4-<3-<(N-isobutyl-N-methylamino)methyl>-4-hydroxybenzoyl>thiophene-2-sulfonamide | 143509-85-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-<3-<(N-isobutyl-N-methylamino)methyl>-4-hydroxybenzoyl>thiophene-2-sulfonamide
• 英文别名: 4-[4-Hydroxy-3-[[methyl(2-methylpropyl)amino]methyl]benzoyl]thiophene-2-sulfonamide
• CAS: 143509-85-7
• 化学式: C₁₇H₂₂N₂O₄S₂
• 分子量: 382.505
• InChiKey: ICZBWKGJZRHLFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-(4-甲氧基苯甲酰基)噻吩-2-磺酸 在 ammonium hydroxide 、 氯化亚砜 、 氢溴酸 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 25.5h， 生成 4-<3-<(N-isobutyl-N-methylamino)methyl>-4-hydroxybenzoyl>thiophene-2-sulfonamide
  参考文献：
  名称：

  4-Substituted thiophene- and furan-2-sulfonamides as topical carbonic anhydrase inhibitors

  摘要：

  A series of 4-substituted thiophene- and furan-2-sulfonamides was prepared and was found to possess nanomolar-level potency for inhibition of human carbonic anhydrase II in vitro. Selected examples from this group were further evaluated for their potential to act as topically effective ocular hypotensive agents in the ocular normotensive albino rabbit and the ocular alpha-chymotrypsinized rabbit. Solubility studies in water and pH 7.4 buffer were carried out to estimate the ability of compounds to be formulated in solution. The sensitization potential of key representative structures was determined by in vitro glutathione reactivity studies and guinea pig maximization testing.

  DOI：

  10.1021/jm00099a010

文献信息

• Hartman George D., Halczenko Wasyl, Smith Robert L., Sugrue Michael F., M+, J. Med. Chem., 35 (1992) N 21, S 3822-3831
  作者：Hartman George D., Halczenko Wasyl, Smith Robert L., Sugrue Michael F., M+

  DOI：——

  日期：——
• 4-Substituted thiophene- and furan-2-sulfonamides as topical carbonic anhydrase inhibitors
  作者：George D. Hartman、Wasyl Halczenko、Robert L. Smith、Michael F. Sugrue、Pierre J. Mallorga、Stuart R. Michelson、William C. Randall、Harvey Schwam、John M. Sondey

  DOI：10.1021/jm00099a010

  日期：1992.10

  A series of 4-substituted thiophene- and furan-2-sulfonamides was prepared and was found to possess nanomolar-level potency for inhibition of human carbonic anhydrase II in vitro. Selected examples from this group were further evaluated for their potential to act as topically effective ocular hypotensive agents in the ocular normotensive albino rabbit and the ocular alpha-chymotrypsinized rabbit. Solubility studies in water and pH 7.4 buffer were carried out to estimate the ability of compounds to be formulated in solution. The sensitization potential of key representative structures was determined by in vitro glutathione reactivity studies and guinea pig maximization testing.