sodium 3-phenylpropane-1-sulfonate | 90220-58-9

• 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: sodium 3-phenylpropane-1-sulfonate
• 英文别名: sodium;3-phenylpropane-1-sulfonate
• CAS: 90220-58-9
• 化学式: C₉H₁₁O₃S*Na
• 分子量: 222.24
• InChiKey: FHJCFTZNOLMBSQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.83
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium 3-phenylpropane-1-sulfonate 在 氯化亚砜 、 N,N,N',N'-tetramethylguanidinium azide 作用下， 以 氯仿 、 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 135.0~650.0 ℃ 、1.33 Pa 条件下， 反应 36.0h， 生成 1,2,3,4-四氢喹啉
  参考文献：
  名称：

  Solution and flash vacuum pyrolyses of 3-arylpropanesulfonyl and 2-(aryloxy)ethanesulfonyl azides. Synthesis of 7- and 8-membered sultams

  摘要：

  DOI：

  10.1021/jo00191a014
• 作为产物：
  描述：

  1-溴-3-苯基丙烷 在 sodium sulfite 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 0.25h， 生成 sodium 3-phenylpropane-1-sulfonate
  参考文献：
  名称：

  Microwave-assisted synthesis of sodium sulfonates precursors of sulfonyl chlorides and fluorides

  摘要：

  We describe the use of a microwave reaction for the conversion of various bromides to sodium sulfonates that have been further elaborated to sulfonyl chlorides. This new approach leads to much improved yields and shorter reaction times. Representative sulfonyl chlorides serve as precursors for the respective sulfonyl fluorides that are potent inhibitors of the fatty acid amide hydrolase. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.167

文献信息

• N-Sulfonyl homoserine lactones as antagonists of bacterial quorum sensing
  作者：Sandra Castang、Bernard Chantegrel、Christian Deshayes、René Dolmazon、Patrice Gouet、Richard Haser、Sylvie Reverchon、William Nasser、Nicole Hugouvieux-Cotte-Pattat、Alain Doutheau

  DOI：10.1016/j.bmcl.2004.07.088

  日期：2004.10

  A series of 11 new analogues of N-acylhomoserine lactones in which the carboxamide bond was replaced by a sulfonamide one, has been synthesised. These compounds were evaluated for their ability to competitively inhibit the action of 3-oxohexanoyl-L-homoserine lactone, the natural ligand of the quorum sensing transcriptional regulator LuxR, which in turn activates expression of bioluminescence in the model bacterium Vibrio fischeri. Several compounds were found to display antagonist activity. Molecular modeling suggests that the latter prevent a cascade of structural rearrangements necessary for the formation of the active LuxR dimer. (C) 2004 Elsevier Ltd. All rights reserved.