bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane | 145066-05-3

• 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: bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane
• 英文别名: Bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)germane
• CAS: 145066-05-3
• 化学式: C₁₆H₁₅F₂GeN₃
• 分子量: 359.902
• InChiKey: XCBBVBSXMIQMTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  bis(4-fluorophenyl)(iodomethyl)methylgermane 、 sodium triazole 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane
  参考文献：
  名称：

  Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)-germane, a germanium analogue of the agricultural fungicide flusilazole: Synthesis and biol

  摘要：

  Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane (2), a germanium analogue of the agricultural fungicide flusilazole (1), has been synthesized from Cl3GeCH2Cl (3) by both a three-step and a four-step synthesis (3 --> (p-F-C6H4)2Ge(CH2Cl)Br (4) --> (p-F-C6H4)2Ge(CH2Cl)CH3 (5) --> 2; 5 --> (p-F-C6H4)2Ge(CH2I)CH3 (6) --> 2). The fungicidal properties of 2 have been compared with those of the parent silicon compound 1 (studies on Si/Ge bioisosterism). In various test systems, the Si/Ge analogues 1 and 2 showed comparable fungicidal properties (in activity against plant pathogenic fungi: in agar plate diffusion tests and greenhouse evaluations; in activity against human pathogenic fungi: in serial dilution tests). In addition, 1 and 2 displayed comparable potencies in respect of sterol biosynthesis inhibition in Saccharomycopsis lipolytica and Pyricularia oryzae, the mode of action being primarily an inhibition of oxidative C14-demethylation.

  DOI：

  10.1016/0022-328x(92)88005-4

文献信息

• Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)-germane, a germanium analogue of the agricultural fungicide flusilazole: Synthesis and biol
  作者：Reinhold Tacke、Beate Becker、Dieter Berg、Wilhelm Brandes、Stefan Dutzmann、Klaus Schaller

  DOI：10.1016/0022-328x(92)88005-4

  日期：1992.10

  Bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-yl-methyl)germane (2), a germanium analogue of the agricultural fungicide flusilazole (1), has been synthesized from Cl3GeCH2Cl (3) by both a three-step and a four-step synthesis (3 --> (p-F-C6H4)2Ge(CH2Cl)Br (4) --> (p-F-C6H4)2Ge(CH2Cl)CH3 (5) --> 2; 5 --> (p-F-C6H4)2Ge(CH2I)CH3 (6) --> 2). The fungicidal properties of 2 have been compared with those of the parent silicon compound 1 (studies on Si/Ge bioisosterism). In various test systems, the Si/Ge analogues 1 and 2 showed comparable fungicidal properties (in activity against plant pathogenic fungi: in agar plate diffusion tests and greenhouse evaluations; in activity against human pathogenic fungi: in serial dilution tests). In addition, 1 and 2 displayed comparable potencies in respect of sterol biosynthesis inhibition in Saccharomycopsis lipolytica and Pyricularia oryzae, the mode of action being primarily an inhibition of oxidative C14-demethylation.