(S)-N-[[3-(3-fluoro-4-(4-phenylpiperazinyl)phenyl)-2-oxo-5-oxazolidinyl]methyl]amine | 735276-50-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (S)-N-[[3-(3-fluoro-4-(4-phenylpiperazinyl)phenyl)-2-oxo-5-oxazolidinyl]methyl]amine
• 英文别名: (5S)-5-(aminomethyl)-3-[3-fluoro-4-(4-phenylpiperazin-1-yl)phenyl]-1,3-oxazolidin-2-one
• CAS: 735276-50-3
• 化学式: C₂₀H₂₃FN₄O₂
• 分子量: 370.427
• InChiKey: CCLGSSUZXGTLPH-KRWDZBQOSA-N

物化性质

• 沸点：
  564.5±50.0 °C(Predicted)
• 密度：
  1.286±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  62
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-N-[[3-(3-fluoro-4-(4-phenylpiperazinyl)phenyl)-2-oxo-5-oxazolidinyl]methyl]amine 以 二氯甲烷 为溶剂， 生成 {(S)-3-[3-Fluoro-4-(4-phenyl-piperazin-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-thiocarbamic acid O-methyl ester
  参考文献：
  名称：

  Synthesis and antibacterial activity of arylpiperazinyl oxazolidinones with diversification of the N-substituents

  摘要：

  A series of 4-arylpiperazin-1-yl-3-phenyloxazolidin-2-one derivatives with diversification of the N-substituents such as methylene O-linked heterocycles, thioamide, dithiocarbamate, thiourea, and thiocarbamate were synthesized and evaluated as antibacterial agents. Their in vitro activities (MIC) were evaluated against MRSA and VRE resistant Gram-positive strains such as Staphylococcus and Enterococcus. Most of the compounds were more potent in vitro but less active in vivo than linezolid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.066
• 作为产物：
  描述：

  3,4-二氟硝基苯 在 lithium aluminium tetrahydride 、 正丁基锂 、 palladium on activated charcoal 、 氨 、 氢气 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 79.67h， 生成 (S)-N-[[3-(3-fluoro-4-(4-phenylpiperazinyl)phenyl)-2-oxo-5-oxazolidinyl]methyl]amine
  参考文献：
  名称：

  一种噁唑烷酮化合物的制备方法

  摘要：

  本发明提供了一种噁唑烷酮化合物的制备方法，具体为(S)‑[N‑3‑(3‑氟‑4‑(4‑苯基哌嗪基)苯基)‑2‑氧代‑5‑恶唑烷基]甲基乙酰胺的新的制备方法，涉及医药领域。现有制备方法试剂选择效果不理想，后处理操作难度大，收率低，不利于工业放大。本发明对各个步骤均进行了改进，避免使用了毒性较大的原料并选择更优试剂、更易操作的处理工艺，大大提高了产品收率，工艺更加稳定，有利于工业化生产。

  公开号：

  CN107286111B

文献信息

• 一种噁唑烷酮化合物的制备方法
  申请人：广东赛法洛药业有限公司

  公开号：CN107286111B

  公开（公告）日：2020-06-19

  本发明提供了一种噁唑烷酮化合物的制备方法，具体为(S)‑[N‑3‑(3‑氟‑4‑(4‑苯基哌嗪基)苯基)‑2‑氧代‑5‑恶唑烷基]甲基乙酰胺的新的制备方法，涉及医药领域。现有制备方法试剂选择效果不理想，后处理操作难度大，收率低，不利于工业放大。本发明对各个步骤均进行了改进，避免使用了毒性较大的原料并选择更优试剂、更易操作的处理工艺，大大提高了产品收率，工艺更加稳定，有利于工业化生产。
• [EN] CERTAIN CRYSTALLINE HYDRATES, PHARMACEUTICAL COMPOSITIONS THEREOF AND METHODS FOR PREPARATION AND USE THEREOF<br/>[FR] HYDRATES CRISTALLINS, LEURS COMPOSITIONS PHARMACEUTIQUES ET LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION
  申请人：SICHUAN BEILIKE BIOTECHNOLOGY LTD LIABILITY COMPANY

  公开号：WO2011054292A1

  公开（公告）日：2011-05-12

  At least one crystalline hydrate of (S)-[N-3-(3'-fluoro-4'-(4''-phenyl piperazinyl)) phenyl-2-oxo-5-oxazolidinyl] methyl acetamide, such as those with the following formula, wherein y is a number ranging from 1/12 to 1. Also provided are methods for the preparation of such crystalline hydrates, pharmaceutical compositions comprising such crystalline hydrates, and methods for their uses.

  (S)-[N-3-(3'-氟-4'-(4''-苯基哌嗪基))苯基-2-氧代-5-氧杂环己基] 甲基乙酰胺的至少一种结晶水合物，例如以下公式所示，其中y是从1/12到1的数字范围。还提供了制备这种结晶水合物的方法，包括这种结晶水合物的药物组合物，以及其用途的方法。
• Synthesis and antibacterial activity of arylpiperazinyl oxazolidinones with diversification of the N-substituents
  作者：Sun-Young Jang、Young Hwan Ha、Seung Whan Ko、Wonku Lee、Jongkook Lee、Sunghoon Kim、Yong Woo Kim、Won Koo Lee、Hyun-Joon Ha

  DOI：10.1016/j.bmcl.2004.05.066

  日期：2004.8

  A series of 4-arylpiperazin-1-yl-3-phenyloxazolidin-2-one derivatives with diversification of the N-substituents such as methylene O-linked heterocycles, thioamide, dithiocarbamate, thiourea, and thiocarbamate were synthesized and evaluated as antibacterial agents. Their in vitro activities (MIC) were evaluated against MRSA and VRE resistant Gram-positive strains such as Staphylococcus and Enterococcus. Most of the compounds were more potent in vitro but less active in vivo than linezolid. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis and antibacterial activity of linezolid analogues
  作者：Du Yu、Guo Huiyuan

  DOI：10.1016/s0960-894x(02)00043-4

  日期：2002.3

  Several new compounds of oxazolidinone class were designed and synthesized referring to the structure-activity relationship studies and the synthesis of Linezolid, and their antibacterial activity was studied. (C) 2002 Elsevier Science Ltd. All rights reserved.