5-(1-azido-2-ethylbutyl)-1-(4-fluorobenzyl)-1H-1,2,4-triazole | 861162-17-6

• 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: 5-(1-azido-2-ethylbutyl)-1-(4-fluorobenzyl)-1H-1,2,4-triazole
• 英文别名: 5-(1-Azido-2-ethylbutyl)-1-(4-fluorobenzyl)-1H-1,2,4-triazole；5-(1-azido-2-ethylbutyl)-1-[(4-fluorophenyl)methyl]-1,2,4-triazole
• CAS: 861162-17-6
• 化学式: C₁₅H₁₉FN₆
• 分子量: 302.354
• InChiKey: WOXSKLGXOVEMEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  45.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(1-azido-2-ethylbutyl)-1-(4-fluorobenzyl)-1H-1,2,4-triazole 在 5%-palladium/activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 {2-ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butyl}amine
  参考文献：
  名称：

  新型杂环磺酰胺γ-分泌酶抑制剂的合成及其构效关系

  摘要：

  业已证明，γ-分泌酶抑制剂可减少β-淀粉样蛋白的产生，β-淀粉样蛋白是在阿尔茨海默氏病患者的大脑中发现的斑块的一种成分。据报道，一系列新的杂环磺酰胺γ-分泌酶抑制剂可降低细胞中的β-淀粉样蛋白水平。与Notch（一种替代的γ-分泌酶底物）相比，该系列化合物的几个实例显示出更高的抑制淀粉样蛋白前体蛋白加工的倾向。

  DOI：

  10.1016/j.bmc.2009.04.052
• 作为产物：
  描述：

  2-Ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butyl methanesulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 5-(1-azido-2-ethylbutyl)-1-(4-fluorobenzyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  新型杂环磺酰胺γ-分泌酶抑制剂的合成及其构效关系

  摘要：

  业已证明，γ-分泌酶抑制剂可减少β-淀粉样蛋白的产生，β-淀粉样蛋白是在阿尔茨海默氏病患者的大脑中发现的斑块的一种成分。据报道，一系列新的杂环磺酰胺γ-分泌酶抑制剂可降低细胞中的β-淀粉样蛋白水平。与Notch（一种替代的γ-分泌酶底物）相比，该系列化合物的几个实例显示出更高的抑制淀粉样蛋白前体蛋白加工的倾向。

  DOI：

  10.1016/j.bmc.2009.04.052

文献信息

• Heterocyclic sulfonamide inhibtors of beta amyloid production containing an azole
  申请人：Resnick Lynn

  公开号：US20050171180A1

  公开（公告）日：2005-08-04

  Compounds useful for lowering beta amyloid levels are provided. The compounds have the structure of formula Ia: wherein, R 1 is lower alkyl, substituted lower alkyl, phenyl, substituted phenyl, benzyl, substituted benzyl, benzyloxy, substituted benzyloxy, or SO 2 R 5 ; R 5 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, alkyl, or substituted alkyl; R 2 is lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, or cycloalkyl; R 3 is hydrogen, lower alkyl, or substituted lower alkyl; R 4 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, thiophene, or substituted thiophene; R 6 is hydrogen, lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, cycloalkyl, or substituted cycloalkyl; W, X and Y are independently CR 7 or N; and R 7 is hydrogen, halogen, lower alkyl, or substituted lower alkyl.

  提供了降低β淀粉样蛋白水平的化合物。这些化合物具有如下式Ia的结构：其中，R1是较低的烷基，取代的较低烷基，苯基，取代的苯基，苄基，取代的苄基，苄氧基，取代的苄氧基，或SO2R5；R5是苯基，取代的苯基，杂环，取代的杂环，烷基，或取代的烷基；R2是较低的烷基，取代的较低烷基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基，或环烷基；R3是氢，较低的烷基，或取代的较低烷基；R4是苯基，取代的苯基，杂环，取代的杂环，噻吩，或取代的噻吩；R6是氢，较低的烷基，取代的较低烷基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基，环烷基，或取代的环烷基；W、X和Y独立地是CR7或N；而R7是氢，卤素，较低的烷基，或取代的较低烷基。
• HETEROCYCLIC SULFONAMIDE INHIBITORS OF BETA AMYLOID PRODUCTION CONTAINING AN AZOLE
  申请人：Resnick Lynn

  公开号：US20080249150A1

  公开（公告）日：2008-10-09

  Compounds useful for lowering beta amyloid levels are provided. The compounds have the structure of formula Ia: wherein, R 1 is lower alkyl, substituted lower alkyl, phenyl, substituted phenyl, benzyl, substituted benzyl, benzyloxy, substituted benzyloxy, or SO 2 R 5 ; R 5 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, alkyl, or substituted alkyl; R 2 is lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, or cycloalkyl; R 3 is hydrogen, lower alkyl, or substituted lower alkyl; R 4 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, thiophene, or substituted thiophene; R 6 is hydrogen, lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, cycloalkyl, or substituted cycloalkyl; W, X and Y are independently CR 7 or N; and R 7 is hydrogen, halogen, lower alkyl, or substituted lower alkyl.

