4-(5-bromo-4H-1,2,4-triazol-3-yl)morpholine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(5-bromo-4H-1,2,4-triazol-3-yl)morpholine
• 英文别名: 4-(3-bromo-1H-1,2,4-triazol-5-yl)morpholine；4-(5-bromo-1H-1,2,4-triazol-3-yl)morpholine
• 化学式: C₆H₉BrN₄O
• mdl: MFCD28954591
• 分子量: 233.068
• InChiKey: JSTWLMMBRYRESQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  54
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2yl)quinazoline-4-amine 、 4-(5-bromo-4H-1,2,4-triazol-3-yl)morpholine 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 12.0h， 以5%的产率得到N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-(5-morpholino-4H-1,2,4-triazol-3-yl)quinazolin-4-amine
  参考文献：
  名称：

  Optimization of physicochemical properties for 4-anilinoquinazoline inhibitors of trypanosome proliferation

  摘要：

  Human African trypanosomiasis (HAT) is a deadly disease in need of new chemotherapeutics that can cross into the central nervous system. We previously reported the discovery of 2 (NEU-617), a small molecule with activity against T brucei bloodstream proliferation. Further optimization of 2 to improve the physicochemical properties (LogP, LLE, [1], and MPO score) [2] have led us to twelve sub-micromolar compounds, most importantly the headgroup variants 9i and 9j, and the linker variant 18. Although these 3 compounds had reduced potency compared to 2, they all had improved LogP, LLE and MPO scores. Cross-screening these analogs against other protozoan parasites uncovered 90 with potent activity towards T. brucei, T cruzi and L major, while four others compounds (17,18, 21, 26) showed activity towards P. falciparum D6. This reinforces the effectiveness of lead repurposing for the discovery of new protozoan disease therapeutics. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.10.007
• 作为产物：
  描述：

  吗啉 、 3,5-二溴-1,2,4-三氮唑 在 吡啶 作用下， 反应 0.17h， 以52%的产率得到4-(5-bromo-4H-1,2,4-triazol-3-yl)morpholine
  参考文献：
  名称：

  Optimization of physicochemical properties for 4-anilinoquinazoline inhibitors of trypanosome proliferation

  摘要：

  Human African trypanosomiasis (HAT) is a deadly disease in need of new chemotherapeutics that can cross into the central nervous system. We previously reported the discovery of 2 (NEU-617), a small molecule with activity against T brucei bloodstream proliferation. Further optimization of 2 to improve the physicochemical properties (LogP, LLE, [1], and MPO score) [2] have led us to twelve sub-micromolar compounds, most importantly the headgroup variants 9i and 9j, and the linker variant 18. Although these 3 compounds had reduced potency compared to 2, they all had improved LogP, LLE and MPO scores. Cross-screening these analogs against other protozoan parasites uncovered 90 with potent activity towards T. brucei, T cruzi and L major, while four others compounds (17,18, 21, 26) showed activity towards P. falciparum D6. This reinforces the effectiveness of lead repurposing for the discovery of new protozoan disease therapeutics. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.10.007

文献信息

• SSAO INHIBITOR
  申请人：Shandong Danhong Pharmaceutical Co., Ltd.

  公开号：EP3626699A1

  公开（公告）日：2020-03-25

  The present invention provides an SSAO inhibitor and an application thereof in preparing a drug for treating a disease related to SSAO. In particular, the present invention provides a compound shown in formula (IV) and a pharmaceutically acceptable salt thereof.

  本发明提供了一种SSAO抑制剂及其在制备治疗与SSAO相关疾病的药物中的应用。特别是，本发明提供了一种式（IV）所示的化合物及其药学上可接受的盐。