5-[[3-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-thiophene-3-sulfonic acid amide | 1028269-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 5-[[3-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-thiophene-3-sulfonic acid amide
• 英文别名: 5-[[3-[[Tert-butyl(dimethyl)silyl]oxymethyl]phenyl]-(oxan-2-yloxy)methyl]thiophene-3-sulfonamide
• CAS: 1028269-40-0
• 化学式: C₂₃H₃₅NO₅S₂Si
• 分子量: 497.752
• InChiKey: IPGVORDPYXXMJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-[[3-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-thiophene-3-sulfonic acid amide 在 jones' reagent 、 四丁基氟化铵 、 氢气 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 0.5h， 生成 5-<1-oxo-1-(3-carboxyphenyl)methyl>-3-thiophenesulfonamide
  参考文献：
  名称：

  5-Substituted 3-thiophenesulfonamides as carbonic anhydrase inhibitors

  摘要：

  A series of 5-substituted 3-thiophenesulfonamides was prepared from 4-bromo-2-thiophene carboxaldehyde. Several of these compounds inhibited carbonic anhydrase II in vitro at concentrations of less than 10 nM. In the ex vivo assay, these compounds have inhibitory values in the 25-81% range. Additionally, none of these compounds exhibit sensitization potential as determined by in vitro measurement of cysteine reactivity.

  DOI：

  10.1016/0223-5234(96)89133-1
• 作为产物：
  描述：

  4-溴-2-噻吩甲醛 在 ammonium hydroxide 、 N-氯代丁二酰亚胺 、 正丁基锂 、 二氧化硫 作用下， 以 四氢呋喃 、 乙醚 、 环己烷 、 丙酮 为溶剂， 反应 3.25h， 生成 5-[[3-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-thiophene-3-sulfonic acid amide
  参考文献：
  名称：

  5-Substituted 3-thiophenesulfonamides as carbonic anhydrase inhibitors

  摘要：

  A series of 5-substituted 3-thiophenesulfonamides was prepared from 4-bromo-2-thiophene carboxaldehyde. Several of these compounds inhibited carbonic anhydrase II in vitro at concentrations of less than 10 nM. In the ex vivo assay, these compounds have inhibitory values in the 25-81% range. Additionally, none of these compounds exhibit sensitization potential as determined by in vitro measurement of cysteine reactivity.

  DOI：

  10.1016/0223-5234(96)89133-1