3-[4-(5-trifluoromethyl-[1,3,4]-oxadiazol-2-yl-methyl)-phenyl]-5-isobutyl-N-tertbutylthiophene-2-sulfonamide | 698356-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-[4-(5-trifluoromethyl-[1,3,4]-oxadiazol-2-yl-methyl)-phenyl]-5-isobutyl-N-tertbutylthiophene-2-sulfonamide
• CAS: 698356-34-2
• 化学式: C₂₂H₂₆F₃N₃O₃S₂
• 分子量: 501.594
• InChiKey: HQHCYPQSWSZNHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.68
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  85.09
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-[4-(5-trifluoromethyl-[1,3,4]-oxadiazol-2-yl-methyl)-phenyl]-5-isobutyl-N-tertbutylthiophene-2-sulfonamide 在 苯甲醚 、 三氟乙酸 作用下， 反应 18.0h， 生成 3-(4-(5-trifluoromethyl[1,3,4]oxadiazol-2-ylmethyl)phenyl)-5-isobutylthiophene-2-sulfonamide
  参考文献：
  名称：

  [EN] NEW TRICYCLIC ANGIOTENSIN II AGONISTS
  [FR] NOUVEAUX AGONISTES TRICYCLIQUES DE L'ANGIOTENSINE II

  摘要：

  提供了式(I)的化合物，其中虚线，X1，X2，X3，X4，A，Y1，Y2，Y3，Y4，Z1，Z2，R2和R3的含义如描述中所给，并且其药学上可接受的盐，这些化合物可用作AT2受体的选择性激动剂，因此，特别适用于治疗包括消化不良、肠易激综合征和多器官功能衰竭在内的胃肠道疾病以及心血管疾病。

  公开号：

  WO2004046141A1
• 作为产物：
  描述：

  在 三氟乙酸酐 作用下， 反应 0.5h， 以116 mg的产率得到3-[4-(5-trifluoromethyl-[1,3,4]-oxadiazol-2-yl-methyl)-phenyl]-5-isobutyl-N-tertbutylthiophene-2-sulfonamide
  参考文献：
  名称：

  Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition

  摘要：

  Structural alterations to the benzylic position of the first drug-like selective angiotensin II AT(2) receptor agonist (1) have been performed, with the emphasis to reduce the CYP 450 inhibitory property of the initial structure. The imidazole moiety, responsible for the CYP 450 inhibitory effect in 1, was replaced with various heterocycles. In addition, the modes of attachment of the heterocycles, that is, carbon versus nitrogen attachment, and introduction of carbonyl functionalities to the benzylic position have been evaluated. In all the three series, AT(2) receptor ligands with affinity in the lower nanomolar range were identified. None of the analogues, regardless of the substituents, exhibited any affinity for the AT(1) receptor. Compounds with substantially reduced inhibition of the CYP 450 enzymes were obtained. Among them the compound 60 was found to induce neurite elongation in NG 108-15 cells and served as potent AT(2) selective agonist. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.064