3-(octyloxy)benzoic acid | 79785-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(octyloxy)benzoic acid
• 英文别名: 3-n-octoxybenzoic acid；3-octyloxy-benzoic acid；3-Octyloxy-benzoesaeure；Benzoic acid, 3-(octyloxy)-；3-octoxybenzoic acid
• CAS: 79785-45-8
• 化学式: C₁₅H₂₂O₃
• mdl: MFCD11542702
• 分子量: 250.338
• InChiKey: HWFCEJRFZZMNLX-UHFFFAOYSA-N

物化性质

• 熔点：
  75-76 °C
• 沸点：
  385.6±15.0 °C(Predicted)
• 密度：
  1.036±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.533
• 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：

  3-(octyloxy)benzoic acid 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 2-氯-1-甲基吡啶碘化物 、 二乙胺 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 15.5h， 生成 N-[6-(3-hydroxy-3-methyl-1-butynyl)-2-pyridyl]-3-n-octoxybenzamide
  参考文献：
  名称：

  Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage

  摘要：

  New polypyridine-macrocyclic receptors for glucopyranosides were designed and synthesized. The artificial receptors possess a terpyridine skeleton asa hydrogen-bonding site and a flexible polyoxyethylene chain as a bridge for the macrocyclic structure, in which the cavity of the receptors is large enough to incorporate pyranosides, The receptors showed high affinities for n-octyl beta-(D)-glucopyranoside, and selective binding of the receptors was observed between epimeric pyranosides. The results obtained in this paper demonstrated versatility of the terpyridine skeleton as a hydrogen-bonding site for saccharides.

  DOI：

  10.1021/jo9911138
• 作为产物：
  描述：

  3-羟基苯甲酸正丁酯 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 22.0h， 生成 3-(octyloxy)benzoic acid
  参考文献：
  名称：

  Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage

  摘要：

  New polypyridine-macrocyclic receptors for glucopyranosides were designed and synthesized. The artificial receptors possess a terpyridine skeleton asa hydrogen-bonding site and a flexible polyoxyethylene chain as a bridge for the macrocyclic structure, in which the cavity of the receptors is large enough to incorporate pyranosides, The receptors showed high affinities for n-octyl beta-(D)-glucopyranoside, and selective binding of the receptors was observed between epimeric pyranosides. The results obtained in this paper demonstrated versatility of the terpyridine skeleton as a hydrogen-bonding site for saccharides.

  DOI：

  10.1021/jo9911138

文献信息

• Bacterial Cell Growth Inhibitors Targeting Undecaprenyl Diphosphate Synthase and Undecaprenyl Diphosphate Phosphatase
  作者：Yang Wang、Janish Desai、Yonghui Zhang、Satish R. Malwal、Christopher J. Shin、Xinxin Feng、Hong Sun、Guizhi Liu、Rey-Ting Guo、Eric Oldfield

  DOI：10.1002/cmdc.201600342

  日期：2016.10.19

  (average FICI∼1.45). The most active compounds were found to inhibit two enzymes involved in isoprenoid/bacterial cell‐wall biosynthesis: undecaprenyl diphosphate synthase (UPPS) and undecaprenyl diphosphate phosphatase (UPPP), but not farnesyl diphosphate synthase, and there were good correlations between bacterial cell growth inhibition, UPPS inhibition, and UPPP inhibition.

  我们合成了一系列苯甲酸和苯基膦酸，并研究了它们对金黄色葡萄球菌和枯草芽孢杆菌生长的影响。最活跃的化合物之一，5-氟-2-(3-(辛氧基)苯甲酰胺基)苯甲酸 ( 7， ED 50 ∼0.15 μg mL -1 ) 与已知针对细菌细胞壁生物合成的七种抗生素具有协同作用（a分数抑制浓度指数（FICI）平均为~0.35），但与六种非细胞壁生物合成抑制剂联合使用时效果无差异（平均FICI~1.45）。研究发现，最具活性的化合物可抑制类异戊二烯/细菌细胞壁生物合成中涉及的两种酶：十一异戊二烯基二磷酸合酶（UPPS）和十一异戊二烯基二磷酸磷酸酶（UPPP），但不能抑制法呢基二磷酸合酶，并且细菌细胞生长抑制之间存在良好的相关性。 、UPPS 抑制和 UPPP 抑制。
• Alkylsubstituierte Hydrochinonderivate zur Verwendung in ferroelektrischen Flüssigkristallmischungen
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0603786A2

