5-(5-methyl-2-(methylsulphonyl)thiophen-3-yl)-1,3,4-oxathiazol-2-one | 146304-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-(5-methyl-2-(methylsulphonyl)thiophen-3-yl)-1,3,4-oxathiazol-2-one
• 英文别名: 5-(5-Methyl-2-methylsulfonylthiophen-3-yl)-1,3,4-oxathiazol-2-one
• CAS: 146304-92-9
• 化学式: C₈H₇NO₄S₃
• 分子量: 277.346
• InChiKey: FHHPCSYCWCIXAO-UHFFFAOYSA-N

物化性质

• 沸点：
  491.0±55.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(5-methyl-2-(methylsulphonyl)thiophen-3-yl)-1,3,4-oxathiazol-2-one 以80%的产率得到2-Methanesulfonyl-5-methyl-thiophene-3-carbonitrile
  参考文献：
  名称：

  Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series

  摘要：

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.

  DOI：

  10.1007/bf00864350
• 作为产物：
  描述：

  2-methanesulfonyl-5-methyl-thiophene-3-carboxylic acid amide 、 氯羰基亚磺酰氯 以 甲苯 为溶剂， 反应 8.0h， 以80%的产率得到5-(5-methyl-2-(methylsulphonyl)thiophen-3-yl)-1,3,4-oxathiazol-2-one
  参考文献：
  名称：

  Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series

  摘要：

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.

  DOI：

  10.1007/bf00864350

文献信息

• PROTEASOME INHIBITORS AND THEIR USE IN TREATING PATHOGEN INFECTION AND CANCER
  申请人：Nathan Carl

  公开号：US20110118274A1

  公开（公告）日：2011-05-19

  The present invention relates to proteasome inhibitors and their use in methods of treating a subject for a pathogen infection or cancer. The methods involve administering to the subject a compound of Formula (I). (I) where: Q is Formula or Formula, where the crossing dashed line illustrates the bond formed joining Q to the rest of the compound of Formula (I). The remainder of substituents of the compound of Formula (I) are defined in the present application.
• Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series
  作者：M. M. Krayushkin、M. A. Kalik、A. Ya. Kudryavtseva

  DOI：10.1007/bf00864350

  日期：1992.8

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.