  提供了降低β淀粉样蛋白水平的化合物。这些化合物具有公式Ia的结构：其中，R1是低烷基，取代低烷基，苯基，取代苯基，苄基，取代苄基，苄氧基，取代苄氧基或SO2R5;R5是苯基，取代苯基，杂环，取代杂环，烷基或取代烷基; R2是低烷基，取代低烷基，CF3，烯基，取代烯基，炔基，取代炔基，苯基，取代苯基或环烷基; R3是氢，低烷基或取代低烷基;R4是苯基，取代苯基，杂环，取代杂环，噻吩或取代噻吩;R6是氢，低烷基，取代低烷基，CF3，烯基，取代烯基，炔基，取代炔基，苯基，取代苯基，环烷基或取代环烷基; W，X和Y独立地是CR7或N; R7是氢，卤素，低烷基或取代低烷基。
• Heterocyclic sulfonamide inhibitors of beta amyloid production containing an azole
  申请人：Wyeth

  公开号：US07399778B2

  公开（公告）日：2008-07-15

  Compounds useful for lowering beta amyloid levels are provided. The compounds have the structure of formula Ia: wherein, R1 is lower alkyl, substituted lower alkyl, phenyl, substituted phenyl, benzyl, substituted benzyl, benzyloxy, substituted benzyloxy, or SO2R5; R5 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, alkyl, or substituted alkyl; R2 is lower alkyl, substituted lower alkyl, CF3, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, or cycloalkyl; R3 is hydrogen, lower alkyl, or substituted lower alkyl; R4 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, thiophene, or substituted thiophene; R6 is hydrogen, lower alkyl, substituted lower alkyl, CF3, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, cycloalkyl, or substituted cycloalkyl; W, X and Y are independently CR7 or N; and R7 is hydrogen, halogen, lower alkyl, or substituted lower alkyl.

  提供了降低β淀粉样蛋白水平的化合物。这些化合物的结构为公式Ia：其中，R1是低碳基，取代的低碳基，苯基，取代的苯基，苄基，取代的苄基，苄氧基，取代的苄氧基或SO2R5; R5是苯基，取代的苯基，杂环，取代的杂环，烷基或取代的烷基; R2是低碳基，取代的低碳基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基或环烷基; R3是氢，低碳基或取代的低碳基; R4是苯基，取代的苯基，杂环，取代的杂环，噻吩基或取代的噻吩基; R6是氢，低碳基，取代的低碳基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基，环烷基或取代的环烷基; W，X和Y独立地为CR7或N; R7是氢，卤素，低碳基或取代的低碳基。
• Heterocyclic Sulfonamide Inhibitors of Beta Amyloid Production Containing an Azole
  申请人：Resnick Lynn

  公开号：US20100144812A1

  公开（公告）日：2010-06-10

  Compounds useful for lowering beta amyloid levels are provided. The compounds have the structure of formula Ia: wherein, R 1 is lower alkyl, substituted lower alkyl, phenyl, substituted phenyl, benzyl, substituted benzyl, benzyloxy, substituted benzyloxy, or SO 2 R 5 ; R 5 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, alkyl, or substituted alkyl; R 2 is lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, or cycloalkyl; R 3 is hydrogen, lower alkyl, or substituted lower alkyl; R 4 is phenyl, substituted phenyl, heterocycle, substituted heterocycle, thiophene, or substituted thiophene; R 6 is hydrogen, lower alkyl, substituted lower alkyl, CF 3 , alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, phenyl, substituted phenyl, cycloalkyl, or substituted cycloalkyl; W, X and Y are independently CR 7 or N; and R 7 is hydrogen, halogen, lower alkyl, or substituted lower alkyl.

  提供了降低β淀粉样蛋白水平的化合物。该化合物具有公式Ia的结构：其中，R1是较低的烷基，取代的较低的烷基，苯基，取代的苯基，苄基，取代的苄基，苄氧基，取代的苄氧基或SO2R5；R5是苯基，取代的苯基，杂环，取代的杂环，烷基或取代的烷基；R2是较低的烷基，取代的较低的烷基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基或环烷基；R3是氢，较低的烷基或取代的较低的烷基；R4是苯基，取代的苯基，杂环，取代的杂环，噻吩或取代的噻吩；R6是氢，较低的烷基，取代的较低的烷基，CF3，烯基，取代的烯基，炔基，取代的炔基，苯基，取代的苯基，环烷基或取代的环烷基；W、X和Y分别是CR7或N；R7是氢，卤素，较低的烷基或取代的较低的烷基。
• US7399778B2
  申请人：——

  公开号：US7399778B2

  公开（公告）日：2008-07-15