6-(benzyloxy)-2-naphthoic acid | 114804-77-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(benzyloxy)-2-naphthoic acid
• 英文别名: 1,2,3,4-tetrahydro-6-benzyloxy-2-naphthoic acid；2-Naphthalenecarboxylic acid, 6-(phenylmethoxy)-；6-phenylmethoxynaphthalene-2-carboxylic acid
• CAS: 114804-77-2
• 化学式: C₁₈H₁₄O₃
• 分子量: 278.307
• InChiKey: ZAMRNNPFCAMROT-UHFFFAOYSA-N

物化性质

• 熔点：
  253-254.4 °C(Solv: ethanol (64-17-5))
• 沸点：
  473.2±25.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(benzyloxy)-2-naphthoic acid 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 6-羟基-2-萘甲酯
  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
• 作为产物：
  描述：

  6-(benzyloxy)-2-naphthonitrile 在 sodium hydroxide 作用下， 以 乙二醇甲醚 为溶剂， 反应 8.0h， 以67%的产率得到6-(benzyloxy)-2-naphthoic acid
  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
• 作为试剂：
  描述：

  benzyl 6-(benzyloxy)-2-naphthoate 、 氢氧化钾 在 盐酸 、 水 、 6-(benzyloxy)-2-naphthoic acid 作用下， 以 water ethanol 为溶剂， 反应 2.0h， 生成 6-(benzyloxy)-2-naphthoic acid
  参考文献：
  名称：

  Bookshelf liquid crystal materials and devices

  摘要：

  提供了表现为书架结构的液晶材料。当这些书架材料被加入到双稳态主体材料中时，混合物表现出更高的开关角和比没有书架材料的双稳态主体具有更高的A到C相转变。这些书架材料和双稳态组合物在液晶显示器等方面非常有用。

  公开号：

  US06703082B1

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。
• Liquid crystal compounds and compositions
  申请人：SANYO CHEMICAL INDUSTRIES LTD.

  公开号：EP0518636A1

  公开（公告）日：1992-12-16

  Liquid crystal naphthalene compounds, represented by the following formula (1) are disclosed.         R-Z-A-#-NAP-Z′-R′   (1) In the formula (1), R is an alkyl group containing 1 to 18 carbon atoms; R′ is an alkyl group containing 1 to 21 carbon atoms; NAP represents 2,6-naphthylene group;# represents C≡C; A, Z and Z′ are as follows: 1) A is Pyr> and (a) Z is - and Z′ is O or COO or (b) Z is OCO and Z′ is - or O; 2) A is FPhF and (a) Z is - or O and Z′ is -, O or COO or (b) Z is OCO and Z′ is - or O; 3) A is FPh and (a) Z is - and Z′ is O or COO, (b) Z is O and Z′ is -, O or COO or (c) Z is OCO and Z′ is - or O; 4) A is

  揭示了液晶萘化合物，其表示为以下公式（1）：R-Z-A-#-NAP-Z′-R′   （1） 在公式（1）中，R是含有1至18个碳原子的烷基基团；R′是含有1至21个碳原子的烷基基团；NAP代表2,6-萘基团；#代表C≡C；A，Z和Z′如下： 1）A是Pyr>，并且（a）Z是-，Z′是O或COO，或者（b）Z是OCO，Z′是-或O； 2）A是FPhF，并且（a）Z是-或O，Z′是-，O或COO，或者（b）Z是OCO，Z′是-或O； 3）A是FPh，并且（a）Z是-，Z′是O或COO，或者（b）Z是O，Z′是-，O或COO，或者（c）Z是OCO，Z′是-或O； 4）A是
• METHOD FOR PRODUCING ESTER GROUP-CONTAINING COMPOUND
  申请人：DIC CORPORATION

  公开号：US20190062256A1

  公开（公告）日：2019-02-28

  The present invention provides a novel method for producing an ester group-containing compound and a derivative produced using the compound as a synthetic intermediate. The invention also provides a polymerizable composition containing the compound obtained by the production method and a film-shaped polymer obtained by polymerizing the polymerizable composition. The present invention is a method for producing an ester group-containing compound, the method including a mixing step of mixing a condensing agent, a Bronsted acid, a carboxylic acid, and a phenol or an alcohol to prepare a reaction mixture. The Bronsted acid selected is other than the condensing agent, the carboxylic acid, and the phenol.

