N-(3-cyanothiophen-2-yl)thiophene-2-carboxamide | 865545-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N-(3-cyanothiophen-2-yl)thiophene-2-carboxamide
• CAS: 865545-78-4
• 化学式: C₁₀H₆N₂OS₂
• mdl: MFCD04440540
• 分子量: 234.302
• InChiKey: UMIVALFFGSRDRM-UHFFFAOYSA-N

物化性质

• 沸点：
  328.2±32.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基噻吩-3-甲腈 、 2-噻吩甲酰氯 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以20%的产率得到N-(3-cyanothiophen-2-yl)thiophene-2-carboxamide
  参考文献：
  名称：

  Biological activity of modified and exchanged 2-amino-5-nitrothiazole amide analogues of nitazoxanide

  摘要：

  Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate: ferredoxin oxidoreductase (PFOR). Two head groups assayed recapitulated NTZ activity and possessed improved activity over their 2-amino-5-nitrothiazole counterparts, demonstrating that head group modification is a viable route for the synthesis of NTZ-related antibacterial analogues. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.126

文献信息

• Biological activity of modified and exchanged 2-amino-5-nitrothiazole amide analogues of nitazoxanide
  作者：T. Eric Ballard、Xia Wang、Igor Olekhnovich、Taylor Koerner、Craig Seymour、Paul S. Hoffman、Timothy L. Macdonald

  DOI：10.1016/j.bmcl.2010.04.126

  日期：2010.6

  Head group analogues of the antibacterial and antiparasitic drug nitazoxanide (NTZ) are presented. A library of 39 analogues was synthesized and assayed for their ability to suppress growth of Helicobacter pylori, Campylobacter jejuni, Clostridium difficile and inhibit NTZ target pyruvate: ferredoxin oxidoreductase (PFOR). Two head groups assayed recapitulated NTZ activity and possessed improved activity over their 2-amino-5-nitrothiazole counterparts, demonstrating that head group modification is a viable route for the synthesis of NTZ-related antibacterial analogues. (C) 2010 Elsevier Ltd. All rights reserved.