2-(8-Methylnonylsulfonyl)acetamide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 2-(8-Methylnonylsulfonyl)acetamide
• 化学式: C₁₂H₂₅NO₃S
• 分子量: 263.401
• InChiKey: PZXDPBFJVVTKKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  85.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  S-acetyl 8-methylnonanethiol 在 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 2-(8-Methylnonylsulfonyl)acetamide
  参考文献：
  名称：

  A New Class of Antituberculosis Agents

  摘要：

  Long-chain lipid envelopes are characteristic of mycobacteria such as those that cause tuberculosis and leprosy. Inhibition of fatty acid synthesis or elongation is a strategy demonstrated to be clinically effective against M. tuberculosis. A new class of compounds designed to inhibit the beta-ketoacyl synthase reaction of fatty acid synthesis has been developed. Of >30 compounds described, the most active were acetamides containing alkylsulfonyl substituents. Inhibitory activities were acutely sensitive to net charge, chain length, and degree of unsaturation. The most active compound 5 (alkyl = C-10) contained a single methylene spacer between the sulfone and carboxamide and exhibited an MIC of 0.75-1.5 mu g/mL, comparable to first-line antituberculosis drugs. These compounds are species-specific, exhibiting no significant activity against bacterial species other than M. tuberculosis and closely related strains. The synthesis, biological activity, and specificity of these compounds are described.

  DOI：

  10.1021/jm000149l

文献信息

• N-alkylthio beta-lactams, alkyl-coenzyme a asymmetric disulfides, and aryl-alkyl disulfides as anti-bacterial agents
  申请人：Turos Edward

  公开号：US20080182815A1

  公开（公告）日：2008-07-31

  The present invention provides N-alkylthio β-lactams and disulfide compounds (e.g., alkyl-coenzyme A asymmetric disulfides or aryl-alkyl disulfides), compositions containing such compounds, and method of their use as anti-bacterial agents.

  本发明提供了N-烷基硫代β-内酰胺和二硫化合物（例如，烷基辅酶A不对称二硫化合物或芳基-烷基二硫化合物），含有这些化合物的组合物，以及将它们用作抗菌剂的方法。
• N-ALKYLTHIO BETA-LACTAMS, ALKYL-COENZYME A ASYMMETRIC DISULFIDES, AND ARYL-ALKYL DISULFIDES AS ANTI-BACTERIAL AGENTS
  申请人：TUROS EDWARD

  公开号：US20140235565A1

  公开（公告）日：2014-08-21

  The present invention provides N-alkylthio β-lactams and disulfide compounds (e.g., alkyl-coenzyme A asymmetric disulfides or aryl-alkyl disulfides), compositions containing such compounds, and methods of their use as anti-bacterial agents.

  本发明提供了N-烷基硫代β-内酰胺和二硫化物化合物（例如，烷基辅酶A不对称二硫化物或芳基-烷基二硫化物），包含这些化合物的组合物以及它们作为抗菌剂的使用方法。
• US8722937B2
  申请人：——

  公开号：US8722937B2

  公开（公告）日：2014-05-13
• US9096635B2
  申请人：——

  公开号：US9096635B2

  公开（公告）日：2015-08-04
• US9949480B2
  申请人：——

  公开号：US9949480B2

  公开（公告）日：2018-04-24