1-{4-hydroxy-3-[(piperidin-1-yl)methyl]phenyl}ethan-1-one | 92500-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-{4-hydroxy-3-[(piperidin-1-yl)methyl]phenyl}ethan-1-one
• 英文别名: 4-Acetyl-2-(piperidin-1-ium-1-ylmethyl)phenolate
• CAS: 92500-17-9
• 化学式: C₁₄H₁₉NO₂
• mdl: MFCD06373483
• 分子量: 233.31
• InChiKey: GHFAMDMJBIXKPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-{4-hydroxy-3-[(piperidin-1-yl)methyl]phenyl}ethan-1-one 、 O,O-二乙基硫代磷酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以80%的产率得到1-[4-diethoxyphosphinothioyloxy-3-(piperidin-1-ylmethyl)phenyl]ethanone
  参考文献：
  名称：

  Borthakur, R. C.; Borthakur, N.; Rastogi, R. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 3, p. 244 - 248

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 、 3’-氯甲基-4’-羟基苯乙酮 以 苯 为溶剂， 反应 5.0h， 以70%的产率得到1-{4-hydroxy-3-[(piperidin-1-yl)methyl]phenyl}ethan-1-one
  参考文献：
  名称：

  Borthakur, R. C.; Borthakur, N.; Rastogi, R. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 3, p. 244 - 248

  摘要：

  DOI：

文献信息

• 2-Benzyloxynaphthalene aminoalkylated chalcone designed as acetylcholinesterase inhibitor: Structural characterisation, in vitro biological activity and molecular docking studies
  作者：Ghadah Aljohani、Adeeb Al-Sheikh Ali、Musa A. Said、David L. Hughes、Shaya Y. Alraqa、Syazwani Amran、Farediah Ahmad、Norazah Basar

  DOI：10.1016/j.molstruc.2020.128898

  日期：2020.12

  condensation reaction with 84% yield and characterized using 1D and 2D NMR spectroscopy. The in vitro bioactivity studies of chalcone 3 demonstrated excellent inhibitory activity against AChE (IC50 1.0 nM) showing 33-fold better inhibition than donepezil, biometal chelating ability and moderate antioxidant activity. Chalcone 3 with these fascinating multifunctional proprieties can be a good candidate for

  摘要 具有多功能特性的乙酰胆碱酯酶抑制剂的设计成为开发针对阿尔茨海默病的有效药物的前景。为此，制备了 1-4-hydroxy-3-[(piperidin-1-yl)methyl]phenyl}ethan-1-one（查耳酮 3）并作为乙酰胆碱酯酶抑制剂进行研究。新型查耳酮 3 是通过 Claisen-Schmidt 缩合反应合成的，产率为 84%，并使用 1D 和 2D NMR 光谱进行表征。查尔酮 3 的体外生物活性研究表明，它对 AChE 具有出色的抑制活性（IC50 1.0 nM），抑制效果比多奈哌齐高 33 倍，具有生物金属螯合能力和中等抗氧化活性。具有这些迷人多功能特性的查耳酮 3 可以成为开发 AD 治疗的良好候选者。分子建模研究表明查耳酮 3 显示出对 AChE 酶的双重结合抑制。XRD 显示与每个细胞两个查尔酮 3 分子的短分子内和分子间相互作用。进行了有趣的 Hirshfeld
• Microwave-Assisted Synthesis of Mono- and Disubstituted 4-Hydroxyacetophenone Derivatives via Mannich Reaction: Synthesis, XRD and HS-Analysis
  作者：Ghadah Aljohani、Musa Said、Dieter Lentz、Norazah Basar、Arwa Albar、Shaya Alraqa、Adeeb Ali

  DOI：10.3390/molecules24030590

  日期：——

  reaction takes a short time and is non-catalyzed and reproducible on a gram scale. The environmentally benign methodology provides a novel alternative, to the conventional methodologies, for the synthesis of mono- and disubstituted Mannich bases of 4-hydroxyacetophenone. All compounds were well-characterized by FT-IR, 1H NMR, 13C NMR, and mass spectrometry. The structures of 1-4-hydroxy-3-[(morpholin

