionality has provided key insight into scaffold features that result in potent, selective Hedgehog (Hh) pathway inhibition. Three analogue subclasses containing (1) a single substitution at the ortho or para position of the aromatic A-ring, (2) a heteroaryl

  对一系列基于维生素D3（VD3）类似物的结构-活性关系的研究结合了功能不同的芳香族A环模拟物，提供了对脚手架特征的关键见解，这些特征可导致有效的，选择性的刺猬（Hh）途径抑制。制备并评估了三个类似的亚类，这些亚类包含（1）在芳族A-环的邻位或对位单取代，（2）杂芳基或联芳基部分或（3）在芳族A-环上的多个取代基。在六元环上掺入单个或多个亲水部分的芳香族A环模拟物在依赖Hh的小鼠胚胎成纤维细胞和培养的癌细胞中均抑制Hh途径（IC 50值0.74–10μM）。进行了初步研究以探究最活跃的类似物VD3和5抑制Hh信号传导的细胞机制。这些研究表明，VD3的抗Hh活性主要归因于维生素D受体，而5则通过单独的机制影响Hh抑制作用。
• Optically active naphthalene compounds and liquid crystal materials and
  申请人：The Secretary of State for Defence in Her Britannic Majesty's Government

  公开号：US05061399A1

  公开（公告）日：1991-10-29

  Optically active naphthalene compounds having the formula: ##STR1## in which X and Y are selected from combinations (a), (b) and (c): (a) X is C.sub.1-10 alkyl or alkoxy and Y is C.sub.4-16 optically active alkyl, (b) X is C.sub.1-10 alkyl or alkoxy and Y is ##STR2## where R.sup.2 is C.sub.4-16 optically active alkyl, (c) X is ##STR3## where R.sup.1 is C.sub.1-10 alkyl or alkoxy and Y is C.sub.4-16 optically active alkyl. Ferroelectric smectic liquid crystal materials being compositions containing these compounds are also described.

  具有以下化学式的光学活性萘化合物：其中X和Y从组合(a)、(b)和(c)中选择：(a) X为C.sub.1-10烷基或烷氧基，Y为C.sub.4-16光学活性烷基，(b) X为C.sub.1-10烷基或烷氧基，Y为其中R.sup.2为C.sub.4-16光学活性烷基，(c) X为其中R.sup.1为C.sub.1-10烷基或烷氧基，Y为C.sub.4-16光学活性烷基。还描述了含有这些化合物的铁电液晶材料组合物。
• VITAMIN D RECEPTOR MODULATORS
  申请人：Gossett Lynn Stacy

  公开号：US20090234001A1

  公开（公告）日：2009-09-17

  The present invention relates to novel, non-secosteroidal, phenyl-naphthalene compounds of Formula (I): wherein R, R1, RP, Z P , L P1 , L P2 L NP , RP 3 , RN, and Z NP are defined herein, their preparation, pharmaceutical compositions, and methods of use.

  本发明涉及一种新型的非二十碳类的苯基萘化合物，其化学式为（I）：其中R、R1、RP、ZP、LP1、LP2LNP、RP3、RN和ZNP的定义如本文所述，以及它们的制备、药物组合物和使用方法。
• Novel compounds and their use in medicine,as antidiabetic and hypolipidemic agents, process for their preparation and pharmaceutical compositions containing them
  申请人：Debnath Bhunia

  公开号：US20070093476A1

  公开（公告）日：2007-04-26

  The present invention relates to novel compounds of formula (I) and their pharmaceutically acceptable salts, wherein ring “Ar 1 ” represents a monocyclic or polycyclic aromatic or partially saturated aromatic polycyclic, which may optionally contain up to 3 heteroatoms selected from N, S or O. The said monocyclic or polycyclic ring may be unsubstituted or have up to 4 substituents which may be identical or different; m and n independently represents an integer from 0 to 6; A represents O, S or bond; Y is selected from (CH 2 ) p′ (CH 2 ) p B(CH 2 ) q′ (CH 2 ) r B(CH 2 ) p D(CH 2 ) p′ where p, q and r each independently represents an integer from 0 to 6; B and D independently represents S, O, NR 4 or a bond, with a proviso that when B and D represents hereto atom p is not zero; R 4 represents hydrogen, alkyl, alkenyl, —S(O) 2 —R 8 or —C(O)R 8 where R 8 is alkyl, alkoxy; R 5 and R 6 independently represents hydrogen, alkyl, cycloalkyl or alkoxy; R 5 and R 6 together may form 3-8 membered cyclic ring which may optionally contains one or two hereto atoms selected from O, S or N; R 7 represents hydrogen, optionally substituted groups selected form alkyl, cycloalkyl, alkenyl or alkynyl. The present invention also relates to a process for preparation of compounds of formula (I), to pharmaceutical compositions containing compounds of formula (I) and their use in particular as antidiabetic, hypolipidemic, antiobesity and hypocholesterolemic agents.

  本发明涉及公式（I）的新化合物及其药学上可接受的盐，其中环“Ar1”表示单环或多环芳香或部分饱和芳香多环，可选含有最多3个选自N、S或O的杂原子。所述的单环或多环环可以未取代或具有最多4个相同或不同的取代基；m和n分别表示0到6的整数；A表示O、S或键；Y选自（CH2）p′（CH2）pB（CH2）q′（CH2）rB（CH2）pD（CH2）p′，其中p、q和r各自独立地表示0到6的整数；B和D分别表示S、O、NR4或键，条件是当B和D表示杂原子时，p不为零；R4表示氢、烷基、烯基、—S（O）2—R8或—C（O）R8，其中R8为烷基、烷氧基；R5和R6各自独立地表示氢、烷基、环烷基或烷氧基；R5和R6可以一起形成3-8成员环，该环可以选择性地包含选自O、S或N的一个或两个杂原子；R7表示氢、可选地从烷基、环烷基、烯基或炔基中选择的取代基。本发明还涉及公式（I）化合物的制备方法，含有公式（I）化合物的制药组合物以及其作为抗糖尿病、降脂、抗肥胖和降胆固醇药物的应用。
• Vitamin D receptor modulators
  申请人：Eli Lilly and Company

  公开号：US07943795B2

  公开（公告）日：2011-05-17

  The present invention relates to novel, non-secosteroidal, phenyl-naphthalene compounds of Formula (I): wherein R, R1, RP, ZP, LP1, LP2 LNP, RP3, RN, and ZNP are defined herein, their preparation, pharmaceutical compositions, and methods of use.

  本发明涉及一种新型的非皮质甾体苯基萘化合物，化学式如下（I）：其中R、R1、RP、ZP、LP1、LP2、LNP、RP3、RN和ZNP的定义如下，在其制备，制药组合物和使用方法方面。