3-(2,6-dichloro-5-fluoropyridin-3-yl)propynenitrile | 1469887-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(2,6-dichloro-5-fluoropyridin-3-yl)propynenitrile
• 英文别名: 3-(2,6-Dichloro-5-fluoropyridin-3-yl)prop-2-ynenitrile；3-(2,6-dichloro-5-fluoropyridin-3-yl)prop-2-ynenitrile
• CAS: 1469887-45-3
• 化学式: C₈HCl₂FN₂
• 分子量: 215.014
• InChiKey: ZDEBZVXNNMLVIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  α-(2,6-dichloro-5-fluoro-nicotinoyl)-α-(cyano)methylenetriphenylphosphorane 120.0 ℃ 、172.37 kPa 条件下， 反应 0.15h， 以71%的产率得到3-(2,6-dichloro-5-fluoropyridin-3-yl)propynenitrile
  参考文献：
  名称：

  Demonic axe-like conjugated alkynes in combating microbes

  摘要：

  A new series of disubstituted alkynes was obtained by microwave induced internal splitting of the corresponding beta-oxo-alkylidenetriphenylphosphoranes. The antimicrobial potential of these conjugated alkynes and phosphoranes was assayed in vitro against three Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis), three Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae) and five fungal strains (Aspergillus niger, Candida albicans, Aspergillus flavus, Candida rugosa, Saccharomyces cerevisiae). The 3-pyridylalkyne derivatives viz., 3-(6-chloropyridin-3-yl)propynenitrile (6a), 3-(2-chloropyridin-3-yl)propynenitrile (6b), ethyl 3-(6-chloropyridin-3-yl)propiolate (6c), iso-propyl 3-(6-chloropyridin-3-yl)propiolate (6d) and 3-(2,6-dichloro-5-fluoropyridin-3-yl) propynenitrile (6e) were found to be highly potent towards all tested microorganisms except E. coli. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.07.013

文献信息

• Demonic axe-like conjugated alkynes in combating microbes
  作者：Jayaram Reddy Komsani、Satish Koppireddi、Sreenivas Avula、Pranay Kumar Koochana、Rambabu Yadla

  DOI：10.1016/j.ejmech.2013.07.013

  日期：2013.10

  A new series of disubstituted alkynes was obtained by microwave induced internal splitting of the corresponding beta-oxo-alkylidenetriphenylphosphoranes. The antimicrobial potential of these conjugated alkynes and phosphoranes was assayed in vitro against three Gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis, Staphylococcus epidermidis), three Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae) and five fungal strains (Aspergillus niger, Candida albicans, Aspergillus flavus, Candida rugosa, Saccharomyces cerevisiae). The 3-pyridylalkyne derivatives viz., 3-(6-chloropyridin-3-yl)propynenitrile (6a), 3-(2-chloropyridin-3-yl)propynenitrile (6b), ethyl 3-(6-chloropyridin-3-yl)propiolate (6c), iso-propyl 3-(6-chloropyridin-3-yl)propiolate (6d) and 3-(2,6-dichloro-5-fluoropyridin-3-yl) propynenitrile (6e) were found to be highly potent towards all tested microorganisms except E. coli. (C) 2013 Elsevier Masson SAS. All rights reserved.