4-十四烷氧基苯胺 | 39905-46-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-十四烷氧基苯胺
• 英文名称: 4-(tetradecyloxy)aniline
• 英文别名: 4-(tetradecyloxy)phenylamine；p-(n-Tetradecyloxy)phenylamine；4-tetradecoxyaniline
• CAS: 39905-46-9
• 化学式: C₂₀H₃₅NO
• 分子量: 305.504
• InChiKey: SGHYUZKXTRJREF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  4-十四烷氧基苯胺 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 、 lithium bromide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-[3-(bromomethyl)phenyl]-N'-[4-(tetradecyloxy)phenyl]urea
  参考文献：
  名称：

  Analogs of platelet activating factor. 7. Bis-aryl amide and bis-aryl urea receptor antagonists of PAF

  摘要：

  A series of bis-aryl amide (13-57 and 66-81) and bis-aryl urea (58 and 85) antagonists of platelet-activating factor (PAF) was prepared that contain, separating the two aromatic rings, linear amide linkages of the form -(CH2)nCONH- (n = 0-2), -OCH2CONH-, and -(CH2)nNHCO- (n = 0-1), branched amide linkages of the form -(CH2)nN(COR)- (n = 1-3, R = CH3 or n-C3H7), and -N(COCH3)CH2-, and urea linkages of the form -NHCONH- and -CH2N(CONHCH3)-. These compounds were examined for their ability to inhibit PAF-induced platelet aggregation of rabbit platelets. These in vitro data were compared to similar data obtained for a number of known PAF antagonists. The compounds were evaluated in vivo, in the mouse, for their ability to prevent death induced by a lethal challenge of PAF. The relationships between the biological activity and the nature, lipophilicity, and position of substituents of the aromatic rings were studied. Best activity was observed for compounds having linkages of the type -CH2CONH-, -CH2N(COR)-, and -CH2NHCO-. Many of these compounds inhibit PAF-induced platelet aggregation with IC50's under 1 muM.

  DOI：

  10.1021/jm00104a002
• 作为产物：
  描述：

  溴代十四烷 在 palladium on activated charcoal 、 potassium carbonate 、 potassium iodide 、 肼 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 48.0h， 生成 4-十四烷氧基苯胺
  参考文献：
  名称：

  含水杨基亚胺和β-烯酮核心系统的席夫碱的发光介晶二氟化硼配合物

  摘要：

  报道了三个新的水杨亚胺2a和β-烯胺酮2b -c衍生的氟化硼络合物1a-c，并研究了它们的介晶和光学性质。解析了一个非晶体BF 2络合物1c（n = 10）的单晶和分子结构，中心硼原子的几何形状为四面体。在晶格中观察到的两个苯环之间较大的二面角为81.3°，这归因于缺乏液晶性。硼配合物1a形成单向SmA相，而硼配合物1b表现出对映体SmC中间相。硼配合物的光学特性依赖于它们的分子结构，并且它们发出的蓝色-至-在λ绿色发射最大 = 476 -在该溶液中，488 541nm处- 550纳米的固体状态。这是第一组介晶BF 2配合物，其席夫碱分别衍生自水杨基亚胺和β-烯酮。

  DOI：

  10.1016/j.molliq.2018.03.047

文献信息

• Novel Synthetic Monothiourea Aspirin Derivatives Bearing Alkylated Amines as Potential Antimicrobial Agents
  作者：Norsyafikah Asyilla Nordin、Tchan Wei Chai、Bee Ling Tan、Ching Liang Choi、Ainaa Nadiah Abd Halim、Hasnain Hussain、Zainab Ngaini

  DOI：10.1155/2017/2378186

  日期：——

  A new series of aspirin bearing alkylated amines moieties 1–12 were synthesised by reacting isothiocyanate with a series of aniline derivatives in overall yield of 16–56%. The proposed structures of all the synthesised compounds were confirmed using elemental analysis, FTIR, and 1H and 13C NMR spectroscopy. All compounds were evaluated for antibacterial activities against E. coli and S. aureus via

  通过异硫氰酸酯与一系列苯胺衍生物反应合成了一系列带有烷基化胺部分 1-12 的新阿司匹林，总产率为 16-56%。使用元素分析、FTIR 以及 1H 和 13C NMR 光谱证实了所有合成化合物的拟议结构。通过比浊动力学和柯比鲍尔圆盘扩散法评估所有化合物对大肠杆菌和金黄色葡萄球菌的抗菌活性。与邻位和对位取代基相比，带有间位 CH3 取代基的化合物 5 对受试细菌显示出最高的相对抑菌圈直径。此外，带有较短链的阿司匹林衍生物比较长的烷基链表现出更好的细菌抑制作用。
• Pyridinium compounds which are useful as antagonists of platelet
  申请人：American Cyanamid Company

  公开号：US05208247A1

  公开（公告）日：1993-05-04

  The invention is aryl, amide, imide and carbamate pyridine antagonists of platelet activating factor.

