6-fluoro-3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl)vinyl)-4H-chromen-4-one | 1063738-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-fluoro-3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl)vinyl)-4H-chromen-4-one
• 英文别名: 6-fluoro-3-[(Z)-2-(4-nitrophenyl)-2-(2H-tetrazol-5-yl)ethenyl]chromen-4-one
• CAS: 1063738-07-7
• 化学式: C₁₈H₁₀FN₅O₄
• 分子量: 379.307
• InChiKey: LVDYMZASPZHYMY-AUWJEWJLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-(4-nitrobenzyl)-1H-tetrazole 、 6-氟色同-3-甲醛 在 吡啶 作用下， 反应 24.0h， 以80%的产率得到6-fluoro-3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl)vinyl)-4H-chromen-4-one
  参考文献：
  名称：

  Substituted 3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl) vinyl)-4H-chromen-4-ones as novel anti-MRSA agents: Synthesis, SAR, and in-vitro assessment

  摘要：

  In search for a new antibacterial agent with improved antimicrobial spectrum and potency, we designed and synthesized a series of novel 3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl) vinyl)-4H-chrornen-4-ones 7a-h by convergent synthesis approach. All the synthesized compounds were assayed for their in-vitro antibacterial activities against gram-negative and gram-positive bacteria. The preliminary structure-activity relationship, to elucidate the essential structure requirements for the antimicrobial activity that results into anti-MRSA (methicillin-resistant S. aureus) potential, has been described. Amongst the synthesized compounds 7d, 7e, 7f and 7h were found to possess activity against methicillin-resistant S. aureus in addition to the activity against other bacterial strains such as E. faecalis, S. pneumoniae, and E. coli. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.007

文献信息

• Substituted 3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl) vinyl)-4H-chromen-4-ones as novel anti-MRSA agents: Synthesis, SAR, and in-vitro assessment
  作者：Santosh D. Diwakar、Sachin S. Bhagwat、Murlidhar S. Shingare、Charansing H. Gill

  DOI：10.1016/j.bmcl.2008.07.007

  日期：2008.8

  In search for a new antibacterial agent with improved antimicrobial spectrum and potency, we designed and synthesized a series of novel 3-((Z)-2-(4-nitrophenyl)-2-(1H-tetrazol-5-yl) vinyl)-4H-chrornen-4-ones 7a-h by convergent synthesis approach. All the synthesized compounds were assayed for their in-vitro antibacterial activities against gram-negative and gram-positive bacteria. The preliminary structure-activity relationship, to elucidate the essential structure requirements for the antimicrobial activity that results into anti-MRSA (methicillin-resistant S. aureus) potential, has been described. Amongst the synthesized compounds 7d, 7e, 7f and 7h were found to possess activity against methicillin-resistant S. aureus in addition to the activity against other bacterial strains such as E. faecalis, S. pneumoniae, and E. coli. (C) 2008 Elsevier Ltd. All rights reserved.