5-(3,4-dimethoxy-phenyl)-1-methyl-1H-pyrimidin-2-one | 33266-39-6

• 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: 5-(3,4-dimethoxy-phenyl)-1-methyl-1H-pyrimidin-2-one
• 英文别名: 1-Methyl-5-(3,4-dimethoxyphenyl)-2(1H)-pyrimidinon；5-(3,4-Dimethoxyphenyl)-1-methylpyrimidin-2-one
• CAS: 33266-39-6
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: HPECBYLWRMOYMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(3,4-dimethoxy-phenyl)-1-methyl-1H-pyrimidin-2-one 在 palladium on activated charcoal 五氯化磷 、 氢气 、 三氯氧磷 作用下， 以 甲醇 、 乙醇 为溶剂， 60.0~120.0 ℃ 、354.64 kPa 条件下， 反应 118.0h， 生成 5-(3,4-dimethoxyphenyl)-2-<4-(3,4-dimethoxyphenyl)methyl>piperazinylpyrimidine
  参考文献：
  名称：

  Coppola, Gary M.; Hardtmann, Goetz E.; Huegi, Bruno S., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1479 - 1482

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基脲 、 2-(3,4-Dimethoxy-phenyl)-malonaldehyde 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 生成 5-(3,4-dimethoxy-phenyl)-1-methyl-1H-pyrimidin-2-one
  参考文献：
  名称：

  Synthesis and biological activities of novel β-Carbolines as PDE5 inhibitors

  摘要：

  A series of N-2-furoyl and N(2)pyrimidinyl beta-carbolines was discovered to possess potent inhibitors activity against PDE5. During the synthesis we developed a tandem resin quenching protocol. which allowed us to synthesize large number of target compounds in a rapid fashion. Representative Compounds exhibit superior selectivity to sildenafil versus other isozymes of PDEs. and demonstrated in vivo efficacy in increasing introcavernosal pressure in dogs. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01036-3

文献信息

• COPPOLA G. M.; FRASER J. D.; HARDTMANN G. E.; HUEGI B. S.; KATHAWALA F. G+, J. HETEROCYCL. CHEM., 1979, 16, NO 3, 545-554
  作者：COPPOLA G. M.、 FRASER J. D.、 HARDTMANN G. E.、 HUEGI B. S.、 KATHAWALA F. G+

  DOI：——

  日期：——
• COPPOLA G. M.; HARDTMANN G. E.; HUEGI B. S., J. HETEROCYCL. CHEM., 1980, 17, NO 7, 1479-1482
  作者：COPPOLA G. M.、 HARDTMANN G. E.、 HUEGI B. S.

  DOI：——

  日期：——
• Synthesis and biological activities of novel β-Carbolines as PDE5 inhibitors
  作者：Zhihua Sui、Jihua Guan、Mark J. Macielag、Weiqin Jiang、Yuhong Qiu、Patricia Kraft、Sheela Bhattacharjee、T.Matthew John、Elizabeth Craig、Donna Haynes-Johnson、Joanna Clancy

  DOI：10.1016/s0960-894x(02)01036-3

  日期：2003.2

  A series of N-2-furoyl and N(2)pyrimidinyl beta-carbolines was discovered to possess potent inhibitors activity against PDE5. During the synthesis we developed a tandem resin quenching protocol. which allowed us to synthesize large number of target compounds in a rapid fashion. Representative Compounds exhibit superior selectivity to sildenafil versus other isozymes of PDEs. and demonstrated in vivo efficacy in increasing introcavernosal pressure in dogs. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Coppola, Gary M.; Hardtmann, Goetz E.; Huegi, Bruno S., Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1479 - 1482
  作者：Coppola, Gary M.、Hardtmann, Goetz E.、Huegi, Bruno S.

  DOI：——

  日期：——