(S,S)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid {8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-amide | 741723-26-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S,S)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid {8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-amide
• 英文别名: (s,s)-2,2-Dimethyl-[1,3]dioxolane-4-carboxylic acid {8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-amide；(4S)-N-[12-[(5S)-5-(acetamidomethyl)-2-oxo-1,3-oxazolidin-3-yl]-3,4-diazatricyclo[8.4.0.02,6]tetradeca-1(10),2(6),4,11,13-pentaen-5-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxamide
• CAS: 741723-26-2
• 化学式: C₂₄H₂₉N₅O₆
• 分子量: 483.524
• InChiKey: PZHZQEXTUUGQGX-LPHOPBHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S,S)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid {8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-amide 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到(S,S)-N-{8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-2,3-dihydroxy-propionamide
  参考文献：
  名称：

  Synthesis and SAR of novel conformationally restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 2: Amino substitutions on heterocyclic D-ring system

  摘要：

  A novel series of conformationally restricted oxazolidinones was synthesized, in which the heterocyclic D ring was substituted with various amino groups. Several analogs exhibited potent activity against both Gram-positive and fastidious Gram-negative organisms. Certain aniino-substituted analogs also exhibited improved aqueous solubility compared to the corresponding un-substituted heterocyclic D-ring analogs.(c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.085
• 作为产物：
  描述：

  N-[3-(6(R,S)-bromo-5-oxo-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-2-oxo-oxazolidin-5 (S)-ylmethyl]-acetamide 在 吡啶 、 三乙基硅烷 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (S,S)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid {8-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-1,4,5,6-tetrahydro-1,2-diaza-benzo[e]azulen-3-yl}-amide
  参考文献：
  名称：

  Synthesis and SAR of novel conformationally restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 2: Amino substitutions on heterocyclic D-ring system

  摘要：

  A novel series of conformationally restricted oxazolidinones was synthesized, in which the heterocyclic D ring was substituted with various amino groups. Several analogs exhibited potent activity against both Gram-positive and fastidious Gram-negative organisms. Certain aniino-substituted analogs also exhibited improved aqueous solubility compared to the corresponding un-substituted heterocyclic D-ring analogs.(c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.085

文献信息

• Antibacterial agents
  申请人：Boyer Earl Frederick

  公开号：US20050288273A1

  公开（公告）日：2005-12-29

  Compounds of formula I and methods for their preparation are disclosed. Further disclosed are methods of making biologically active compounds of formula I as well as pharmaceutically acceptable compositions comprising compounds of formula I. Compounds of formula I as disclosed herein can be used in a variety of applications including use as antibacterial agents.

  本文披露了I式化合物及其制备方法。此外，还披露了制备具有生物活性的I式化合物的方法，以及包含I式化合物的药学上可接受的组合物的方法。本文所披露的I式化合物可以用于多种应用，包括用作抗菌剂。
• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：WARNER LAMBERT CO

  公开号：WO2004069832A3

  公开（公告）日：2004-10-21
• Synthesis and SAR of novel conformationally restricted oxazolidinones possessing Gram-positive and fastidious Gram-negative antibacterial activity. Part 2: Amino substitutions on heterocyclic D-ring system
  作者：Allison L. Choy、J.V.N. Vara Prasad、Frederick E. Boyer、Michael D. Huband、Michael R. Dermyer

  DOI：10.1016/j.bmcl.2007.05.085

  日期：2007.8

  A novel series of conformationally restricted oxazolidinones was synthesized, in which the heterocyclic D ring was substituted with various amino groups. Several analogs exhibited potent activity against both Gram-positive and fastidious Gram-negative organisms. Certain aniino-substituted analogs also exhibited improved aqueous solubility compared to the corresponding un-substituted heterocyclic D-ring analogs.(c) 2007 Elsevier Ltd. All rights reserved.