3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-N-[3-(trifluoromethyl)phenyl]-1H-1,2,4-triazole-5-carboxamide | 1262196-27-9

• 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: 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-N-[3-(trifluoromethyl)phenyl]-1H-1,2,4-triazole-5-carboxamide
• 英文别名: 5-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]-2-methyl-N-[3-(trifluoromethyl)phenyl]-1,2,4-triazole-3-carboxamide
• CAS: 1262196-27-9
• 化学式: C₂₂H₁₉F₃N₆O₂
• 分子量: 456.427
• InChiKey: XLFWXAAKVNJNFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-methyl-1-[2-(methyloxy)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-imidazole 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 1.33h， 生成 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-1-methyl-N-[3-(trifluoromethyl)phenyl]-1H-1,2,4-triazole-5-carboxamide
  参考文献：
  名称：

  苯胺三唑作为有效的γ分泌酶调节剂

  摘要：

  描述了一系列新型的有效γ分泌酶调节剂的设计和合成。探索三唑环和芳香族附录2之间的各种间隔基团已产生苯胺三唑28，该化合物将体外和体内的高效力与可接受的类药物特性结合在一起。

  DOI：

  10.1016/j.bmcl.2014.10.024

文献信息

• [EN] SUBSTITUTED TRIAZOLE AND IMIDAZOLE DERIVATIVES AS GAMMA SECRETASE MODULATORS<br/>[FR] DÉRIVÉS DE TRIAZOLE ET D'IMIDAZOLE SUBSTITUÉS EN TANT QUE MODULATEURS DE GAMMA SECRÉTASE
  申请人：ORTHO MCNEIL JANSSEN PHARM

  公开号：WO2011006903A1

  公开（公告）日：2011-01-20

  The present invention is concerned with novel substituted triazole and imidazole derivatives of Formula (I) wherein R1, R2, A1, A2, A3, A4, X, and Het1 have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

  本发明涉及具有以下式（I）的新型取代三唑和咪唑衍生物，其中R1、R2、A1、A2、A3、A4、X和Het1的含义如权利要求中所定义。根据本发明的化合物可用作γ-分泌酶调节剂。该发明还涉及制备这种新型化合物的方法，包含所述化合物作为活性成分的药物组合物，以及将所述化合物用作药物的用途。
• SUBSTITUTED TRIAZOLE AND IMIDAZOLE DERIVATIVES AS GAMMA SECRETASE MODULATORS
  申请人：Janssen Pharmaceuticals Inc.

  公开号：EP2454239B1

  公开（公告）日：2014-08-13
• NOVEL SUBSTITUTED TRIAZOLE AND IMIDAZOLE DERIVATIVES AS GAMMA SECRETASE MODULATORS
  申请人：Wu Tongfei

  公开号：US20120135981A1

  公开（公告）日：2012-05-31

  The present invention is concerned with novel substituted triazole and imidazole derivatives of Formula (I) wherein R 1 , R 2 , A 1 , A 2 , A 3 , A 4 , X, and Het 1 have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.
• US8946266B2
  申请人：——

  公开号：US8946266B2

  公开（公告）日：2015-02-03
• Anilinotriazoles as potent gamma secretase modulators
  作者：Adriana I. Velter、François P. Bischoff、Didier Berthelot、Michel De Cleyn、Daniel Oehlrich、Libuse Jaroskova、Gregor Macdonald、Garrett Minne、Serge Pieters、Frederik Rombouts、Sven Van Brandt、Yves Van Roosbroeck、Michel Surkyn、Andrés A. Trabanco、Gary Tresadern、Tongfei Wu、Herman Borghys、Marc Mercken、Chantal Masungi、Harrie Gijsen

  DOI：10.1016/j.bmcl.2014.10.024

  日期：2014.12

  The design and synthesis of a novel series of potent gamma secretase modulators is described. Exploration of various spacer groups between the triazole ring and the aromatic appendix in 2 has led to anilinotriazole 28, which combined high in vitro and in vivo potency with an acceptable drug-like profile.

  描述了一系列新型的有效γ分泌酶调节剂的设计和合成。探索三唑环和芳香族附录2之间的各种间隔基团已产生苯胺三唑28，该化合物将体外和体内的高效力与可接受的类药物特性结合在一起。