3,3,5,5-tetramethyl-2-oxo-oxazolidinium; chloride | 69146-72-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3,3,5,5-tetramethyl-2-oxo-oxazolidinium; chloride
• 英文别名: 3,3,5,5-Tetramethyl-1,3-oxazolidin-3-ium-2-one;chloride
• CAS: 69146-72-1
• 化学式: C₇H₁₄NO₂*Cl
• 分子量: 179.647
• InChiKey: UWPXFGJOPVSDKX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.0
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3,5,5-tetramethyl-2-oxo-oxazolidinium; chloride 、 (RS)-5-((SR)-1-indol-3-yl-ethyl)-2-methylamino-thiazol-4-one 生成 3-[(RS)-1-((SR)-2-methylamino-4-oxo-4,5-dihydro-thiazol-5-yl)-ethyl]-indole-1-carboxylic acid 2-dimethylamino-1,1-dimethyl-ethyl ester
  参考文献：
  名称：

  Easily hydrolyzable, water-soluble derivatives of (.+-.)-.alpha.-5-[1-(indol-3-yl)ethyl]-2-methylamino-.DELTA.2-thiazolin-4-one, a novel antiviral compound

  摘要：

  The preparation of a series of indole N-acyl and N-carbamic esters of (+/-)-alpha-5-[1-(indol-3-yl)ethyl]-2-methylamino-delta2-thiazolin-4-one (1) is reported. These derivatives were synthesized as potential water-soluble precursors of the antiviral thiazolinone 1, for evaluation by intranasal administration against influenza and other respiratory infections caused by viruses. Salts of the basic carbamic esters (16--19) possess the required water solubility, undergo rapid hydrolysis and decarboxylation at pH values greater than 6, and have high activity against influenza A2 and Coxsackie B1 viruses in vitro. In influenza A2 infected ferrets a representative ester (16) reduced the severity and duration of disease symptoms and reduced nasal wash virus titres but caused local irritancy.

  DOI：

  10.1021/jm00188a013
• 作为产物：
  描述：

  光气 、 1-(二甲基氨基)-2-甲基丙烷-2-醇 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 3,3,5,5-tetramethyl-2-oxo-oxazolidinium; chloride
  参考文献：
  名称：

  Easily hydrolyzable, water-soluble derivatives of (.+-.)-.alpha.-5-[1-(indol-3-yl)ethyl]-2-methylamino-.DELTA.2-thiazolin-4-one, a novel antiviral compound

  摘要：

  The preparation of a series of indole N-acyl and N-carbamic esters of (+/-)-alpha-5-[1-(indol-3-yl)ethyl]-2-methylamino-delta2-thiazolin-4-one (1) is reported. These derivatives were synthesized as potential water-soluble precursors of the antiviral thiazolinone 1, for evaluation by intranasal administration against influenza and other respiratory infections caused by viruses. Salts of the basic carbamic esters (16--19) possess the required water solubility, undergo rapid hydrolysis and decarboxylation at pH values greater than 6, and have high activity against influenza A2 and Coxsackie B1 viruses in vitro. In influenza A2 infected ferrets a representative ester (16) reduced the severity and duration of disease symptoms and reduced nasal wash virus titres but caused local irritancy.

  DOI：

  10.1021/jm00188a013

文献信息

• ANTIVIRAL COMPOUNDS
  申请人：Cottell Jeromy J.

  公开号：US20140051626A1

  公开（公告）日：2014-02-20

  The invention is related to anti-viral compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

  该发明涉及抗病毒化合物、含有这种化合物的组合物、包括给予这种化合物的治疗方法，以及用于制备这种化合物的过程和中间体。
• Antiviral compounds
  申请人：Cottell Jeromy J.

  公开号：US20090186869A1

  公开（公告）日：2009-07-23

  The invention is related to anti-viral compounds, compositions containing such compounds, and therapeutic methods that include the administration of such compounds, as well as to processes and intermediates useful for preparing such compounds.

  本发明涉及抗病毒化合物、含有该化合物的组合物以及包括该化合物的治疗方法，还涉及用于制备该化合物的过程和中间体。
• US8513186B2
  申请人：——

  公开号：US8513186B2

  公开（公告）日：2013-08-20
• US8809267B2
  申请人：——

  公开号：US8809267B2

  公开（公告）日：2014-08-19