3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid | 1310679-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid
• 英文别名: 3-[N-carbamoyl-4-(3-hydroxy-1,4-dioxonaphthalen-2-yl)oxyanilino]propanoic acid
• CAS: 1310679-98-1
• 化学式: C₂₀H₁₆N₂O₇
• 分子量: 396.356
• InChiKey: PMBRVWKVPFGEKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  147
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid 在 盐酸 、 水 作用下， 反应 0.5h， 以91%的产率得到1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydropyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis, chemical properties, and antimicrobial activity of 2- and 2,3-substituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones

  摘要：

  Mono- and disubstituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones were synthesized by the reaction of dihydro-1-(3-hydroxy- and 4-hydroxyphenyl)pyrimidine-2,4(1H,3H)-diones and their 5- and 6-methyl derivatives with 2,3-dichloro-1,4-naphthoquinone. Their stability in alkaline and acidic media was investigated. Four of the compounds exhibited good antimicrobial activity against Staphylococcus aureus, Mycobacterium luteum, Candida tenuis, and Aspergillus niger.

  DOI：

  10.1007/s00706-011-0466-x
• 作为产物：
  描述：

  1,1'-[(1,4-dihydro-1,4-dioxo-2,3-naphthalenediyl)bis-(oxy-4,1-phenylene)]bis(5,6-dihydropyrimidine-2,4(1H,3H)-dione) 在 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 反应 1.5h， 以77%的产率得到3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid
  参考文献：
  名称：

  Synthesis, chemical properties, and antimicrobial activity of 2- and 2,3-substituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones

  摘要：

  Mono- and disubstituted [(tetrahydro-2,4-dioxopyrimidin-1(2H)-yl)phenoxy]naphthalene-1,4-diones were synthesized by the reaction of dihydro-1-(3-hydroxy- and 4-hydroxyphenyl)pyrimidine-2,4(1H,3H)-diones and their 5- and 6-methyl derivatives with 2,3-dichloro-1,4-naphthoquinone. Their stability in alkaline and acidic media was investigated. Four of the compounds exhibited good antimicrobial activity against Staphylococcus aureus, Mycobacterium luteum, Candida tenuis, and Aspergillus niger.

  DOI：

  10.1007/s00706-011-0466-x