2-(2,3-Dihydroxy-propyl)-3-oxo-5,6-diphenyl-2,3-dihydro-pyridazine-4-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-(2,3-Dihydroxy-propyl)-3-oxo-5,6-diphenyl-2,3-dihydro-pyridazine-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 2-(2,3-dihydroxypropyl)-3-oxo-5,6-diphenyl-pyridazine-4-carboxylate；ethyl 2-(2,3-dihydroxypropyl)-3-oxo-5,6-diphenylpyridazine-4-carboxylate
• 化学式: C₂₂H₂₂N₂O₅
• 分子量: 394.427
• InChiKey: MXHMBQGPZSOMIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  99.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (+/-)-5-carbethoxy-3,4-diphenyl-1-(2,3-O-isopropylidene-2,3-dihydroxyprop-1-yl)-1H-pyridazin-6-one 在 溶剂黄146 作用下， 反应 2.0h， 以23%的产率得到2-(2,3-Dihydroxy-propyl)-3-oxo-5,6-diphenyl-2,3-dihydro-pyridazine-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Anti-Hepatitis B Virus Activity of Some 2,3-Dihydroxyprop-1-yl Unnatural Hetaryls

  摘要：

  The sodium salts of some hetaryls of the quinoxalin-2-ones 2-4, phthalazine-1,4-dione 5, phthalazin-1-one 6, and pyridazin-6-ones 7 and 8 were alkylated with (+/-) 2,3-O-isopropylidene-1-O-(4-toluenesulfonyl)glycerol (1) to give the respective tetraseco-nucleosides 9-15. Their deisopropylidenation with 70% acetic acid in water gave the corresponding 2,3-dihydroxyprop-1-yl hetaryls 16-22. Compounds 16-22 showed varying inhibition activity against Hepatitis B virus (HBV) with low to moderate cytotoxicity, where 18 and 21 showed the highest replication inhibition and low cytotoxicity.

  DOI：

  10.1002/(sici)1521-4184(19999)332:9<327::aid-ardp327>3.0.co;2-n