2-羟基苯基N-戊基氨基磺酸酯 | 1032441-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-羟基苯基N-戊基氨基磺酸酯
• 英文名称: 2-hydroxyphenyl N-pentylsulfamate
• 英文别名: (2-hydroxyphenyl) N-pentylsulfamate
• CAS: 1032441-43-2
• 化学式: C₁₁H₁₇NO₄S
• 分子量: 259.326
• InChiKey: QVNCVWXSPVAGSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-羟基苯基N-戊基氨基磺酸酯 、 α-氨基-γ-丁内酯氢溴酸盐 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以12%的产率得到C₉H₁₈N₂O₄S
  参考文献：
  名称：

  Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator

  摘要：

  A series of 9 homoserine lactone-derived sulfonylureas substituted by an alkyl chain, some of them bearing a phenyl group at the extremity, have been prepared. All compounds were found to inhibit the action of 3-oxo-hexanoyl-L-homoserine lactone, the natural inducer of bioluminescence in the bacterium Vibrio fischeri, the aliphatic compounds being more active than their phenyl-substituted counterparts. Molecular modelling studies performed on the most active compound in each series suggest that the antagonist activity could be related to the perturbation of the hydrogen-bond network in the ligand-protein complexes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.023
• 作为产物：
  描述：

  1,3,2-benzdioxathiole-2,2-dioxide 、 1-氨基戊烷 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以74%的产率得到2-羟基苯基N-戊基氨基磺酸酯
  参考文献：
  名称：

  Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator

  摘要：

  A series of 9 homoserine lactone-derived sulfonylureas substituted by an alkyl chain, some of them bearing a phenyl group at the extremity, have been prepared. All compounds were found to inhibit the action of 3-oxo-hexanoyl-L-homoserine lactone, the natural inducer of bioluminescence in the bacterium Vibrio fischeri, the aliphatic compounds being more active than their phenyl-substituted counterparts. Molecular modelling studies performed on the most active compound in each series suggest that the antagonist activity could be related to the perturbation of the hydrogen-bond network in the ligand-protein complexes. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.02.023

文献信息

• Synthetic homoserine lactone-derived sulfonylureas as inhibitors of Vibrio fischeri quorum sensing regulator
  作者：Marine Frezza、Laurent Soulère、Sylvie Reverchon、Nicolas Guiliani、Carlos Jerez、Yves Queneau、Alain Doutheau

  DOI：10.1016/j.bmc.2008.02.023

  日期：2008.4.1

  A series of 9 homoserine lactone-derived sulfonylureas substituted by an alkyl chain, some of them bearing a phenyl group at the extremity, have been prepared. All compounds were found to inhibit the action of 3-oxo-hexanoyl-L-homoserine lactone, the natural inducer of bioluminescence in the bacterium Vibrio fischeri, the aliphatic compounds being more active than their phenyl-substituted counterparts. Molecular modelling studies performed on the most active compound in each series suggest that the antagonist activity could be related to the perturbation of the hydrogen-bond network in the ligand-protein complexes. (C) 2008 Elsevier Ltd. All rights reserved.