  这项发明是有机芳基、酰胺、亚胺和碳酸酯吡啶拮抗剂，用于抑制血小板活化因子。
• LPA receptor agonists and antagonists and methods of use
  申请人：——

  公开号：US20030130237A1

  公开（公告）日：2003-07-10

  The present invention relates to compounds according to formula (I) as disclosed herein as well as pharmaceutical compositions which include those compounds. Also disclosed are methods of using such compounds, which have activity as agonists or as antagonists of LPA receptors; such methods including inhibiting LPA activity on an LPA receptor, modulating LPA receptor activity, treating cancer, enhancing cell proliferation, treating a wound, treating apoptosis or preserving or restoring function in a cell, tissue, or organ, culturing cells, preserving organ or tissue function, and treating a dermatological condition.

  本发明涉及根据所述的化合物的化学式(I)，以及包括这些化合物的药物组合物。还公开了使用这些化合物的方法，这些方法具有作为LPA受体的激动剂或拮抗剂的活性；这些方法包括抑制LPA对LPA受体的活性，调节LPA受体的活性，治疗癌症，增强细胞增殖，治疗伤口，治疗凋亡或保护或恢复细胞、组织或器官的功能，培养细胞，保护器官或组织功能，以及治疗皮肤病症。
• Polarization effect in luminescent mesogenic BF2 complexes derived from heterocyclic benzothiazoles
  作者：Yuan−Chun Hsu、Chun−Yang Wang、Pei−Chi Hsiao、Yi-Hong Cai、Gene−Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.molliq.2019.111660

  日期：2020.1

  Two series of benzo(thia)xazoles 1–2 and one series of boron difluoride complexes 2-BF2 derived from benzothiazoles 2 were reported, and their mesomorphic and optical properties were investigated. The crystal and molecular structures of compound 2 and 2-BF2 (all n = 8) were determined by means of X-ray structural analysis, and both crystallize in the triclinic P-1 and monoclinic P21/c. The geometry

  两个系列苯并（硫杂）的xazoles 1-2和一个串联二氟化硼络合物的2-BF 2从苯并噻唑衍生的2报道，他们的介晶和光学性能进行了研究。 通过X射线结构分析确定化合物2和2-BF 2（全部n＝ 8）的晶体和分子结构，并且都在三斜晶系P-1和单斜晶系P 2 1 / c中结晶。硼中心的几何形状完全是四面体，整体分子形状被认为是棒状。苯并（thia）xazoles 1和2表现出N或/和SmC相，硼配合物2-BF 2形成N或/和SmC相。苯并噻唑2的中间相温度范围比苯并恶唑1宽得多，这归因于掺入的硫原子具有更好的极化作用。硼配合物2-BF 2（n  = 10，12） 在CH 2 Cl 2中在λmax = 569–571 nm处发射出黄绿色发射光。这是第一个衍生自苯并噻唑的介晶BF 2配合物。
• Thermotropic Liquid-Crystalline and Light-Emitting Properties of Bis(4-aalkoxyphenyl) Viologen Bis(triflimide) Salts
  作者：Pradip K. Bhowmik、Muhammed Kareem M. Al-Karawi、Shane T. Killarney、Erenz J. Dizon、Anthony Chang、Jongin Kim、Si L. Chen、Ronald Carlo G. Principe、Andy Ho、Haesook Han、Hari D. Mandal、Raymond G. Cortez、Bryan Gutierrez、Klarissa Mendez、Lewis Sharpnack、Deña M. Agra-Kooijman、Michael R. Fisch、Satyendra Kumar

  DOI：10.3390/molecules25102435

  日期：——

  metathesis reaction of respective bis(4-alkoxyphenyl) viologen dichloride salts, which were in turn prepared from the reaction of Zincke salt with the corresponding 4-n-alkoxyanilines, with lithium triflimide in methanol. Their chemical structures were characterized by 1H and 13C nuclear magnetic resonance spectra and elemental analysis. Their thermotropic liquid-crystalline (LC) properties were examined

  由Zincke盐反应制得的各双(4-烷氧基苯基)紫精二氯化物盐的复分解反应合成了一系列具有不同烷氧基链的双(4-烷氧基苯基)紫精双(三氟甲酰亚胺)盐与相应的 4-n-烷氧基苯胺，与三氟亚胺锂的甲醇溶液。它们的化学结构通过 1H 和 13C 核磁共振光谱和元素分析来表征。通过差示扫描量热法、偏振光学显微镜和变温 X 射线衍射检查了它们的热致液晶 (LC) 特性。具有短长度烷氧基链的盐具有晶体到液体的转变。中等长度烷氧基链的盐表现出晶体到近晶 A (SmA) 转变 Tms 和 SmA 到各向同性转变 Tis。具有较长烷氧基链的那些具有相对较低的 Tms，它们形成在高温下持续分解的 SmA 相。正如预期的那样，它们都在 330-370°C 的温度范围内具有出色的热稳定性。它们在甲醇中的发光特性也包括在内。