5-chloromethyl-3-[4-methylthiophenyl]-2-oxazolidinone | 82768-00-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-chloromethyl-3-[4-methylthiophenyl]-2-oxazolidinone
• 英文别名: 5-Chloromethyl-3-(4-methylthiophenyl)-2-oxazolidinone；5-(chloromethyl)-3-(4-methylsulfanylphenyl)-1,3-oxazolidin-2-one
• CAS: 82768-00-1
• 化学式: C₁₁H₁₂ClNO₂S
• 分子量: 257.741
• InChiKey: PTTHRXWEBHTKMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloromethyl-3-[4-methylthiophenyl]-2-oxazolidinone 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以99%的产率得到(dl)-5-chloromethyl-3-[4-(methylsulfonyl)phenyl]-2-oxazolidinone
  参考文献：
  名称：

  Antibacterials. Synthesis and structure-activity studies of 3-aryl-2-oxooxazolidines. 1. The B group

  摘要：

  The synthesis and structure/activity studies of the effect of varying the "B" group in a series of oxazolidinone antibacterials (I) are described. Two synthetic routes were used: (1) alkylation of aniline with glycidol followed by dialkyl carbonate heterocyclization to afford I (A = H, B = OH), whose arene ring was further elaborated by using electrophilic aromatic substitution methodology; (2) cycloaddition of substituted aryl isocyanates with epoxides to give A and B with a variety of values. I with B = OH or Br were converted to other "B" functionalities by using SN2 methodology. Antibacterial evaluation of compounds I with A = acetyl, isopropyl, methylthio, methylsulfinyl, methylsulfonyl, and sulfonamido and a variety of different "B" groups against Staphylococcus aureus and Enterococcus faecalis concluded that the compounds with B = aminoacyl, and particularly acetamido, were the most active of those examined in each A series, possessing MICs in the range of 0.5-4 micrograms/mL for the most active compounds described.

  DOI：

  10.1021/jm00128a003
• 作为产物：
  描述：

  4-三氟甲基硫代苯基异氰酸酯 生成 5-chloromethyl-3-[4-methylthiophenyl]-2-oxazolidinone
  参考文献：
  名称：

  FUGITT, ROBERT BENSON;LUCKENBAUGH, RAYMOND WILSON

  摘要：

  DOI：

文献信息

• 3-(p-Alkylsulfonylphenyl)oxazolidinone derivatives as antibacterial
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04340606A1

  公开（公告）日：1982-07-20

  This invention relates to novel 3-(p-alkylsulfonylphenyl)oxazolidinone derivatives, pharmaceutical compositions containing them and methods of using them to alleviate bacterial infections in mammals.

  这项发明涉及新颖的3-(p-烷基磺酰基苯基)噁唑烷酮衍生物，含有它们的药物组合物以及利用它们缓解哺乳动物中的细菌感染的方法。
• 3-(p-Alkylsulfonylphenyl)-and 3-(p-alkylsulfinylphenyl)oxazolidinone derivatives as anti-bacterial agents
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0050827A1

  公开（公告）日：1982-05-05

  This invention relates to novel 3-(p-alkyl-sulfonyl- phenyl)oxazolidinone derivatives, pharmaceutical compositions containing them and methods of using them to alleviate bacterial infections in mammals.

  本发明涉及新型 3-(对烷基-砜基-苯基)噁唑烷酮衍生物、含有这些衍生物的药物组合物以及使用这些衍生物缓解哺乳动物细菌感染的方法。
• FUGITT, R. B.;LUCKENBAUGH, R. W.
  作者：FUGITT, R. B.、LUCKENBAUGH, R. W.

  DOI：——

  日期：——
• US4128654A
  申请人：——

  公开号：US4128654A

  公开（公告）日：1978-12-05