5,7-dimethyl-2-ethyl-3-[[4-[2-(N-t-butylaminosulfonyl)-5-iso-butyl-3-thienyl]phenyl]methyl]-imidazo[4,5-b ]pyridine | 151467-35-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: 5,7-dimethyl-2-ethyl-3-[[4-[2-(N-t-butylaminosulfonyl)-5-iso-butyl-3-thienyl]phenyl]methyl]-imidazo[4,5-b ]pyridine
• 英文别名: N-(tert-Butyl)-3-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)-5-isobutylthiophene-2-sulfonamide；N-tert-butyl-3-[4-[(2-ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]-5-(2-methylpropyl)thiophene-2-sulfonamide
• CAS: 151467-35-5
• 化学式: C₂₉H₃₈N₄O₂S₂
• 分子量: 538.778
• InChiKey: JXAWQIDKGOIRBY-UHFFFAOYSA-N

物化性质

• 沸点：
  680.7±65.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  114
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,7-dimethyl-2-ethyl-3-[[4-[2-(N-t-butylaminosulfonyl)-5-iso-butyl-3-thienyl]phenyl]methyl]-imidazo[4,5-b ]pyridine 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以90%的产率得到3-[4-[(2-Ethyl-5,7-dimethylimidazo[4,5-b]pyridin-3-yl)methyl]phenyl]-5-(2-methylpropyl)thiophene-2-sulfonamide
  参考文献：
  名称：

  三氯化硼是一种用于叔丁基芳基磺酰胺脱保护的有效选择剂

  摘要：

  已经开发了一种快速，温和且选择性的方法，该方法利用BCl 3作为脱保护剂对叔丁基芳基磺酰胺进行脱保护。在这些条件下使用的各种叔丁基芳基磺酰胺以高收率得到相应的伯磺酰胺。该方法不裂解甲氧基，并防止叔丁基结合到富电子芳环上。

  DOI：

  10.1016/s0040-4039(03)01020-7
• 作为产物：
  描述：

  2-ethyl-5,7-dimethyl-3-(4-bromobenzyl)imidazo<4,5-b>pyridine 、 5-异丁基-2-(N-叔丁基氨基磺酰基)噻吩-3-硼酸 在 sodium hydroxide 、 四(三苯基膦)钯 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 生成 5,7-dimethyl-2-ethyl-3-[[4-[2-(N-t-butylaminosulfonyl)-5-iso-butyl-3-thienyl]phenyl]methyl]-imidazo[4,5-b ]pyridine
  参考文献：
  名称：

  First Reported Nonpeptide AT₁ Receptor Agonist (L-162,313) Acts as an AT₂ Receptor Agonist in Vivo

  摘要：

  In this investigation, it is demonstrated that the first nonpeptide AT, receptor agonist L-162,313 (1), disclosed in 1994, also acts as an agonist at the AT(2) receptor. In anesthetized rats, administration of compound 1 intravenously or locally in the duodenum increased duodenal mucosal alkaline secretion, effects that were sensitive to the selective AT2 receptor antagonist PD-123,319. The data strongly suggest that 1 is an AT2 receptor agonist in vivo. To the best of our knowledge, this substance is the first nonpeptidic low-molecular weight compound with an agonistic effect mediated through the AT2 receptor.

  DOI：

  10.1021/jm031031i

文献信息

• Boron trichloride as an efficient and selective agent for deprotection of tert-butyl aryl sulfonamides
  作者：Yiqian Wan、Xiongyu Wu、Mahalingam A. Kannan、Mathias Alterman

  DOI：10.1016/s0040-4039(03)01020-7

  日期：2003.6

  A fast, mild and selective method for deprotection of tert-butyl aryl sulfonamides utilizing BCl3 as deprotection reagent has been developed. A variety of tert-butyl aryl sulfonamides used under these conditions gave the corresponding primary sulfonamides in high yields. The method does not cleave methoxy groups and prevents incorporation of tert-butyl groups onto electron-rich aromatic rings.

  已经开发了一种快速，温和且选择性的方法，该方法利用BCl 3作为脱保护剂对叔丁基芳基磺酰胺进行脱保护。在这些条件下使用的各种叔丁基芳基磺酰胺以高收率得到相应的伯磺酰胺。该方法不裂解甲氧基，并防止叔丁基结合到富电子芳环上。
• US5444067A
  申请人：——

  公开号：US5444067A

  公开（公告）日：1995-08-22
• First Reported Nonpeptide AT₁ Receptor Agonist (L-162,313) Acts as an AT₂ Receptor Agonist in Vivo
  作者：Yiqian Wan、Charlotta Wallinder、Berndt Johansson、Mathias Holm、Mahalingam A. K.、Xiongyu Wu、Milad Botros、Anders Karlén、Anders Pettersson、Fred Nyberg、Lars Fändriks、Anders Hallberg、Mathias Alterman

  DOI：10.1021/jm031031i

  日期：2004.3.1

  In this investigation, it is demonstrated that the first nonpeptide AT, receptor agonist L-162,313 (1), disclosed in 1994, also acts as an agonist at the AT(2) receptor. In anesthetized rats, administration of compound 1 intravenously or locally in the duodenum increased duodenal mucosal alkaline secretion, effects that were sensitive to the selective AT2 receptor antagonist PD-123,319. The data strongly suggest that 1 is an AT2 receptor agonist in vivo. To the best of our knowledge, this substance is the first nonpeptidic low-molecular weight compound with an agonistic effect mediated through the AT2 receptor.
• Scandium Triflate as an Efficient and Recyclable Catalyst for the Deprotection of Tert‐Butyl Aryl Sulfonamides
  作者：A. K. Mahalingam、Xiongyu Wu、Yiqian Wan、Mathias Alterman

  DOI：10.1081/scc-200048949

  日期：2005.1.1

  A mild and efficient method for deprotection of tert-butyl sulfonamide groups utilizing Sc(OTf)(3) as deprotecting reagent has been developed. A variety of tert-butyl aryl sulfonamides used under these conditions gave the corresponding primary sulfonamides in high yields. The Lewis acid catalyst could be fully recovered and reused with maintained activity after the reactions.