6-(苄氧基)萘-1-醇 | 32263-72-2

• 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-1-醇
• 英文名称: 6-(benzyloxy)naphthalen-1-ol
• 英文别名: 6-Benzyloxy-1-naphthol；6-(Phenylmethoxy)-1-naphthalenol；6-phenylmethoxynaphthalen-1-ol
• CAS: 32263-72-2
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: AATFZUNGBSOLHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(苄氧基)萘-1-醇 、 N-(2-氯乙基)吡咯烷盐酸盐 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 以79%的产率得到1-(2-(6-(benzyloxy)naphthalen-1-yloxy)ethyl)pyrrolidine
  参考文献：
  名称：

  Diaryldiamines with Dual Inhibition of the Histamine H₃ Receptor and the Norepinephrine Transporter and the Efficacy of 4-(3-(Methylamino)-1-phenylpropyl)-6-(2-(pyrrolidin-1-yl)ethoxy)naphthalen-1-ol in Pain

  摘要：

  A series of compounds was designed as dual inhibitors of the H-3 receptor and the norepinephrine transporter. Compound 5 (rNET K-i = 14 nM; rH(3)R K-i = 37 nM) was found to be efficacious in a rat model of osteoarthritic pain.

  DOI：

  10.1021/jm100666w
• 作为产物：
  描述：

  1,6-二羟基萘 、 溴甲苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以14.6%的产率得到5-(benzyloxy)naphthalen-2-ol
  参考文献：
  名称：

  Diaryldiamines with Dual Inhibition of the Histamine H₃ Receptor and the Norepinephrine Transporter and the Efficacy of 4-(3-(Methylamino)-1-phenylpropyl)-6-(2-(pyrrolidin-1-yl)ethoxy)naphthalen-1-ol in Pain

  摘要：

  A series of compounds was designed as dual inhibitors of the H-3 receptor and the norepinephrine transporter. Compound 5 (rNET K-i = 14 nM; rH(3)R K-i = 37 nM) was found to be efficacious in a rat model of osteoarthritic pain.

  DOI：

  10.1021/jm100666w

文献信息

• Recognition of Bipyridinium-Based Derivatives by Hydroquinone- and/or Dioxynaphthalene-Based Macrocyclic Polyethers:  From Inclusion Complexes to the Self-Assembly of [2]Catenanes
  作者：Masumi Asakawa、Peter R. Ashton、Sue E. Boyd、Christopher L. Brown、Richard E. Gillard、Oldrich Kocian、Françisco M. Raymo、J. Fraser Stoddart、Malcolm S. Tolley、Andrew J. P. White、David J. Williams

  DOI：10.1021/jo961025c

  日期：1997.1.1

  extended to the self-assembly of [2]catenanes incorporating the bipyridinium-based cyclophane, cyclobis(paraquat-p-phenylene), and the macrocyclic polyethers incorporating dioxybenzene and -naphthalene units. The efficiencies of these self-assembly processes were found to depend upon the stereoelectronic features of the pi-electron-rich macrocycles-namely, the nature and the substitution pattern of the

  已经通过简单的两步程序以高收率合成了一系列掺入二氧苯（氢醌）和/或二氧萘单元的富π电子大环聚醚。由于一系列合作的非共价键相互作用，这些大环能够结合基于联吡啶的客体。这些分子识别事件可以扩展到[2]联苯胺的自组装，所述联苯胺结合了基于联吡啶的环烷，环双（百草枯-对亚苯基）和结合了二氧苯和-萘单元的大环聚醚。发现这些自组装过程的效率取决于富含π电子的大环的立体电子特征，即芳族单元的性质和取代方式。其中一些[2]邻苯二酚的X射线晶体学分析清楚地证明了互锁组件的相对几何形状。另外，对于那些在其大环聚醚组分中结合了两个不同芳族单元的不对称[2]邻苯二酚，在固态下仅观察到了预期的两种翻译异构体之一。特别地，在所有检查的结构中，1,4-二氧苯和1,5-二氧萘单元比并列的其他区域异构二氧萘单元优先位于四阳离子环烷组分的腔内。这些[2]儿茶酚在溶液中采用的几何形状的可变温度（1）H NMR光谱研究表明，与固
• Regioselective O-alkylations and acylations of polyphenolic substrates using a calix[4]pyrrole derivative
  作者：Grazia Cafeo、Franz H. Kohnke、Luca Valenti

  DOI：10.1016/j.tetlet.2009.04.128

  日期：2009.7

  The 10α,20α-bis(4-nitrophenyl)-calix[4]pyrrole 2 can act as a topologically selective protecting group in the O-alkylation and acylation of polyphenolic polycyclic aromatic compounds thanks to the regioselective formation of phenolate-type complexes. Remarkably, the host–guest interaction with the anionic reagents is sufficiently strong and kinetically slow to produce a high degree of selectivity.

