5-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide | 63032-38-2

• 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-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide
• 英文别名: 2-Thiophenesulfonamide,5-[[4-(methylsulfonyl)phenyl]thio]-；5-(4-methylsulfonylphenyl)sulfanylthiophene-2-sulfonamide
• CAS: 63032-38-2
• 化学式: C₁₁H₁₁NO₄S₄
• 分子量: 349.477
• InChiKey: ZLORPPWOENNUHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  165
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以72%的产率得到5-(4-Methanesulfonyl-benzenesulfonyl)-thiophene-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 3. 5-(Arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides

  摘要：

  A series of 5-(arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides is described and anticonvulsant activities are listed for the compounds. In most cases, the sulfones had the highest activity and the sulfides the least. Sulfones with 3- or 4-halo substituents generally had the highest activity, and one analogue, 5-[(4-fluorophenyl)sulfonyl]thiophene-2-sulfonamide (51, UK-17022), had an anticonvulsant ED50 fo 2 mg/kg when administered orally to mice. Compound 51 selectively increased cerebral blood flow in animals without an unacceptable level of diuresis.

  DOI：

  10.1021/jm00140a009
• 作为产物：
  描述：

  4-溴苯甲砜 在 1,4-二氧六环 、 氢氧化钾 、 ammonium hydroxide 、 三氧化硫 、 三氯氧磷 作用下， 以 氯仿 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 9.5h， 生成 5-(4-Methanesulfonyl-phenylsulfanyl)-thiophene-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 3. 5-(Arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides

  摘要：

  A series of 5-(arylthio)-, 5-(arylsulfinyl)-, and 5-(arylsulfonyl)thiophene-2-sulfonamides is described and anticonvulsant activities are listed for the compounds. In most cases, the sulfones had the highest activity and the sulfides the least. Sulfones with 3- or 4-halo substituents generally had the highest activity, and one analogue, 5-[(4-fluorophenyl)sulfonyl]thiophene-2-sulfonamide (51, UK-17022), had an anticonvulsant ED50 fo 2 mg/kg when administered orally to mice. Compound 51 selectively increased cerebral blood flow in animals without an unacceptable level of diuresis.

  DOI：

  10.1021/jm00140a009

文献信息

• BARNISH, I. T.;CROSS, P. E.;DICKINSON, R. P.;PARRY, M. J.;RANDALL, M. J., J. MED. CHEM., 1981, 24, N 8, 959-964
  作者：BARNISH, I. T.、CROSS, P. E.、DICKINSON, R. P.、PARRY, M. J.、RANDALL, M. J.

  DOI：——

  日期：——