N-tert-butyl-3-(4-carboxyphenyl)-5-isobutylthiophene-2-sulfonamide | 1059103-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-tert-butyl-3-(4-carboxyphenyl)-5-isobutylthiophene-2-sulfonamide
• CAS: 1059103-86-4
• 化学式: C₁₉H₂₅NO₄S₂
• 分子量: 395.544
• InChiKey: CBFQMGGLPGLIRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  83.47
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-tert-butyl-3-(4-carboxyphenyl)-5-isobutylthiophene-2-sulfonamide 在 草酰氯 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-tert-butyl-3-(4-chloroformylphenyl)-5-isobutylthiophene-2-sulfonamide
  参考文献：
  名称：

  Selective angiotensin II AT2 receptor agonists: Benzamide structure–activity relationships

  摘要：

  In the investigation of the structure-activity relationship of nonpeptide AT(2) receptor agonists, a series of substituted benzamide analogues of the selective nonpeptide AT(2) receptor agonist M024 have been synthesised. In a second series, the biphenyl scaffold was compared to the thienylphenyl scaffold and the impact of the isobutyl substituent and its position on AT(1)/AT(2) receptor selectivity was also investigated. Both series included several compounds with high af. nity and selectivity for the AT(2) receptor. Three of the compounds were also proven to function as agonists at the AT(2) receptor, as deduced from a neurite outgrowth assay, conducted in NG108-15 cells. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.066
• 作为产物：
  描述：

  4-碘苯甲酸 、 5-异丁基-2-(N-叔丁基氨基磺酰基)噻吩-3-硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 0.08h， 以65%的产率得到N-tert-butyl-3-(4-carboxyphenyl)-5-isobutylthiophene-2-sulfonamide
  参考文献：
  名称：

  Selective angiotensin II AT2 receptor agonists: Benzamide structure–activity relationships

  摘要：

  In the investigation of the structure-activity relationship of nonpeptide AT(2) receptor agonists, a series of substituted benzamide analogues of the selective nonpeptide AT(2) receptor agonist M024 have been synthesised. In a second series, the biphenyl scaffold was compared to the thienylphenyl scaffold and the impact of the isobutyl substituent and its position on AT(1)/AT(2) receptor selectivity was also investigated. Both series included several compounds with high af. nity and selectivity for the AT(2) receptor. Three of the compounds were also proven to function as agonists at the AT(2) receptor, as deduced from a neurite outgrowth assay, conducted in NG108-15 cells. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.066