  由于酚盐型配合物的区域选择性形成，10α，20α-双（4-硝基苯基）-杯[4]吡咯2可以作为多酚多环芳族化合物的O-烷基化和酰化中的拓扑选择性保护基。值得注意的是，主体与客体之间与阴离子试剂的相互作用足够强，并且动力学上很慢，从而产生很高的选择性。
• [EN] TETRALONE DERIVATIVES AS ANTIARRHYTHMIC AGENTS<br/>[FR] DERIVES DE TETRALONE UTILISES COMME AGENTS ANTIARYTHMIQUES
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：WO1998036749A1

  公开（公告）日：1998-08-27

  (EN) Tetralone derivatives of formula (I) where R1 is halo, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, (aryl)alkenyl, (aryl)alkynyl, alkoxy, O-alkenyl, O-aryl, O-alkyl(heterocyclo), COO-alkyl, alkanoyl, CO-amino, CO-substituted amino, alkyl-CO-amino, alkyl-CO-substituted amino, NHCO-alkyl, NHCO-aryl, NHCO-alkyl(heterocyclo), N(alkyl)CO-alkyl, N(alkyl)CO-aryl, N(alkyl)CO-heterocyclo, N(alkyl)CO-alkyl(heterocyclo); R2 is hydrogen, alkyl, halo, aryl, alkoxy, amino, substituted amino; R3 is oxo, hydroxy, alkoxy, O-COalkyl, -O-COaryl, -O-COheterocyclo, NOH, NO-alkyl, N-amino, N-substituted amino, N-NHCONHalkyl, N-NHSO2alkyl, N-NHSO2aryl, amino, substituted amino, NHCO-alkyl, NHCO-aryl, NHCO-heterocyclo, spiroheterocyclo; R4 is hydrogen, alkyl, alkyl(COalkyl), alkyl(COOalkyl); or R3 and R4 taken together with the atoms to which they are attached form a five- to seven-membered ring which can contain up to three heteroatoms selected from oxygen, nitrogen and sulfur; R5 is hydrogen, alkyl, alkenyl, alkyl(heterocyclo), alkyl-NHCO(alkyl), alkyl-NHCO(aryl), alkyl-NHCO(heterocyclo), alkyl-NHCO(alkylheterocyclo); and n is an integer of 0 to 2. These compounds have been found to be useful in the treatment of arrhythmia.(FR) L'invention concerne des dérivés de la formule (I), dans laquelle: R1 représente halo, alkyle, alcényle, alkynyle, cycloalkyle, aryle, (aryl)alcényle, (aryl)alkynyle, alcoxy, O-alcényle, O-aryle, O-alkyle(hétérocyclo), COO-alkyle, alcanoyle, CO-amino, CO-amino substitué, alkyl-CO-amino, alkyl-CO-amino substitué, NHCO-alkyle, NHCO-aryle, NHCO-alkyl(hétérocyclo), N(alkyl)CO-alkyle, N(alkyl)CO-aryle, N(alkyl)CO-hétérocyclo, N(alkyl)CO-alkyl(hétérocyclo); R2 représente hydrogène, alkyle, halo, aryle, alcoxy, amino, amino substitué; R3 représente oxo, hydroxy, alcoxy, O-COalkyle, -O-COaryle, -O-COhétérocyclo, NOH, NO-alkyle, N-amino, N-amino substitué, N-NHCONHalkyle, N-NHSO2alkyle, N-NHSO2aryle, amino, amino substitué, NHCO-alkyle, NHCO-aryle, NHCO-hétérocyclo, spirohétérocyclo; R4 représente hydrogène, alkyle, alkyl(COalkyle), alkyl(COOalkyle); ou bien R3 et R4 pris ensemble forment avec les atomes auxquels ils sont fixés un cycle comportant cinq à sept éléments et pouvant contenir jusqu'à trois hétéroatomes choisis parmi oxygène, azote et soufre; R5 représente hydrogène, alkyle, alcényle, alkyl(hétérocyclo), alkyl-NHCO(alkyle), alkyl-NHCO(aryle), alkyl-NHCO(hétérocyclo), alkyl-NHCO(alkylhétérocyclo); et n est un nombre entier pouvant aller de 0 à 2. Lesdits composés se sont montrés utiles dans le traitement de l'arythmie.