N-(4-(5-cyano-4-(isopropylphenyl)-6-oxo-1-(β-D-galactopyranosyl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide | 1430224-11-5

• 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: N-(4-(5-cyano-4-(isopropylphenyl)-6-oxo-1-(β-D-galactopyranosyl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide
• 英文别名: N-[4-[5-cyano-6-oxo-4-(4-propan-2-ylphenyl)-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]pyridin-2-yl]phenyl]-4-methylbenzenesulfonamide
• CAS: 1430224-11-5
• 化学式: C₃₄H₃₅N₃O₈S
• 分子量: 645.733
• InChiKey: BJEQNILDXOHWON-BWMDDLPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  189
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-(4-(5-cyano-4-(4-isopropylphenyl)-6-oxo-1,6-dihydropyridin-2-yl)pheny)-4-methylbenzensulfonamide 在 水 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(4-(5-cyano-4-(isopropylphenyl)-6-oxo-1-(β-D-galactopyranosyl)-1,6-dihydropyridin-2-yl)phenyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Synthesis and Antimicrobial Activity of Some 2-Pyridone Nucleosides Containing a Sulfonamide Moiety

  摘要：

  Glycosylation of 2-pyridonesulfonamide 1a,b with glycosyl/galactosyl bromide gave the corresponding glycosides 2a,b, 3a,b, 6a,b, and 7a,b, respectively. Deacetylation of the resulting glycosides gave the corresponding glycosides 4a,b, 5a,b, 8a,b, and 9a,b, respectively, in good yields. Furthermore, reaction of 2-pyridonesulfonamide 1b with lactosyl bromide gave a mixture the corresponding N, O-lactosides 10 and 11, which were deacetylated to give the corresponding glycosides 12 and 13, respectively. The structures of the new synthesized compounds were characterized by using IR, H-1, C-13 NMR spectra, and microanalysis. Selected members of these compounds were screened for antimicrobial activity.

  DOI：

  10.1080/15257770.2013.775449

文献信息

• Synthesis and Antimicrobial Activity of Some 2-Pyridone Nucleosides Containing a Sulfonamide Moiety
  作者：Ahmed H. Moustafa、Hassan A. El-Sayed、Abd El-Fattah Z. Haikal、Rasha A. Abd El-Hady

  DOI：10.1080/15257770.2013.775449

  日期：2013.1

  Glycosylation of 2-pyridonesulfonamide 1a,b with glycosyl/galactosyl bromide gave the corresponding glycosides 2a,b, 3a,b, 6a,b, and 7a,b, respectively. Deacetylation of the resulting glycosides gave the corresponding glycosides 4a,b, 5a,b, 8a,b, and 9a,b, respectively, in good yields. Furthermore, reaction of 2-pyridonesulfonamide 1b with lactosyl bromide gave a mixture the corresponding N, O-lactosides 10 and 11, which were deacetylated to give the corresponding glycosides 12 and 13, respectively. The structures of the new synthesized compounds were characterized by using IR, H-1, C-13 NMR spectra, and microanalysis. Selected members of these compounds were screened for antimicrobial activity.