6-(hydroxymethyl)-2-formylnaphthalene | 157383-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-(hydroxymethyl)-2-formylnaphthalene
• 英文别名: 6-(hydroxymethyl)-2-naphthaldehyde；6-(Hydroxymethyl)naphthalene-2-carbaldehyde
• CAS: 157383-08-9
• 化学式: C₁₂H₁₀O₂
• 分子量: 186.21
• InChiKey: YYMOIHXTSPHTRE-UHFFFAOYSA-N

物化性质

• 沸点：
  392.6±17.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(hydroxymethyl)-2-formylnaphthalene 在 正丁基锂 、 草酰氯 、 potassium tert-butylate 、 对甲苯磺酸 、 二甲基亚砜 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 8.83h， 生成 (E)-7-[6-(1,3-dioxan-2-yl)naphthalen-2-yl]-7-pyridin-3-ylhept-6-enoic acid
  参考文献：
  名称：

  A Novel Approach to Dual-Acting Thromboxane Receptor Antagonist/Synthase Inhibitors Based on the Link of 1,3-Dioxane-Thromboxane Receptor Antagonists and -Thromboxane Synthase Inhibitors

  摘要：

  A new class of dual-acting racemic thromboxane receptor antagonist/thromboxane synthase inhibitors is reported, based on the novel approach of linking the known thromboxane synthase inhibitors (TXSI) dazoxiben (2) or isbogrel(11) (separately) to thromboxane receptor antagonists (TXRA) from the 1,3-dioxane series, such as ICI 192605 (10). Dual activity was observed in vitro with inhibition of human microsomal thromboxane synthase in the range IC50 = 0.01-1.0 mu M and receptor antagonist activity by inhibition of U46619-induced human platelet aggregation in the range pA(2) = 5.5-7.0. The in vitro results also showed that very large groups could be tolerated at the selected substitution positions of the TXRA and TXSI components. Oral activity was observed in ex vivo tests in both rats and dogs at a dose of 10 mg/kg. Thus, (E)-7-[4-[[4-[(2SR,4SR,5RS)-5-[(Z)-5-carboxypent-2-enyl]-4-(2-hydroxyphenyl)-1,3-dioxan-2-yl]benzyl]oxy]phenyl]-7-(3-pyridyl)hept-6-enoic acid (110) was both an antagonist (pA(2) = 6.7) and a synthase inhibitor (IC50 = 0.02 mu M). On oral dosing (10 mg/kg) to rats and dogs, 110 showed significant TXRA activity [concentration ratio >64 (rat, 3 h) and >59 +/- 11.3 (dog, 2 h) vs ex vivo U46619-induced platelet aggregation]. Inhibition of thromboxane synthase at the respective time points in these experiments was 81 +/- 4.4% (rat) and 69 +/- 4.8% (dog).

  DOI：

  10.1021/jm00010a005
• 作为产物：
  描述：

  2,6-萘二羧酸二甲酯 在 lithium aluminium tetrahydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 6-(hydroxymethyl)-2-formylnaphthalene
  参考文献：
  名称：

  Fluorogenic, Two-Photon-Triggered Photoclick Chemistry in Live Mammalian Cells

  摘要：

  The tetrazole-based photoclick chemistry has provided a powerful tool to image proteins in live cells. To extend photoclick chemistry to living organisms with improved spatiotemporal control, here we report the design of naphthalene-based tetrazoles that can be efficiently activated by two-photon excitation with a 700 nm femtosecond pulsed laser. A water-soluble, cell-permeable naphthalene-based tetrazole was identified that reacts with acrylamide with the effective two-photon cross-section for the cycloaddition reaction determined to be 3.8 GM. Furthermore, the use of this naphthalene-tetrazole for real-time, spatially controlled imaging of microtubules in live mammalian cells via the fluorogenic, two-photon-triggered photoclick chemistry was demonstrated.

  DOI：

  10.1021/ja407867a

文献信息

• CHLORO-PYRAZINE CARBOXAMIDE DERIVATIVES WITH EPITHELIAL SODIUM CHANNEL BLOCKING ACTIVITY
  申请人：Parion Sciences, Inc.

  公开号：US20140171447A1

  公开（公告）日：2014-06-19

  This invention provides compounds of the formula I: and their pharmaceutically acceptable salts, useful as sodium channel blockers, compositions containing the same, therapeutic methods and uses for the same and processes for preparing the same.

  这项发明提供了式I的化合物及其药用盐，可用作钠通道阻滞剂，包含这些化合物的组合物，以及用于这些化合物的治疗方法和用途，以及制备这些化合物的方法。
• 重合性化合物及び光学異方体
  申请人：ＤＩＣ株式会社

  公开号：JP2016193869A

  公开（公告）日：2016-11-17

  【課題】 本発明が解決しようとする課題は、重合性組成物に添加した際に結晶の析出等が起こらず高い保存安定性を有するような重合性化合物を提供し、当該重合性化合物を含有する重合性組成物を重合して得られる重合物を作製した際に均一なホメオトロピック配向が形成される重合性組成物を提供することである。更に、当該重合性組成物を重合させることで得られるヘイズが少なく、ムラが少ない重合体及び当該重合体を用いた光学異方体を提供することである。【解決手段】 本願発明は一般式（Ｉ）【化１】で表される化合物を提供し、併せて当該化合物を含有する組成物、当該組成物を重合させることにより得られる重合体及び当該重合体を用いた光学異方体等を提供する。【選択図】 なし

  The problem that the present invention aims to solve is to provide a polymerizable compound that, when added to a polymerizable composition, does not cause crystallization or other issues, and has high storage stability. The goal is to provide a polymerizable composition with the polymerizable compound that, when polymerized to obtain a polymer, forms a uniform homeotropic alignment. Furthermore, the invention aims to provide a polymerizable composition that, when polymerized, results in a polymer with low haze and minimal unevenness, as well as optical anisotropic materials using the polymer. The present invention provides a compound represented by the general formula (I) [Chemical 1], a composition containing the compound, a polymer obtained by polymerizing the composition, and optical anisotropic materials using the polymer. [No drawings]
• Systematic derivatives of 1‐(dicyanomethylene)indan and their photophysical properties as potential viscosity sensors
  作者：Tae‐Ho Roh、Min‐Sung Ko、Pradeep P. Desale、Dong‐Gyu Cho

  DOI：10.1002/bkcs.12838

  日期：——

  This study focuses on derivatizing 1-(dicyanomethylene)indan as a viscosity sensor. The indan was extended with various functionalized naphthaldehydes under a push–pull design strategy. Among synthesized derivatives, salt-capped derivatives exhibited an excellent linearity between fluorescent intensity and viscosity (R2 = 0.99), and further investigation underscores the reversible nature of fluorescence

  本研究重点是将 1-(二氰基亚甲基)茚满衍生化作为粘度传感器。在推拉设计策略下，茚满用各种官能化萘醛进行延伸。在合成的衍生物中，盐封端衍生物在荧光强度和粘度之间表现出优异的线性关系（R 2  = 0.99），进一步的研究强调了在两个温度下荧光强度变化的可逆性是粘度传感器的一个重要特性。
• Hagiya, Kazutake; Mitsui, Sunao; Taguchi, Hiroaki, Synthesis, 2003, # 6, p. 823 - 828
  作者：Hagiya, Kazutake、Mitsui, Sunao、Taguchi, Hiroaki

  DOI：——

  日期：——
• US7666658B1
  申请人：——

  公开号：US7666658B1

  公开（公告）日：2010-02-23