2-丁氧基-5-(2,2-二甲基丙基)苯磺酰氯 | 918968-90-8

• 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-丁氧基-5-(2,2-二甲基丙基)苯磺酰氯
• 英文名称: 2-Butoxy-5-(2,2-dimethyl-propyl)-benzenesulfonyl chloride
• 英文别名: 2-Butoxy-5-(2,2-dimethylpropyl)benzene-1-sulfonyl chloride；2-butoxy-5-(2,2-dimethylpropyl)benzenesulfonyl chloride
• CAS: 918968-90-8
• 化学式: C₁₅H₂₃ClO₃S
• 分子量: 318.865
• InChiKey: GEBCYSUHGOWQLL-UHFFFAOYSA-N

物化性质

• 沸点：
  410.8±38.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-丁氧基-5-(2,2-二甲基丙基)苯磺酰氯 、 精胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-butoxy-5-(2,2-dimethylpropyl)benzenesulfonamide
  参考文献：
  名称：

  Structural correlation between lipophilicity and lipopolysaccharide-sequestering activity in spermine-sulfonamide analogs

  摘要：

  Lipopolysaccharides (LPS), otherwise termed 'endotoxins', are outer-membrane constituents of Gram-negative bacteria, and play a key role in the pathogenesis of 'Septic Shock', a major cause of mortality in the critically ill patient. We had previously defined the pharmacophore necessary for small molecules to specifically bind and neutralize this complex carbohydrate. A series of aryl and aliphatic spermine-sulfonamide analogs were synthesized and tested in a series of binding and cell-based assays in order to probe the effect of lipophilicity on sequestration ability. A strong correlation was indeed found, supporting the hypothesis that endotoxin-neutralizing ability involves a lipophilic or membrane attachment event. The research discussed herein may be useful for the design of additional carbohydrate recognizing molecules and endotoxin-neutralizing drugs. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.026

文献信息

• Structural correlation between lipophilicity and lipopolysaccharide-sequestering activity in spermine-sulfonamide analogs
  作者：Mark R. Burns、Scott A. Jenkins、Nicolas M. Vermeulen、Rajalakshmi Balakrishna、Thuan B. Nguyen、Matthew R. Kimbrell、Sunil A. David

  DOI：10.1016/j.bmcl.2006.09.026

  日期：2006.12

  Lipopolysaccharides (LPS), otherwise termed 'endotoxins', are outer-membrane constituents of Gram-negative bacteria, and play a key role in the pathogenesis of 'Septic Shock', a major cause of mortality in the critically ill patient. We had previously defined the pharmacophore necessary for small molecules to specifically bind and neutralize this complex carbohydrate. A series of aryl and aliphatic spermine-sulfonamide analogs were synthesized and tested in a series of binding and cell-based assays in order to probe the effect of lipophilicity on sequestration ability. A strong correlation was indeed found, supporting the hypothesis that endotoxin-neutralizing ability involves a lipophilic or membrane attachment event. The research discussed herein may be useful for the design of additional carbohydrate recognizing molecules and endotoxin-neutralizing drugs. (c) 2006 Elsevier Ltd. All rights reserved.