(5-ethylpyridin-2-yl)methyl acetate | 21852-60-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (5-ethylpyridin-2-yl)methyl acetate
• 英文别名: acetic acid-(5-ethyl-[2]pyridylmethyl ester)；Essigsaeure-(5-aethyl-[2]pyridylmethylester)；2-acetoxymethyl-5-ethyl pyridine；2-(Acetoxy-methyl)-5-ethyl-pyridin；2-Acetoxymethyl-5-ethylpyridin
• CAS: 21852-60-8
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: RRIYNYAKRPUOBF-UHFFFAOYSA-N

物化性质

• 沸点：
  119-124 °C(Press: 5 Torr)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (5-ethylpyridin-2-yl)methyl acetate 在 manganese(IV) oxide 、 sodium hydroxide 作用下， 以 四氢呋喃 、 氯仿 、 水 为溶剂， 反应 125.0h， 生成 5-乙基吡啶-2-甲醛
  参考文献：
  名称：

  Synthesis and characterization of the anticancer and metal binding properties of novel pyrimidinylhydrazone derivatives

  摘要：

  Three novel pyrimidinylhydrazones substituted at either the aromatic moiety or at the imine carbon atom were synthesized and characterized by standard analytical methods. All compounds were found to be toxic in the micro- to submicromolar range against a diverse panel of cancer cell lines including multidrug resistant (MDR) derivatives expressing P-glycoprotein (Pgp). UV-visible spectrophotometry experiments demonstrated that the most active compound (3) forms highly stable complexes with iron(III) and copper(II) in a wide pH range with a stronger preference towards iron(III). The redox activity of the iron and copper complexes of ligand 3 was investigated using cyclic voltammetry and was tested with cellular reductants. The impact of reactive oxygen species (ROS) on the mechanism of toxicity was assessed using the ROS-sensitive cell permeable dye 2',7'-dichlorofluorescin diacetate (DCFDA). Our results demonstrate that the studied pyrimidinylhydrazones form redox-active iron and copper complexes that are capable of producing intracellular ROS, which might lead to cellular damage and cell death in cancer cells regardless of their resistance status. (C) 2014 Published by Elsevier Inc.

  DOI：

  10.1016/j.jinorgbio.2014.12.015
• 作为产物：
  描述：

  5-乙基-2-甲基-吡啶 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 49.5h， 生成 (5-ethylpyridin-2-yl)methyl acetate
  参考文献：
  名称：

  5-Lipoxygenase-Activating Protein (FLAP) Inhibitors. Part 4: Development of 3-[3-tert-Butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic Acid (AM803), a Potent, Oral, Once Daily FLAP Inhibitor

  摘要：

  The potent 5-lipoxygenase-activating protein (FLAP) inhibitor 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxypyridin-3-yl)benzyl]-5-(5-methylpyridin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionic acid 11cc is described (AM803, now GSK2190915). Building upon AM103 (1) (Hutchinson et al. J. Med Chem. 2009, 52, 5803-5815; Stock et al. Bioorg. Med. Chem. Lett. 2010, 20, 213-217; Stock et al. Bioorg. Med. Chem. Lett. 2010, 20, 4598-4601), SAR studies centering around the pyridine moiety led to the discovery of compounds that exhibit significantly increased potency in a human whole blood assay measuring LTB4 inhibition with longer drug preincubation times (15 min vs S h). Further studies identified 11cc with a potency of 2.9 nM in FLAP binding, an IC50 of 76 nM for inhibition of LTB4 in human blood (5 h incubation) and excellent preclinical toxicology and pharmacoldnetics in rat and dog. 11cc also demonstrated an extended pharmacodynamic effect in a rodent bronchoalveolar lavage (BAL) model. This compound has successfully completed phase 1 clinical studies in healthy volunteers and is currently undergoing phase 2 trials in asthmatic patients.

  DOI：

  10.1021/jm2008369

文献信息

• Substituted 2-acylpyridine-.alpha.-(N)-hetarlyhydrazones and medicaments
  申请人：——

  公开号：US04997835A1

  公开（公告）日：1991-03-05

  Substituted 2-acylpyridine-.alpha.-(N)-hetarylhydrazones are described, which are suitable as active substances for the treatment of antimicrobial and in particular antimycobacterial diseases, as well as active substances for the treatment of malaria or malignant tumours. The compounds have a marked synergistic activity combined with inhibitors of folate synthase, dihydrofolic acid reductase, DNA-synthesis and RNA-synthesis.