  通过区域选择性取代反应，从 4-羟基苯乙酮和不同的仲胺以定量产率开发了一种高效的微波辅助一步合成曼尼希碱的路线。该反应需要很短的时间，并且是非催化的，可在克规模上重现。环境友好的方法为合成 4-羟基苯乙酮的单取代和双取代曼尼希碱的传统方法提供了一种新的替代方法。所有化合物均通过 FT-IR、1H NMR、13C NMR 和质谱法进行了充分表征。1-4-羟基-3-[(morpholin-4-yl)methyl]phenyl}ethan-1-one (2a) 和 1-4-hydroxy-3-[(pyrrolidin-1-yl) 的结构甲基]苯基}乙烷-1-one (3a) 通过单晶 X 射线晶体学测定。化合物 2a 和 3a 以单斜晶系、P21/n 和斜方晶系结晶，分别为 Pbca。2a分子结构最典型的特征是吗啉片断采用分子内氢键强的椅式构象。化合物 3a 也表现出分子间氢键。此外，计算的
• 10a-Azalide Compound
  申请人：Sugimoto Tomohiro

  公开号：US20090281292A1

  公开（公告）日：2009-11-12

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae , erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  【目标】提供一种具有新结构的化合物，对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌具有有效作用。 【解决方案】本发明提供了一种新型10a-氮杂环十六元化合物，其化学式为（I），其药学上可接受的盐或其溶剂化物，或其制备的中间体。该化合物对流感嗜血杆菌、红霉素耐药性肺炎球菌等具有卓越的抗菌活性，因此可以作为治疗传染病的药物。
• 10a-AZALIDE COMPOUND
  申请人：TAISHO PHARMACEUTICAL CO., LTD

  公开号：EP1985620A1

  公开（公告）日：2008-10-29

  [Object]: To provide a compound having a novel structure effective against Hemophilus influenzae and erythromycin resistant bacteria (for example, resistant pneumococci and streptococci) as well as against conventional erythromycin sensitive bacteria. [Solution]: A novel 10a-azalide compound represented by the formula (I), a pharmaceutically acceptable salt thereof or a solvate thereof, or an intermediate for the preparation of the same. The compound of the present invention has superior antibacterial activity against Hemophilus influenzae, erythromycin resistant pneumococci and the like, and therefore, the compound can be used as a therapeutic agent of infectious diseases.

  [目的]：提供一种具有新型结构的化合物，该化合物对流感嗜血杆菌和红霉素耐药菌（例如耐药肺炎球菌和链球菌）以及传统的红霉素敏感菌有效。 [解决方案］一种由式（I）代表的新型 10a-azalide 化合物、其药学上可接受的盐或其溶液，或制备其的中间体。本发明的化合物对流感嗜血杆菌、耐红霉素肺炎球菌等具有优异的抗菌活性，因此可用作传染性疾病的治疗剂。
• Novel in vivo active anti-malarials based on a hydroxy-ethyl-amine scaffold
  作者：Claire-Lise Ciana、Romain Siegrist、Hamed Aissaoui、Léo Marx、Sophie Racine、Solange Meyer、Christoph Binkert、Ruben de Kanter、Christoph Fischli、Sergio Wittlin、Christoph Boss

  DOI：10.1016/j.bmcl.2012.11.118

  日期：2013.2

  A novel series of anti-malarials, based on a hydroxy-ethyl-amine scaffold, initially identified as peptidomimetic protease inhibitors is described. Combination of the hydroxy-ethyl-amine anti-malarial phramacophore with the known Mannich base pharmacophore of amodiaquine (57) resulted in promising in vivo active novel derivatives. (c) 2012 Elsevier Ltd. All rights reserved.