4-fluorocyclohex-3-en-1-yl benzoate | 1071011-29-4

• 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: 4-fluorocyclohex-3-en-1-yl benzoate
• 英文别名: (4-Fluorocyclohex-3-en-1-yl) benzoate
• CAS: 1071011-29-4
• 化学式: C₁₃H₁₃FO₂
• 分子量: 220.243
• InChiKey: ICHCQPMOZFOVSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯甲酰基氧基环己醇 在 二乙胺基三氟化硫 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 生成 4-fluorocyclohex-3-en-1-yl benzoate
  参考文献：
  名称：

  Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series

  摘要：

  Optimization of clearance of adenosine inhibitors of bacterial NAD(+)-dependent DNA ligase is discussed. To reduce Cytochrome P-450-mediated metabolic clearance, many strategies were explored; however, most modifications resulted in compounds with reduced antibacterial activity and/or unchanged total clearance. The alkyl side chains of the 2-cycloalkoxyadenosines were fluorinated, and compounds with moderate antibacterial activity and favorable pharmacokinetic properties in rat and dog were identified. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.071

文献信息

• Eliminative Deoxofluorination Using XtalFluor-E: A One-Step Synthesis of Monofluoroalkenes from Cyclohexanone Derivatives
  作者：Mathilde Vandamme、Jean-François Paquin

  DOI：10.1021/acs.orglett.7b01581

  日期：2017.7.7

  The eliminative deoxofluorination of cyclohexanone derivatives using XtalFluor-E is described. The corresponding monofluoroalkenes are obtained in up to 79% yield. Notably, this one-step procedure occurs at room temperature using readily accessible and cost-effective reagents.

  描述了使用XtalFluor-E消除环己酮衍生物的脱氧氟代反应。以高达79％的产率获得相应的单氟烯烃。值得注意的是，这一一步步骤是在室温下使用容易获得且具有成本效益的试剂进行的。
• SUBSTITUTED ADENINES AND THE USES THEREOF
  申请人：Cavero-Tomas Marta

  公开号：US20090048203A1

  公开（公告）日：2009-02-19

  This invention relates to compounds of Formula (I): and their use in the treatment of bacterial infections.

  本发明涉及式(I)的化合物及其在治疗细菌感染方面的应用。
• [EN] SUBSTITUTED ADENINES AND THE USES THEREOF<br/>[FR] ADÉNINES SUBSTITUÉES ET LEUR UTILISATION
  申请人：ASTRAZENECA AB

  公开号：WO2007113538A1

  公开（公告）日：2007-10-11

  [EN] This invention relates to compounds of Formula (I) or Formula (II): their intermediates and the use of compounds of Formula (I) or Formula (II) in the treatment of bacterial infections.
  [FR] La présente invention concerne des composés répondant à la formule (I) ou à la formule (II), leurs intermédiaires et l'utilisation de composés répondant à la formule I ou à la formule II dans le traitement d'infections bactériennes.
• Discovery of bacterial NAD+-dependent DNA ligase inhibitors: Improvements in clearance of adenosine series
  作者：Suzanne S. Stokes、Madhusudhan Gowravaram、Hoan Huynh、Min Lu、George B. Mullen、Brendan Chen、Robert Albert、Thomas J. O’Shea、Michael T. Rooney、Haiqing Hu、Joseph V. Newman、Scott D. Mills

  DOI：10.1016/j.bmcl.2011.11.071

  日期：2012.1

  Optimization of clearance of adenosine inhibitors of bacterial NAD(+)-dependent DNA ligase is discussed. To reduce Cytochrome P-450-mediated metabolic clearance, many strategies were explored; however, most modifications resulted in compounds with reduced antibacterial activity and/or unchanged total clearance. The alkyl side chains of the 2-cycloalkoxyadenosines were fluorinated, and compounds with moderate antibacterial activity and favorable pharmacokinetic properties in rat and dog were identified. (C) 2011 Elsevier Ltd. All rights reserved.