5-(hydroxymethyl)-2-imino-8-methyl-N-(3-methylphenyl)-2H-pyrano[2,3-c]pyridine-3-carboxamide | 871905-97-4

• 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: 5-(hydroxymethyl)-2-imino-8-methyl-N-(3-methylphenyl)-2H-pyrano[2,3-c]pyridine-3-carboxamide
• 英文别名: 5-(hydroxymethyl)-2-imino-8-methyl-N-(3-methylphenyl)pyrano[2,3-c]pyridine-3-carboxamide
• CAS: 871905-97-4
• 化学式: C₁₈H₁₇N₃O₃
• mdl: MFCD15082462
• 分子量: 323.351
• InChiKey: ROYCOKASYGFEGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  95.3
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(hydroxymethyl)-2-imino-8-methyl-N-(3-methylphenyl)-2H-pyrano[2,3-c]pyridine-3-carboxamide 、 乙烷,三氯氟- 在 溶剂黄146 作用下， 以76%的产率得到
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 5-hydroxymethyl- 8-methyl-2-(N-arylimino)-pyrano[2,3-c]pyridine-3-(N-aryl)-carboxamides

  摘要：

  Several novel 2-imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-(N-aryl)carboxamides were prepared by reaction of pyridoxal hydrochloride with various N-arylcyanoacetamides. Reaction of these compounds with aromatic amines furnished a wide series of 2-(N-R-phenyl) imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-carboxamides. Antibacterial and antifungal activities of the synthesized compounds were studied. Most of the obtained compounds demonstrated significant activity against bacterial or fungal strains (MIC in the range of 12.5-25 mu g/mL), displaying comparable or even better efficacy than the standard drugs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.081
• 作为产物：
  描述：

  2-氰基-N-间甲苯乙酰胺 、 吡哆醛盐酸盐 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.33h， 生成 5-(hydroxymethyl)-2-imino-8-methyl-N-(3-methylphenyl)-2H-pyrano[2,3-c]pyridine-3-carboxamide
  参考文献：
  名称：

  Synthesis and antimicrobial activity of 5-hydroxymethyl- 8-methyl-2-(N-arylimino)-pyrano[2,3-c]pyridine-3-(N-aryl)-carboxamides

  摘要：

  Several novel 2-imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-(N-aryl)carboxamides were prepared by reaction of pyridoxal hydrochloride with various N-arylcyanoacetamides. Reaction of these compounds with aromatic amines furnished a wide series of 2-(N-R-phenyl) imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-carboxamides. Antibacterial and antifungal activities of the synthesized compounds were studied. Most of the obtained compounds demonstrated significant activity against bacterial or fungal strains (MIC in the range of 12.5-25 mu g/mL), displaying comparable or even better efficacy than the standard drugs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.081

文献信息

• Synthesis and antimicrobial activity of 5-hydroxymethyl- 8-methyl-2-(N-arylimino)-pyrano[2,3-c]pyridine-3-(N-aryl)-carboxamides
  作者：Irina O. Zhuravel’、Sergiy M. Kovalenko、Alexandre V. Ivachtchenko、Konstantin V. Balakin、Victor V. Kazmirchuk

  DOI：10.1016/j.bmcl.2005.08.081

  日期：2005.12

  Several novel 2-imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-(N-aryl)carboxamides were prepared by reaction of pyridoxal hydrochloride with various N-arylcyanoacetamides. Reaction of these compounds with aromatic amines furnished a wide series of 2-(N-R-phenyl) imino-5-hydroxymethyl-8-methyl-2H-pyrano[2,3-c]pyridine-3-carboxamides. Antibacterial and antifungal activities of the synthesized compounds were studied. Most of the obtained compounds demonstrated significant activity against bacterial or fungal strains (MIC in the range of 12.5-25 mu g/mL), displaying comparable or even better efficacy than the standard drugs. (c) 2005 Elsevier Ltd. All rights reserved.