2-甲基-8-丙氧基喹啉 | 102018-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-甲基-8-丙氧基喹啉
• 英文名称: 8-Propoxychinaldin
• 英文别名: 2-methyl-8-propoxyquinoline；2-Methyl-8-propoxy-chinolin
• CAS: 102018-06-4
• 化学式: C₁₃H₁₅NO
• mdl: MFCD28338801
• 分子量: 201.268
• InChiKey: HLZPJJQQEDCYRG-UHFFFAOYSA-N

物化性质

• 沸点：
  316.5±22.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.307
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-甲基-8-丙氧基喹啉 在 selenium(IV) oxide 、 Oxone 、 硫酸 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 (2-(2-(2-hydroxyethoxy)ethoxy)ethyl 8-propoxyquinoline-2-carboxylate)
  参考文献：
  名称：

  Colorimetric detection of Al(III) ions based on triethylene glycol appended 8-propyloxy quinoline ester

  摘要：

  A triethylene glycol modified quinoline ester (PQTEG) is synthesised, which acts as a colorimetric sensor for Al3+ ions with a detection limit of 8 x 10(-7) M in acetonitrile/water (95:5, v/v) solvent system. A visible, colour change from colourless to deep yellow was observed on binding of PQTEG with the metal ion. The unshared electron pairs of oxygen and nitrogen in triethylene glycol ester of quinoline provide a high binding affinity towards Al3+ and serves as the binding site. The metal binding was further confirmed from H-1 NMR studies and IR spectroscopic studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.134
• 作为产物：
  描述：

  8-羟基喹哪啶 、 溴丙烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-甲基-8-丙氧基喹啉
  参考文献：
  名称：

  Modified Fluoroquinolones as Antimicrobial Compounds Targeting Chlamydia trachomatis

  摘要：

  沙眼衣原体是最常见的性传播细菌感染和沙眼（一种眼部感染）的病因。未经治疗的感染会导致后遗症，如女性不育和异位妊娠以及失明。我们之前通过将金属螯合基团嫁接到氟喹诺酮环丙基环己酸上，增强了其对沙眼衣原体的抗菌活性。在本研究中，我们继续进行了这种药物改性，并获得了纳摩尔级别的活性分子(EC50)，可用于对抗这种病原体。这种活性增强促使我们评估了这类分子对其他致病菌的抗菌活性，如淋病奈瑟氏菌和ESKAPE菌群。结果表明，这种新型分子具有选择性地改善了对沙眼衣原体的活性，并展示了氟喹诺酮类抗菌药物的抗沙眼衣原体效果如何被增强。

  DOI：

  10.3390/ijms23126741

文献信息

• Dibenziodolium Salts as Halogen Bond Donor Catalysts for the Reduction of Quinolines, One‐Pot Reductive Amination, and Addition Reaction with Indoles
  作者：Anuradha Nandy、Govindasamy Sekar

  DOI：10.1002/ejoc.202200982

  日期：2022.11.7

  Dibenziodolium salts were utilized as efficient halogen bond donor catalysts for carrying out the reduction of quinolines, one-pot reductive amination, Michael addition reaction of indoles with chalcones, and Friedel-Crafts reaction of indoles with isatin. NMR studies suggest the presence of halogen bond.

  二苯并鎓盐被用作有效的卤素键供体催化剂，用于进行喹啉的还原、一锅还原胺化、吲哚与查耳酮的迈克尔加成反应以及吲哚与靛红的傅克反应。NMR研究表明存在卤素键。
• Donor finger morbidity in cross-finger flaps
  作者：P Paterson、O.G Titley、J.D Nancarrow

  DOI：10.1016/s0020-1383(99)00205-3

  日期：2000.5

  We reviewed 16 patients who had cross-finger flap procedures carried out between 1991 and 1996 at the West Midlands Regional centre for Plastic and Reconstructive Surgery. We looked specifically at the donor finger morbidity of each patient with a median follow up interval of 43 months.At follow up there were 10 patients with cold intolerance, eight patients with subjective joint stiffness and a documented reduced range of finger joint movement. Skin graft reconstruction of the secondary defect was associated with poor colour match in eight cases (seven hyperpigmented, one hypopigmented) and visible contour deformity in eight cases. There were no clinically significant differences between split skin graft or full thickness skin graft for donor finger reconstruction.Although cross-finger flaps may provide soft tissue cover in a variety of finger pulp injuries, these results show an alarming incidence of donor finger morbidity associated with such procedures. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Kuehmstedt, H.; Heinisch, L.; Wunderlich, Ines, Pharmazie, 1987, vol. 42, # 12, p. 816 - 820
  作者：Kuehmstedt, H.、Heinisch, L.、Wunderlich, Ines、Hagen, Angela

  DOI：——

  日期：——