1-[4-(3-chloro-1,4-dihydro-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydro-5-methylpyrimidine-2,4(1H,3H)-dione | 1310679-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[4-(3-chloro-1,4-dihydro-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydro-5-methylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 1-[4-[(3-Chloro-1,4-dioxo-2-naphthyl)oxy]phenyl]-5-methyl-hexahydropyrimidine-2,4-dione；1-[4-(3-chloro-1,4-dioxonaphthalen-2-yl)oxyphenyl]-5-methyl-1,3-diazinane-2,4-dione
• CAS: 1310679-87-8
• 化学式: C₂₁H₁₅ClN₂O₅
• 分子量: 410.813
• InChiKey: YGMICLJNEPIHFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  92.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[4-(3-chloro-1,4-dihydro-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydro-5-methylpyrimidine-2,4(1H,3H)-dione 在 氢溴酸 、 溶剂黄146 作用下， 反应 1.5h， 以85%的产率得到3-chloro-4-hydroxynaphthalene-1,2-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：

  2,3-二氯-1,4-萘醌 、 1-(4-hydroxyphenyl)-5-methyldihydrouracil 在 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 以65%的产率得到1-[4-(3-chloro-1,4-dihydro-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydro-5-methylpyrimidine-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