1-methyl-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>furo<3,4-d>-pyrimidine-2,4-dione | 112822-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-methyl-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>furo<3,4-d>-pyrimidine-2,4-dione
• 英文别名: 1-methyl-3-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]furo[3,4-d]pyrimidine-2,4-dione；3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-1-methylfuro[3,4-d]pyrimidine-2,4-dione
• CAS: 112822-43-2
• 化学式: C₂₀H₂₄N₄O₄
• 分子量: 384.435
• InChiKey: BMOHKNWTRDHILJ-UHFFFAOYSA-N

物化性质

• 熔点：
  150-152 °C
• 沸点：
  558.6±60.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-methyl-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>furo<3,4-d>-pyrimidine-2,4-dione 在 硫酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.5h， 生成 3-<2-<4-(2-Methoxyphenyl)piperazin-1-yl>ethyl>-1-methyl-7-(3-oxobut-1-yl)furo<3,4-d>pyrimidine-2,4-dione
  参考文献：
  名称：

  Investigations into a mild Diels-Alder approach to 6-substituted quinazoline-2,4-dione derivatives

  摘要：

  Furo[3,4-d]pyrimidine-2,4-dione (2) has been reacted with a number of dienophiles to give the Diels-Alder adducts such as 3 and 4 under very mild reaction conditions. Methyl acrylate gives only two regioisomeric endo products which have been isolated and characterized. Other dienophiles give mixtures of endo and exo products as well as of regioisomers. The product ratios were determined by high field H-1 NMR analysis. These adducts are dehydrated by treatment with acid to form some novel quinazoline-2,4-dione derivatives.

  DOI：

  10.1021/jo00001a046
• 作为产物：
  描述：

  4-(3-{2-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-ethyl}-ureido)-furan-3-carboxylic acid 在 sodium hydride 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 1-methyl-3-<2-<4-(2-methoxyphenyl)piperazin-1-yl>ethyl>furo<3,4-d>-pyrimidine-2,4-dione
  参考文献：
  名称：

  Furo[3,4-d]pyrimidine-2,4-dione derivatives with antihypertensive activity. Analogues of thienopyrimidine-2,4-diones

  摘要：

  DOI：

  10.1016/0223-5234(89)90033-0

文献信息

• Furo(3,4-d)pyrimidine-2,4-dione derivatives and intermediates thereof
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04703120A1

  公开（公告）日：1987-10-27

  The synthesis of furo[3,4-d]pyrimidine-2,4-dione derivatives and their urea intermediates is described. The novel urea intermediates and furo[3,4-d]pyrimidine-2,4-dione derivatives are general vasodilating agents and anti-hypertensive agents. The compounds are useful as cardiovascular agents.

  描述了呋[3,4-d]嘧啶-2,4-二酮衍生物及其脲中间体的合成。这些新颖的脲中间体和呋[3,4-d]嘧啶-2,4-二酮衍生物是一般性的血管扩张剂和降压药物。这些化合物可用作心血管药物。
• MCNALLY, JAMES J.;PRESS, JEFFREY B., J. ORG. CHEM., 56,(1991) N, C. 245-251
  作者：MCNALLY, JAMES J.、PRESS, JEFFREY B.

  DOI：——

  日期：——
• US4703120A
  申请人：——

  公开号：US4703120A

  公开（公告）日：1987-10-27
• Furo[3,4-d]pyrimidine-2,4-dione derivatives with antihypertensive activity. Analogues of thienopyrimidine-2,4-diones
  作者：J Press

  DOI：10.1016/0223-5234(89)90033-0

  日期：1989.12
• Investigations into a mild Diels-Alder approach to 6-substituted quinazoline-2,4-dione derivatives
  作者：James J. McNally、Jeffery B. Press

  DOI：10.1021/jo00001a046

  日期：1991.1

  Furo[3,4-d]pyrimidine-2,4-dione (2) has been reacted with a number of dienophiles to give the Diels-Alder adducts such as 3 and 4 under very mild reaction conditions. Methyl acrylate gives only two regioisomeric endo products which have been isolated and characterized. Other dienophiles give mixtures of endo and exo products as well as of regioisomers. The product ratios were determined by high field H-1 NMR analysis. These adducts are dehydrated by treatment with acid to form some novel quinazoline-2,4-dione derivatives.