3-butyl-3-(4-bromophenylsulfanyl)propionic acid | 285572-39-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-butyl-3-(4-bromophenylsulfanyl)propionic acid
• 英文别名: 3-(4-Bromophenyl)sulfanylheptanoic acid
• CAS: 285572-39-6
• 化学式: C₁₃H₁₇BrO₂S
• 分子量: 317.247
• InChiKey: UIQYGRVZWWGABO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-butyl-3-(4-bromophenylsulfanyl)propionic acid 在 NH₂O-Wang resin 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 2-(Phenylsulfonyl)-3-phenyloxaziridin 、 三氟乙酸 作用下， 以 N,N-二甲基乙酰胺 、 二氯甲烷 为溶剂， 反应 15.0h， 以13%的产率得到3-(4-Bromo-benzenesulfinyl)-heptanoic acid hydroxyamide
  参考文献：
  名称：

  Hydroxamic Acid Derivatives as Potent Peptide Deformylase Inhibitors and Antibacterial Agents

  摘要：

  Low-molecular-weight beta-sulfonyl- and beta-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.

  DOI：

  10.1021/jm000018k
• 作为产物：
  描述：

  4-溴苯硫酚 、 4-butyloxetan-2-one 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以83%的产率得到3-butyl-3-(4-bromophenylsulfanyl)propionic acid
  参考文献：
  名称：

  Hydroxamic Acid Derivatives as Potent Peptide Deformylase Inhibitors and Antibacterial Agents

  摘要：

  Low-molecular-weight beta-sulfonyl- and beta-sulfinylhydroxamic acid derivatives have been synthesized and found to be potent inhibitors of Escherichia coli peptide deformylase (PDF). Most of the compounds synthesized and tested displayed antibacterial activities that cover several pathogens found in respiratory tract infections, including Chlamydia pneumoniae, Mycoplasma pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis. The potential of these compounds as antibacterial agents is discussed with respect to selectivity, intracellular concentrations in bacteria, and potential for resistance development.

  DOI：

  10.1021/jm000018k