  描述了取代的2-酰基吡啶-α-(N)-杂环醛肼，适用于治疗抗菌特别是抗分枝杆菌疾病的活性物质，以及治疗疟疾或恶性肿瘤的活性物质。这些化合物与叶酸合成酶、二氢叶酸还原酶、DNA合成和RNA合成的抑制剂结合具有显著的协同作用。
• Composition and method for bleaching a substrate
  申请人：Unilever Home & Personal Care USA

  公开号：US06242409B1

  公开（公告）日：2001-06-05

  The invention relates to catalytically bleaching substrates, especially laundry fabrics, with atmospheric oxygen or air. A method of bleaching a substrate is provided that comprises applying to the substrate, in an aqueous medium, an organic substance which forms a complex with a transition metal, the complex catalysing bleaching of the substrate by atmospheric oxygen. Also provided is a bleaching composition comprising, in an aqueous medium, atmospheric oxygen and an organic substance which forms a complex with a transition metal, the complex catalysing bleaching of the substrate by the atmospheric oxygen, wherein the aqueous medium is substantially devoid of peroxygen bleach or a peroxy-based or -generating bleach system.

  本发明涉及催化漂白基质，特别是洗涤织物，使用大气氧气或空气。提供了一种漂白基质的方法，包括在水性介质中向基质施加一种与过渡金属形成配合物的有机物，该配合物通过大气氧气催化基质的漂白。还提供了一种漂白组合物，包括在水性介质中的大气氧气和一种与过渡金属形成配合物的有机物，该配合物通过大气氧气催化基质的漂白，其中水性介质基本上不含过氧化物漂白剂或过氧化物基或生成漂白剂系统。
• Method of treating a textile
  申请人：Unilever Home & Personal Care USA, division of Conopco, Inc.

  公开号：US06245115B1

  公开（公告）日：2001-06-12

  A method of treating a textile such as a laundry fabric is provided, in which the textile is contacted with an organic substance which forms a complex with a transition metal, whereby the complex catalyses bleaching of the textile by atmospheric oxygen after the treatment. The organic substance may be used in dry form, or in a liquor that is then dried, such as an aqueous spray-on fabric treatment fluid or a wash liquor for laundry cleaning, or a non-aqueous dry cleaning fluid or spray-on aerosol fluid. The method can confer cleaning benefits to the textile after the treatment. Also provided is a dry textile having an organic substance applied or deposited thereon, whereby bleaching by atmospheric oxygen is catalyzed on the textile.

  提供了一种处理纺织品（如洗衣织物）的方法，其中纺织品与一种有机物质接触，该有机物质与过渡金属形成复合物，经处理后，该复合物通过大气中的氧气催化纺织品的漂白作用。该有机物质可以干燥使用，也可以用于干燥的液体中，例如水基喷雾织物处理液或洗涤液，或非水基干洗液或喷雾气雾剂。该方法可以在处理后为纺织品带来清洁效益。还提供了一种干燥的纺织品，其上涂有或沉积有有机物质，从而催化纺织品通过大气中的氧气漂白。
• Detergent bleaching composition comprising pentadentate ligand
  申请人：Unilever Home & Personal Care USA, division of Conopco, Inc.

  公开号：US06165963A1

  公开（公告）日：2000-12-26

  A detergent bleaching composition is provided comprising a compound inclug a specified pentadentate nitrogen-containing ligand. The compound can activate hydrogen peroxide or peroxyacids and provides favourable stain removal properties, particularly in the presence or iron, manganese or copper ions. In addition, an improved stability in alkaline aqueous environment has been obtained, in particular at the peroxy compound concentrations generally present in the fabric washing liquor.

  提供一种洗涤漂白剂组合物，其中包括一种化合物，该化合物包含一种特定的五齿氮含配体。该化合物可以激活过氧化氢或过氧酸，并提供有利的去污性能，特别是在铁、锰或铜离子存在的情况下。此外，在碱性水溶液环境中获得了改善的稳定性，特别是在织物洗涤液中通常存在的过氧化物浓度下。
• Detergent bleaching compositions
  申请人：UNILEVER PLC

  公开号：EP1008645A1

  公开（公告）日：2000-06-14

  A detergent bleaching composition is provided comprising a compound including a specified pentadentate nitrogen-containing ligand. The compound can activate hydrogen peroxide or peroxyacids and provides favourable stain removal properties, particularly in the presence of iron, manganese or copper ions. In addition, an improved stability in alkaline aqueous environment has been obtained, in particular at the peroxy compound concentrations generally present in the fabric washing liquor.

  本发明提供了一种洗涤漂白组合物，其中包含一种含有特定五价含氮配体的化合物。该化合物可激活过氧化氢或过氧酸，并具有良好的去污性能，特别是在铁、锰或铜离子存在的情况下。此外，在碱性水溶液环境中，特别是在织物洗涤液中通常存在的过氧化合物浓度下，其稳定性也有所提高。