6-tert-butyl-imidazo[2,1-b]thiazole-2-sulfonic acid amide | 63735-70-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并噻唑类
• 英文名称: 6-tert-butyl-imidazo[2,1-b]thiazole-2-sulfonic acid amide
• 英文别名: 6-Tert-butylimidazo[2,1-b][1,3]thiazole-2-sulfonamide
• CAS: 63735-70-6
• 化学式: C₉H₁₃N₃O₂S₂
• 分子量: 259.353
• InChiKey: GUGBGEOCGSXCEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-溴频哪酮 、 2-氨基噻唑-5-磺酰胺 以 乙醇 为溶剂， 反应 60.0h， 以10%的产率得到6-tert-butyl-imidazo[2,1-b]thiazole-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 2. Imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamides

  摘要：

  A series of imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamide carbonic anhydrase inhibitors is described and their anticonvulsant activities are listed. Many of the compounds have the same degree of ionization as acetazolamide and methazolamide, but their higher lipophilicity means that they are more able to penetrate into the central nervous system. One compound, 6-tert-butyl-2-sulfamoylimidazo[2,1-b]-1,3,4-thiadiazole (8, UK-15,454) had an anticonvulsant ED50 of 2.6 mg/kg when administered orally to mice. 8 selectively increased cerebral blood flow in animals without producing a high level of metabolic acidosis.

  DOI：

  10.1021/jm00176a003

文献信息

• Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 2. Imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamides
  作者：Ian T. Barnish、Peter E. Cross、Roger P. Dickinson、Brian Gadsby、Michael J. Parry、Michael J. Randall、Ian W. Sinclair

  DOI：10.1021/jm00176a003

  日期：1980.2

  A series of imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamide carbonic anhydrase inhibitors is described and their anticonvulsant activities are listed. Many of the compounds have the same degree of ionization as acetazolamide and methazolamide, but their higher lipophilicity means that they are more able to penetrate into the central nervous system. One compound, 6-tert-butyl-2-sulfamoylimidazo[2,1-b]-1,3,4-thiadiazole (8, UK-15,454) had an anticonvulsant ED50 of 2.6 mg/kg when administered orally to mice. 8 selectively increased cerebral blood flow in animals without producing a high level of metabolic acidosis.