  本发明提供了一种生产含酯基化合物的新方法，以及使用该化合物作为合成中间体生产的衍生物。该发明还提供了一种聚合物可组合成分，其中包含通过生产方法获得的化合物，以及通过聚合聚合物可组合成分而获得的膜状聚合物。本发明是一种生产含酯基化合物的方法，该方法包括混合步骤，混合缩合剂、布朗斯特酸、羧酸和酚或醇以制备反应混合物。所选的布朗斯特酸不同于缩合剂、羧酸和酚。
• [EN] 2-NAPHTAMIDE DERIVATIVES<br/>[FR] DERIVES DE 2-NAPHTAMIDE
  申请人：BAYER AG

  公开号：WO2003106402A1

  公开（公告）日：2003-12-24

  The present invention relates to 2-naphthamides, which are useful as an active ingredient of pharmaceutical preparations. The 2-naphthamides of the present invention have IP receptor antagonistic activity, and can be used for the prophylaxis and treatment of diseases associated with IP receptor activity. Such diseases include urological diseases or disorder as follows: bladder outlet obstruction, overactive bladder, urinary incontinence, detrusor hyper-reflexia, detrusor instability, reduced bladder capacity, frequency of micturition, urge incontinence, stress incontinence, bladder hyperreactivity, benign prostatic hypertrophy (BPH), prostatitis, urinary frequency, nocturia, urinary urgency, pelvic hypersensitivity, urethritis, pelvic pain syndrome, prostatodynia, cystitis, or idiophatic bladder hypersensitivity. The compounds of the present invention are also useful for treatment of pain including, but not limited to inflammatory pain, neuropathic pain, acute pain, chronic pain, dental pain, premenstrual pain, visceral pain, headaches, and the like; hypotension; hemophilia and hemorrhage; and inflammation, since the disease is also alleviated by treatment with an IP receptor antagonist.

  本发明涉及2-萘酰胺，其作为药物制剂的有效成分。本发明的2-萘酰胺具有IP受体拮抗活性，可用于预防和治疗与IP受体活性相关的疾病。这些疾病包括泌尿系统疾病或障碍，如：膀胱出口梗阻、膀胱过度活跃、尿失禁、膀胱逼尿肌超反射、膀胱逼尿肌不稳定、膀胱容量降低、排尿频率增加、急迫性尿失禁、压力性尿失禁、膀胱高反应性、良性前列腺肥大（BPH）、前列腺炎、尿频、夜尿频、尿急、盆腔过敏、尿道炎、盆腔疼痛综合征、前列腺疼痛综合征、膀胱炎或特发性膀胱过敏。本发明的化合物还可用于治疗疼痛，包括但不限于炎症性疼痛、神经病性疼痛、急性疼痛、慢性疼痛、牙痛、经前疼痛、内脏疼痛、头痛等；低血压；血友病和出血；以及炎症，因为通过IP受体拮抗剂治疗也能缓解该疾病。
• 2,2'-Binaphthalene Ester Chiral Dopants for Cholesteric Liquid Crystal Displays
  申请人：Diehl Donald R.

  公开号：US20140054498A1

  公开（公告）日：2014-02-27

  A liquid crystal composition comprising a chiral dopant compound represented by the following structure (Structure 1): wherein: R1 and R2 are independently hydrogen, —(C═O)R9, —(C═O)R10, alkyl, aryl, alkaryl, alkenyl, cycloalkyl, alkoxyaryl, or heterocyclic all either substituted or unsubstituted, or combine to form a carbocyclic or heterocyclic ring; and R3-R9 are as described in the disclosure. Also featured are liquid crystal compositions comprising a chiral dopant compound represented by any of Structure 2-4 as described in the disclosure.

  一种液晶组合物，包括由以下结构（结构1）表示的手性掺杂剂化合物：其中：R1和R2独立地是氢，—(C═O)R9，—(C═O)R10，烷基，芳基，烷芳基，烯基，环烷基，烷氧基芳基，或杂环烷基，均为取代或未取代，或结合形成碳环或杂环；R3-R9如披露中所述。还包括由披露中描述的结构2-4中的任何一个表示的手性掺杂剂化合物的液晶组合物。