5-N-(4-tolyl)aminomethyl-2-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)sulfanyl-1,3,4-oxadiazole | 1064194-50-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-N-(4-tolyl)aminomethyl-2-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)sulfanyl-1,3,4-oxadiazole
• 英文别名: [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-[[5-[(4-methylanilino)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxan-2-yl]methyl acetate
• CAS: 1064194-50-8
• 化学式: C₂₄H₂₉N₃O₁₀S
• 分子量: 551.574
• InChiKey: MGKFLLIWVSHADX-ZSLQJQOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  191
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  5-N-(4-tolyl)aminomethyl-2-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)sulfanyl-1,3,4-oxadiazole 在 甲醇 、 氨 作用下， 反应 5.5h， 以72%的产率得到5-N-(4-tolyl)aminomethyl-2-(β-D-galactopyranosyl)sulfanyl-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of Some 5‐N‐Arylaminomethyl‐2‐glycosylsulphanyl‐1,3,4‐oxadiazoles and Their Analogs against Hepatitis A and Herpes Simplex Viruses

  摘要：

  N-Arylaminomethyl-3H-1,3,4-oxadiazole-2-thiones 2a,b were prepared from the corresponding N-arylglycinoylhydrazides. A number of their thioglycoside derivatives 4-7a-c and S-functionalized analogs 8-11a,b were synthesized by the reaction with different acetobromosugars and acyclic hydroxyalkylating agents. The antiviral activity of a number of the synthesized compounds against herpes simplex virus type 1 (HSV-1) and hepatitis A virus (HAV) was evaluated. Compounds 5a and 5b showed promising results against HAV.

  DOI：

  10.1080/07328300802262778
• 作为产物：
  描述：

  5-N-(4-tolyl)aminomethyl-3H-1,3,4-oxadiazole-2-thione 、 2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物 在 氢氧化钾 作用下， 以 水 、 丙酮 为溶剂， 以79%的产率得到5-N-(4-tolyl)aminomethyl-2-(2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)sulfanyl-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of Some 5‐N‐Arylaminomethyl‐2‐glycosylsulphanyl‐1,3,4‐oxadiazoles and Their Analogs against Hepatitis A and Herpes Simplex Viruses

  摘要：

  N-Arylaminomethyl-3H-1,3,4-oxadiazole-2-thiones 2a,b were prepared from the corresponding N-arylglycinoylhydrazides. A number of their thioglycoside derivatives 4-7a-c and S-functionalized analogs 8-11a,b were synthesized by the reaction with different acetobromosugars and acyclic hydroxyalkylating agents. The antiviral activity of a number of the synthesized compounds against herpes simplex virus type 1 (HSV-1) and hepatitis A virus (HAV) was evaluated. Compounds 5a and 5b showed promising results against HAV.

  DOI：

  10.1080/07328300802262778