2-(2,4-Dichlorophenyl)-3-(4-trifluoromethylbenzylamino)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol | 159895-88-2

• 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: 2-(2,4-Dichlorophenyl)-3-(4-trifluoromethylbenzylamino)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol
• 英文别名: 2-(2,4-Dichlorophenyl)-3-(4-trifluoromethylbenzylamino)1-(1H-1,2,4-triazol-1-yl)propan-2-ol；2-(2,4-Dichlorophenyl)-1-(1,2,4-triazol-1-yl)-3-[[4-(trifluoromethyl)phenyl]methylamino]propan-2-ol
• CAS: 159895-88-2
• 化学式: C₁₉H₁₇Cl₂F₃N₄O
• 分子量: 445.271
• InChiKey: MTLPLSBPVYTCDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  63
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 2-(2,4-Dichlorophenyl)-3-(4-trifluoromethylbenzylamino)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以66%的产率得到2-(2,4-Dichlorophenyl)-1-[methyl-[[4-(trifluoromethyl)phenyl]methyl]amino]-3-(1,2,4-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  Design, synthesis, and evaluation of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents

  摘要：

  A series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols 6a-c, 7a-c, 8a, and 9a were prepared in five steps and evaluated for their antifungal activity. The most active compound 7b was docked into a home-made 3D model of the targeted enzyme confirming the importance of Tyr118, His377, and Ser378 residues in its binding mode. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.027
• 作为产物：
  描述：

  1-Amino-2-(2,4-dichlorophenyl)-3-(1H-1,2,4-triazol-1-yl)-2-propanol 、 1-溴-三氟对二甲苯 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 以32%的产率得到2-(2,4-Dichlorophenyl)-3-(4-trifluoromethylbenzylamino)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol
  参考文献：
  名称：

  Design, synthesis, and evaluation of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents

  摘要：

  A series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols 6a-c, 7a-c, 8a, and 9a were prepared in five steps and evaluated for their antifungal activity. The most active compound 7b was docked into a home-made 3D model of the targeted enzyme confirming the importance of Tyr118, His377, and Ser378 residues in its binding mode. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.027

文献信息

• New sulfonamides as antifungal agents
  申请人：J. URIACH & CIA. S.A.

  公开号：EP0480215A1

  公开（公告）日：1992-04-15

  The present invention relates to new sulfonamides having the formula I: wherein: R¹ represents an alkyl, aryl or heteroaryl group; R² is hydrogen or an alkyl, aryl or heteroaryl group; or R¹ and R² may form a ring; R³ is hydrogen or may form an oxazolidine ring together with R², and this ring may be optionally susbtituted by one or two alkyl, aryl or heteroaryl groups at the postion 2; R⁷ is hydrogen or alkyl; X is CH or N; Ar is a phenyl ring or a substituted phenyl ring. The invention also relates to a procedure for their preparation and to pharmaceutical and agrochemical compositions containing them. These compounds are antifungal agents.

  本发明涉及具有式 I 的新型磺酰胺类化合物： 其中 R¹代表烷基、芳基或杂芳基；R²是氢或烷基、芳基或杂芳基；或R¹和R²可形成一个环；R³是氢或可与R²一起形成一个噁唑烷环，该环可在第2位被一个或两个烷基、芳基或杂芳基任选地取代；R⁷是氢或烷基；X是CH或N；Ar是苯基环或取代苯基环。本发明还涉及这些化合物的制备方法以及含有这些化合物的药物和农用化学品组合物。这些化合物是抗真菌剂。
• US5360813A
  申请人：——

  公开号：US5360813A

  公开（公告）日：1994-11-01
• US5344839A
  申请人：——

  公开号：US5344839A

  公开（公告）日：1994-09-06
• Design, synthesis, and evaluation of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols as antifungal agents
  作者：Francis Giraud、Cédric Logé、Fabrice Pagniez、Damien Crepin、Patrice Le Pape、Marc Le Borgne

  DOI：10.1016/j.bmcl.2008.02.027

  日期：2008.3

  A series of 1-(N-benzylamino)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)propan-2-ols 6a-c, 7a-c, 8a, and 9a were prepared in five steps and evaluated for their antifungal activity. The most active compound 7b was docked into a home-made 3D model of the targeted enzyme confirming the importance of Tyr118, His377, and Ser378 residues in its binding mode. (C) 2008 Elsevier Ltd. All rights reserved.