ethyl 4-(5-ethoxycarbonyl-6-methyl-2-phenyl-4-pyrimidinyldisulfanyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate | 88689-03-6

• 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: ethyl 4-(5-ethoxycarbonyl-6-methyl-2-phenyl-4-pyrimidinyldisulfanyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate
• 英文别名: diethyl 4,4'-disulfanediylbis(6-methyl-2-phenylpyrimidine-5-carboxylate)；Bis-(6-methyl-2-phenyl-5-ethoxycarbonyl-4-pyrimidyl)-disulfid；Bis-(6-methyl-2-phenyl-5-ethoxycarbonyl-pyrimidyl)-disulfid；6,6'-dimethyl-2,2'-diphenyl-4,4'-disulfanediyl-bis-pyrimidine-5-carboxylic acid diethyl ester；Ethyl 4-(5-ethyloxycarbonyl-6-methyl-2-phenyl-4-pyrimidinyldisulfanyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate；ethyl 4-[(5-ethoxycarbonyl-6-methyl-2-phenylpyrimidin-4-yl)disulfanyl]-6-methyl-2-phenylpyrimidine-5-carboxylate
• CAS: 88689-03-6
• 化学式: C₂₈H₂₆N₄O₄S₂
• 分子量: 546.671
• InChiKey: XVGDTHQEISRUIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  155
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  ethyl 4-(5-ethoxycarbonyl-6-methyl-2-phenyl-4-pyrimidinyldisulfanyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate 在 二硫化碳 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以47.5%的产率得到1,4-bis(5-hydroxymethyl-6-methyl-2-phenylpyrimidin-4-yl)tetrasulfane
  参考文献：
  名称：

  Cieplik, Jerzy; Stolarczyk, Marcin; Pluta, Janusz, Acta poloniae pharmaceutica, 2015, vol. 72, # 1, p. 53 - 64

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氨基巴豆酸乙酯 在 肼 作用下， 以 正己烷 为溶剂， 生成 ethyl 4-(5-ethoxycarbonyl-6-methyl-2-phenyl-4-pyrimidinyldisulfanyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylate
  参考文献：
  名称：

  Synthesis and Structural Studies of 4-Thioxopyrimidines with Antimicrobial Activities

  摘要：

  This work describes a two-step, one-pot synthetic method for the formal aza-[3 + 3] cycloaddition between N-alkyl substituted enaminones and benzoyl isothiocyanate, which afforded 4-thioxopyrimidines in reasonable yields. Reaction of acyclic enaminone with a sterically hindered group attached to the nitrogen atom afforded pyridine-2-thione, yet in low yield. The antibacterial, antifungal, and trypanocidal activities of the thioxopyrimidines were evaluated and five compounds exhibited moderate activity against Candida albicans, Micrococcus luteus, and Trypanosoma cruzi. The solid state structures of a thioxopyrimidine, an organic disulfide, and a 1,2,4-triazole were determined by X-ray diffraction analysis.

  DOI：

  10.1007/s00706-006-0577-y