ethyl 1-ethyl-6-(3-hydroxy-1-propyn-1-yl)-4-oxo-1,4-dihydro-3-quinolinecarboxylate | 797041-89-5

• 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
• 英文名称: ethyl 1-ethyl-6-(3-hydroxy-1-propyn-1-yl)-4-oxo-1,4-dihydro-3-quinolinecarboxylate
• 英文别名: 6-(3-hydroxyprop-1-ynyl)-1,4-dihydro-1-ethyl-4-oxo-quinoline-3-carboxylic acid ethyl ester；Ethyl 1-ethyl-6-(3-hydroxyprop-1-ynyl)-4-oxoquinoline-3-carboxylate
• CAS: 797041-89-5
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: PLXKCWUJDMUXIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 1-ethyl-6-(3-hydroxy-1-propyn-1-yl)-4-oxo-1,4-dihydro-3-quinolinecarboxylate 在 palladium 10% on activated carbon 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 88.0h， 生成 6-(3-hydroxypropyl)-1,4-dihydro-1-ethyl-4-oxo-quinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  WO2006/50940

  摘要：

  公开号：
• 作为产物：
  描述：

  2-丙炔-1-醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 3.83h， 生成 ethyl 1-ethyl-6-(3-hydroxy-1-propyn-1-yl)-4-oxo-1,4-dihydro-3-quinolinecarboxylate
  参考文献：
  名称：

  [EN] NOVEL 14 AND 15 MEMBERED-RING COMPOUNDS
  [FR] NOUVEAU COMPOSES A CYCLE RAMIFIE EN 14 ET 15.

  摘要：

  本发明涉及在式(I)的14-或15-元大环内在4'位置被取代的大环内酯及其药学上可接受的衍生物，以及它们的制备过程和在人体或动物体内治疗或预防全身或局部微生物感染中的用途。

  公开号：

  WO2004101586A1

文献信息

• MACROLONE COMPOUNDS
  申请人：Forrest Andrew Keith

  公开号：US20090062218A1

  公开（公告）日：2009-03-05

  A compound of formula (I) compositions comprising same, processes for their preparation and use of said compounds, particularly in the treatment of microbial infections.

  一种化合物的公式(I)，包括该化合物的组合物，其制备过程以及该化合物的用途，特别是用于治疗微生物感染。
• Novel 14 and 15 membrered ring compounds
  申请人：Alihodzic Sulejman

  公开号：US20070185117A1

  公开（公告）日：2007-08-09

  The present invention relates to 14- or 15-membered macrolides substituted at the 4″ position of formula (I) and pharmaceutically acceptable derivatives thereof, to processes for their preparation and their use in therapy or prophylaxis of systemic or topical microbial infections in a human or animal body.

  本发明涉及在公式(I)的4″位置被取代的14或15元环大环内酯及其药学上可接受的衍生物，以及它们的制备过程和在人或动物体内治疗或预防系统性或局部微生物感染中的用途。
• Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity
  作者：Samra Kapić、Hana Čipčić Paljetak、Ivana Palej Jakopović、Andrea Fajdetić、Marina Ilijaš、Vlado Štimac、Karmen Brajša、David J. Holmes、John Berge、Sulejman Alihodžić

  DOI：10.1016/j.bmc.2011.07.010

  日期：2011.12

  Three macrolides, clarithromycin, azithromycin and 11-O-Me-azithromycin have been selected for the construction of a series of new macrolone derivatives. Quinolone-linker intermediates are prepared by Sonogashira-type C(6)-alkynylation of 6-iodoquinolone precursors. The final macrolones, differing by macrolide moiety and substituents at the position N-1 of the quinolone or by the presence of an ethyl ester or free acid on the quinolone unit attached via a linker.The linker comprises of a central piperazine ring bonded to the 4 ''-O position of cladinose by 3-carbon ester or ether functionality. Modifications of the linker did not improve antibacterial properties compared to the previously reported macrolone compounds. Linker flexibility seems to play an important role for potency against macrolide resistant respiratory pathogens. (C) 2011 Elsevier Ltd. All rights reserved.
• NOVEL 14 AND 15 MEMBERED-RING COMPOUNDS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1628988B1

  公开（公告）日：2006-10-04
• US7569550B2
  申请人：——

  公开号：US7569550B2

  公开（公告）日：2009-08-04