  公开（公告）日：1994-06-29

  Ferroelektrische Flüssigkristallmischung, enthaltend mindestens eine Verbindung der Formel I, in der die Symbole und Indizes folgende Bedeutung haben: R8 ist Alkyl oder Halogen und R1[-A1-M1]m-A2-M2 M3-A3[-M4-A4]n-R2 sind mesogene Reste. Die Verbindungen der Formel I induzieren schon in geringen Mengen nematische Phasen, lassen aber wichtige Eigenschaften der Sc* Phase, wie Viskosität und Schaltwinkel, nahezu unbeeinflußt.

  一种铁电液晶混合物，含有至少一种式 I 的化合物、 其中符号和指数具有如下含义： R8 是烷基或卤素，以及 R1[-A1-M1]m-A2-M2 M3-A3[-M4-A4]n-R2 是介原基。 式 I 的化合物即使在少量情况下也能诱导向列相，但 Sc* 相的重要特性（如粘度和切换角）几乎不受影响。
• Film for optical elements
  申请人：Nippon Mitsubishi Oil Corporation

  公开号：EP0982621A2

  公开（公告）日：2000-03-01

  A film for optical elements is formed by a liquid crystalline composition comprising the following components (a) and (b): (a) a liquid crystalline polymer which exhibits an optically positive uniaxial property; and (b) a polycyclic compound having a molecular weight of not more than 1,000 and wherein a plurality of alicyclic rings and/or aromatic rings are connected together through a linkage chain of 0 to 4 main-chain carbon atoms bonded to different ring carbon atoms, with hydrocarbon groups each having 1 to 20 carbon atoms being bonded respectively to both end rings through a linkage chain of 0 to 4 main-chain carbon atoms,    an orientation form formed in the state of liquid crystal of said liquid crystalline composition being fixed.

  用于光学元件的薄膜由液晶组合物形成，液晶组合物包括以下成分 (a) 和 (b)： (a) 具有光学正单轴性的液晶聚合物；和 (b) 多环化合物，其分子量不超过 1,000，其中多个脂环和/或芳香环通过 0 至 4 个主链碳原子的连接链连接在一起，这些主链碳原子与不同的环碳原子键合，而每个具有 1 至 20 个碳原子的烃基通过 0 至 4 个主链碳原子的连接链分别与两个端环键合、 所述液晶组合物在液晶状态下形成的取向形式是固定的。
• Discovery of N-hydroxy-3-alkoxybenzamides as direct acid sphingomyelinase inhibitors using a ligand-based pharmacophore model
  作者：Kan Yang、Keyi Nong、Qinlan Gu、Jibin Dong、Jinxin Wang

  DOI：10.1016/j.ejmech.2018.03.065

  日期：2018.5

  Acid sphingomyelinase (ASM) has been shown to be involved in many physiological processes, emerging to be a promising drug target. In this study, we constructed a ligand-based pharmacophore model of ASM inhibitors and applied this model to optimize the lead compound alpha-mangostin, a known inhibitor of ASM. 23 compounds were designed and evaluated in vitro for ASM inhibition, of these, 10 compounds were found to be more potent than alpha-mangostin. This high hit ratio confirmed that the presented model is very effective and practical. The most potent hit, 1c, was found to selectively and competitively inhibit the enzyme and inhibit the generation of ceramide in a dose-dependent manner. Furthermore, 1c showed favorable anti-apoptosis and anti-inflammatory activity. Interactions with key residues and the Zn2+ cofactor of 1c were found by docking simulation. These results provide promising leads and important guidance for further development of efficient ASM inhibitors and drug candidates. (C) 2018 Elsevier Masson SAS. All rights reserved.
• 114. The halogenation of phenolic ethers and anilides. Part XIV. m-Substituted phenyl ethers
  作者：Brynmor Jones

  DOI：10.1039/jr9430000430

  日期：——