5-((benzyloxy)methyl)-4,4-dimethyloxazolidin-2-one | 1310065-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-((benzyloxy)methyl)-4,4-dimethyloxazolidin-2-one
• 英文别名: 4,4-dimethyl-5-(phenylmethoxymethyl)-1,3-oxazolidin-2-one
• CAS: 1310065-29-2
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: PZFDKOJOIFZXHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-((benzyloxy)methyl)-4,4-dimethyloxazolidin-2-one 在 钯 氢气 、 甲醇 、 二氯甲烷 作用下， 以 乙醇 为溶剂， 反应 144.0h， 生成 5-(Hydroxymethyl)-4,4-dimethyloxazolidin-2-one
  参考文献：
  名称：

  Substituted N,N-dihaloamines as antimicrobials

  摘要：

  本申请描述了I式化合物，这些化合物是抗微生物剂，包括抗菌剂、消毒剂、抗真菌剂、杀菌剂和/或抗病毒剂。

  公开号：

  US09248117B2
• 作为产物：
  描述：

  苄氧基乙醛 在 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 5-((benzyloxy)methyl)-4,4-dimethyloxazolidin-2-one
  参考文献：
  名称：

  Novel 3-chlorooxazolidin-2-ones as antimicrobial agents

  摘要：

  Antimicrobial resistance against many known therapeutics is on the rise. We examined derivatives of 3-chlorooxazolidin-2-one 1a (X = H) as antibacterial and antifungal agents. The key findings were that the activity and apparent in vitro cytotoxicity could be controlled by the substitution of charged solubilizers at the 4- and 5-positions. These changes both significantly increase the antifungal potency and decrease cytotoxicity. Particularly effective were trialkylammonium groups which led to 400- to 600-fold increases in the antifungal therapeutic index when compared to their unsubstituted counterparts. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.036

文献信息

• [EN] ANTIMICROBIAL POLYETHER AND POLYOL COMPOUNDS<br/>[FR] COMPOSÉS POLYÉTHER ET POLYOL ANTIMICROBIENS
  申请人：NOVABAY PHARMACEUTICALS INC

  公开号：WO2012054521A8

  公开（公告）日：2012-08-30
• ANTIMICROBIAL POLYETHER AND POLYOL COMPOUNDS
  申请人：NovaBay Pharmaceuticals, Inc.

  公开号：EP2629607A2

  公开（公告）日：2013-08-28
• Antimicrobial Polyether and Polyol Compounds
  申请人：Jain Rakesh K.

  公开号：US20120129793A1

  公开（公告）日：2012-05-24

  The present application describes compounds of Formula I and Formula IA and as disclosed herein, that are useful as anti-microbial agents, including as antibacterial, disinfectant, antifungal, germicidal or antiviral agents.
• US9248117B2
  申请人：——

  公开号：US9248117B2

  公开（公告）日：2016-02-02
• Novel 3-chlorooxazolidin-2-ones as antimicrobial agents
  作者：Timothy P. Shiau、Eric D. Turtle、Charles Francavilla、Nichole J. Alvarez、Meghan Zuck、Lisa Friedman、Donogh J.R. O’Mahony、Eddy Low、Mark B. Anderson、Ramin (Ron) Najafi、Rakesh K. Jain

  DOI：10.1016/j.bmcl.2011.03.036

  日期：2011.5

  Antimicrobial resistance against many known therapeutics is on the rise. We examined derivatives of 3-chlorooxazolidin-2-one 1a (X = H) as antibacterial and antifungal agents. The key findings were that the activity and apparent in vitro cytotoxicity could be controlled by the substitution of charged solubilizers at the 4- and 5-positions. These changes both significantly increase the antifungal potency and decrease cytotoxicity. Particularly effective were trialkylammonium groups which led to 400- to 600-fold increases in the antifungal therapeutic index when compared to their unsubstituted counterparts. (C) 2011 Elsevier Ltd. All rights reserved.