(Z)-3-amino-1-(4-chlorophenyl)-2-ethyl-4,4,4-trifluorobut-2-en-1-one | 1186042-54-5

• 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: (Z)-3-amino-1-(4-chlorophenyl)-2-ethyl-4,4,4-trifluorobut-2-en-1-one
• CAS: 1186042-54-5
• 化学式: C₁₂H₁₁ClF₃NO
• 分子量: 277.674
• InChiKey: YJRKBIQOTRZBQE-LUAWRHEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三氟乙腈 、 4'-氯苯丁酮 在 sodium t-butanolate 、 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 以68%的产率得到(Z)-3-amino-1-(4-chlorophenyl)-2-ethyl-4,4,4-trifluorobut-2-en-1-one
  参考文献：
  名称：

  Synthesis and Antifungal Activity of β-Trifluoroalkyl Aminovinyl Ketone Derivatives

  摘要：

  Ten beta-trifluoroalkyl aminovinyl ketone derivatives were synthesized, and their inhibitory effects on several phytopathogenic fungi, an oomycete and plants were assessed. The various compounds were fungitoxic at the 10-100 mu M range, with (Z)-3-amino-4,4,4-trifluoro-1-(4-chlorophenyl)but-2-en-1-one exhibiting the highest inhibitory effect on most of the test pathogens. Alternaria alternata and Neurospora crassa were the most tolerant and sensitive fungi to the compounds, respectively. We propose that (Z)-3-amino-4,4,4-trifluoro-1-phenylbut-2-en-1-one is the minimal structural requirement for a beta-trifluoroalkyl aminovinyl ketone fungitoxic derivative.

  DOI：

  10.1021/jf902190w

文献信息

• [EN] ANTIMICROBIAL COMPOUNDS AND COMPOSITIONS<br/>[FR] COMPOSÉS ANTIVIRAUX ET COMPOSITIONS ANTIVIRALES
  申请人：ARIEL UNIVERSITY RES AND DEV C

  公开号：WO2010055474A2

  公开（公告）日：2010-05-20

  Disclosed are antimicrobial compounds and compositions, the use of such compounds and compositions in the treatment of an infection by microbes and methods for treating an infection by microbes, for example of fungi and oomycetes.
• Synthesis and Antifungal Activity of β-Trifluoroalkyl Aminovinyl Ketone Derivatives
  作者：Gary Gellerman、Natali Pariente、Zahi Paz、Anat Shnaiderman、Oded Yarden

  DOI：10.1021/jf902190w

  日期：2009.9.23

  Ten beta-trifluoroalkyl aminovinyl ketone derivatives were synthesized, and their inhibitory effects on several phytopathogenic fungi, an oomycete and plants were assessed. The various compounds were fungitoxic at the 10-100 mu M range, with (Z)-3-amino-4,4,4-trifluoro-1-(4-chlorophenyl)but-2-en-1-one exhibiting the highest inhibitory effect on most of the test pathogens. Alternaria alternata and Neurospora crassa were the most tolerant and sensitive fungi to the compounds, respectively. We propose that (Z)-3-amino-4,4,4-trifluoro-1-phenylbut-2-en-1-one is the minimal structural requirement for a beta-trifluoroalkyl aminovinyl ketone fungitoxic derivative.