1-tetradecanoxy-4-methylbenzene | 62443-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-tetradecanoxy-4-methylbenzene
• 英文别名: 1-Methyl-4-tetradecoxybenzene
• CAS: 62443-03-2
• 化学式: C₂₁H₃₆O
• 分子量: 304.516
• InChiKey: LIOPVUAMEXGVNQ-UHFFFAOYSA-N

物化性质

• 熔点：
  31-33 °C(Solv: acetone (67-64-1))
• 沸点：
  398.4±11.0 °C(Predicted)
• 密度：
  0.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-tetradecanoxy-4-methylbenzene 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 以15%的产率得到1-(bromomethyl)-4-(tetradecyloxy)benzene
  参考文献：
  名称：

  Bicephalic amphiphile architecture affects antibacterial activity

  摘要：

  A series of cationic amphiphiles, each with an aromatic core, was prepared and investigated for antimicrobial properties. The synthesized amphiphiles in this study are bicephalic (double-headed) in that they each possess two trimethylammonium head groups and a single linear alkoxy tail. Minimum inhibitory and minimum bactericidal concentrations of these amphiphiles were in the low micromolar range. Antimicrobial activities are highly sensitive to the chain length of the hydrophobic region, and modestly reliant on the relative positioning of the head groups on the aromatic core. These trends were more pronounced in time kill assays, wherein longer chain compounds required significantly shorter times to completely kill bacteria. Microscopy suggested that the mode of cell death was lysis. Strong inhibition was observed with both biscationic compounds and monocationic comparisons against Gram-positive bacteria: only biscationic amphiphiles maintained good activity versus the Gram-negative bacteria tested. These observations provide direction for future antimicrobial structural investigations. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.026
• 作为产物：
  描述：

  对甲酚 、 溴代十四烷 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-tetradecanoxy-4-methylbenzene
  参考文献：
  名称：

  5-（四贸易基氧基）-2-呋喃羧酸和相关的降血脂脂肪酸样烷氧基芳基羧酸。

  摘要：

  发现5-（四氢癸氧基）-2-呋喃羧酸（91，RMI 14514）可以降低血脂并抑制脂肪酸合成，对肝脏重量和肝脏脂肪含量的影响最小。这种类似脂肪酸的化合物代表了一类新的降血脂药。对大鼠和猴子有效。该化合物的产生是由于发现了某些β-酮酸酯的降血脂活性，假定和确认了相应的苯甲酸作为活性代谢物以及系统地研究了结构-活性关系。

  DOI：

  10.1021/jm00216a009

文献信息

• [EN] A PROCESS FOR THE PREPARATION OF TRIAZINE INTERMEDIATES AND A PROCESS FOR THE PREPARATION OF UV ABSORBERS THEREOF<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRES DE TRIAZINE ET PROCÉDÉ DE PRÉPARATION D'ABSORBEURS UV ASSOCIÉS
  申请人：BASF SE

  公开号：WO2020144093A1

  公开（公告）日：2020-07-16

  The presently claimed invention relates to a novel, highly efficient and general process for the preparation of the triazine intermediates and their use in the preparation of UV absorbers.

  目前所声称的发明涉及一种新颖、高效和通用的三嗪中间体制备过程及其在制备紫外线吸收剂中的应用。
• TETRAHYDROBENZOTHIAZOLE ANALOGUES AS NEUROPROTECTIVE AGENTS
  申请人：Greig Nigel H

  公开号：US20080319032A1

  公开（公告）日：2008-12-25

  This invention relates generally to tetrahydrobenzothiazole analogues and tetrahydrobenzooxyzole analogues, to pharmaceutical compositions which include these compounds and a pharmaceutically acceptable carrier, and to methods of treatment using these compounds. The invention also encompasses pharmaceutically acceptable esters, amides, and salts of such compounds. The invention further provides a method of reducing or delaying apoptosis in a population of cells, comprising contacting the population of cells with a tetrahydrobenzothiazole analogue or a tetrahydrobenzooxyzole analogue, thereby reducing or delaying apoptosis in the population of cells.

  本发明涉及四氢苯并噻唑类似物和四氢苯并噁唑类似物，以及包括这些化合物和药用可接受载体的制药组合物和使用这些化合物的治疗方法。本发明还包括这些化合物的药用可接受酯、酰胺和盐。本发明还提供一种减少或延迟细胞群体凋亡的方法，包括将细胞群体与四氢苯并噻唑类似物或四氢苯并噁唑类似物接触，从而减少或延迟细胞群体的凋亡。
• A PROCESS FOR THE PREPARATION OF TRIAZINE INTERMEDIATES AND A PROCESS FOR THE PREPARATION OF UV ABSORBERS THEREOF
  申请人：BASF SE

  公开号：EP3908633A1

  公开（公告）日：2021-11-17
• 5-(Tetradecyloxy)-2-furancarboxylic acid and related hypolipidemic fatty acid-like alkyloxyarylcarboxylic acids
  作者：Roger A. Parker、Takashi Kariya、J. Martin Grisar、Vladimir Petrow

  DOI：10.1021/jm00216a009

  日期：1977.6

  5-(Tetradecyloxy)-2-furancarboxylic acid (91, RMI 14514) was found to lower blood lipids and to inhibit fatty acid synthesis with minimal effects on liver weight and liver fat content. This fatty acid-like compound represents a new class of hypolipidemic agent; it is effective in rats and monkeys. The compound resulted from discovery of hypolipidemic activity in certain beta-keto esters, postulation

  发现5-（四氢癸氧基）-2-呋喃羧酸（91，RMI 14514）可以降低血脂并抑制脂肪酸合成，对肝脏重量和肝脏脂肪含量的影响最小。这种类似脂肪酸的化合物代表了一类新的降血脂药。对大鼠和猴子有效。该化合物的产生是由于发现了某些β-酮酸酯的降血脂活性，假定和确认了相应的苯甲酸作为活性代谢物以及系统地研究了结构-活性关系。
• Bicephalic amphiphile architecture affects antibacterial activity
  作者：Jade E. LaDow、David C. Warnock、Kristina M. Hamill、Kaitlin L. Simmons、Robert W. Davis、Christian R. Schwantes、Devon C. Flaherty、Jon A.L. Willcox、Kelsey Wilson-Henjum、Kevin L. Caran、Kevin P.C. Minbiole、Kyle Seifert

  DOI：10.1016/j.ejmech.2011.06.026

  日期：2011.9

  A series of cationic amphiphiles, each with an aromatic core, was prepared and investigated for antimicrobial properties. The synthesized amphiphiles in this study are bicephalic (double-headed) in that they each possess two trimethylammonium head groups and a single linear alkoxy tail. Minimum inhibitory and minimum bactericidal concentrations of these amphiphiles were in the low micromolar range. Antimicrobial activities are highly sensitive to the chain length of the hydrophobic region, and modestly reliant on the relative positioning of the head groups on the aromatic core. These trends were more pronounced in time kill assays, wherein longer chain compounds required significantly shorter times to completely kill bacteria. Microscopy suggested that the mode of cell death was lysis. Strong inhibition was observed with both biscationic compounds and monocationic comparisons against Gram-positive bacteria: only biscationic amphiphiles maintained good activity versus the Gram-negative bacteria tested. These observations provide direction for future antimicrobial structural investigations. (C) 2011 Elsevier Masson SAS. All rights reserved.