1-cyclopropyl-6-{3-[(2-hydroxyethyl)oxy]propyl}-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid | 869310-71-4

• 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
• 英文名称: 1-cyclopropyl-6-{3-[(2-hydroxyethyl)oxy]propyl}-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
• 英文别名: 1-cyclopropyl-6-[3-(2-hydroxy-ethoxy)-propyl]-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid；1-Cyclopropyl-6-[3-(2-hydroxyethoxy)propyl]-4-oxoquinoline-3-carboxylic acid
• CAS: 869310-71-4
• 化学式: C₁₈H₂₁NO₅
• 分子量: 331.368
• InChiKey: ZCPYDUODYRYDJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  87.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-6-{3-[(2-hydroxyethyl)oxy]propyl}-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid 、 丙烯腈 在 sodium hydroxide 、 盐酸 作用下， 以 水 、 乙腈 为溶剂， 生成 6-[3-({2-[(2-cyanoethyl)oxy]ethyl}oxy)propyl]-1-cyclopropyl-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Synthesis and biological activity of 4″-O-acyl derivatives of 14- and 15-membered macrolides linked to ω-quinolone-carboxylic unit

  摘要：

  The synthesis and antimicrobial activity of a new class of macrolide antibiotics which consist of a macrolide scaffold and a quinolone unit covalently connected by an appropriate linker are described. Optimization of several synthetic steps and structural properties of lead compound 26 are discussed. Promising antibacterial properties of this compound and some of its analogues are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.050
• 作为产物：
  描述：

  1-cyclopropyl-4-oxo-6-[3-({2-[(phenylmethyl)oxy]ethyl}oxy)-1-propyn-1-yl]-1,4-dihydro-3-quinolinecarboxylic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、500.01 kPa 条件下， 反应 24.0h， 以91%的产率得到1-cyclopropyl-6-{3-[(2-hydroxyethyl)oxy]propyl}-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid
  参考文献：
  名称：

  Synthesis and biological activity of 4″-O-acyl derivatives of 14- and 15-membered macrolides linked to ω-quinolone-carboxylic unit

  摘要：

  The synthesis and antimicrobial activity of a new class of macrolide antibiotics which consist of a macrolide scaffold and a quinolone unit covalently connected by an appropriate linker are described. Optimization of several synthetic steps and structural properties of lead compound 26 are discussed. Promising antibacterial properties of this compound and some of its analogues are reported. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.050

文献信息

• Ester Linked Macrolides Useful For The Treatment of Microbial Infections
  申请人：Alihodzic Sulejman

  公开号：US20080255060A1

  公开（公告）日：2008-10-16

  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.

  本发明涉及在式(I)的4"位置取代的14或15元大环内酯及其药学上可接受的衍生物，以及它们的制备方法和在人或动物体内治疗或预防系统性或局部微生物感染的用途。
• 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。
• 4'' Amino Linked Macrolides Useful for the Treatment of Microbial Infections
  申请人：Alihodzic Sulejman

  公开号：US20080312167A1

  公开（公告）日：2008-12-18

  The present invention relates to 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.

  本发明涉及式(I)中4″位取代的15元大环内酯及其药学上可接受的衍生物，以及它们的制备方法和在人体或动物体内治疗或预防系统性或局部微生物感染中的应用。
• ESTER LINKED MACROLIDES USEFUL FOR THE TREATMENT OF MICROBIAL INFECTIONS
  申请人：GlaxoSmithKline istrazivacki centar Zagreb d.o.o.

  公开号：EP1756135B1

  公开（公告）日：2009-08-12
• [EN] MACROLONE COMPOUNDS<br/>[FR] DÉRIVÉS DE MACROLONE
  申请人：GLAXO GROUP LTD

  公开号：WO2006050940A1

  公开（公告）日：2006-05-18

  [EN] A compound of formula (I) compositions comprising same, processes for their preparation and use of said compounds, particularly in the treatment of microbial infections.
  [FR] La présente invention a pour objet un composé de formule (I), des préparations le contenant, des procédés d'élaboration desdites préparations et des applications de composés de ce type, en particulier dans le traitement d'infections microbiennes.