6-methoxy-3,4-dihydro-2(1H)-quinazolinone | 105763-69-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-methoxy-3,4-dihydro-2(1H)-quinazolinone
• 英文别名: 6-Methoxy-3,4-dihydroquinazolin-2(1H)-one；6-methoxy-3,4-dihydro-1H-quinazolin-2-one
• CAS: 105763-69-7
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: PZCCEXVZWLTVHH-UHFFFAOYSA-N

物化性质

• 熔点：
  224-225 °C
• 沸点：
  309.6±42.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-Nitro-5-methoxy-benzylamin 在 palladium on activated charcoal 氢气 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 25.0~110.0 ℃ 、344.73 kPa 条件下， 反应 1.0h， 生成 6-methoxy-3,4-dihydro-2(1H)-quinazolinone
  参考文献：
  名称：

  Inhibitors of cyclic AMP phosphodiesterase. 1. Analogs of cilostamide and anagrelide

  摘要：

  Evaluation of a series of lactam heterocyclic analogues of cilostamide (2) as inhibitors of cyclic AMP phosphodiesterase derived from both human platelets and rat heart in comparison with their corresponding methoxy-substituted heterocycles has revealed that the N-cyclohexyl-N-methyl-4-oxybutyramide side chain of 2 is an important lipophilic and/or steric pharmacophore. Attachment of this side chain to the parent heterocycle of the potent cyclic AMP phosphodiesterase inhibitor anagrelide (3) afforded the hybrid structure RS-82856 (1), shown to be more potent than either of its progenitors as an inhibitor of cyclic AMP phosphodiesterase or of ADP-induced platelet aggregation. The available in vitro data suggest that 1 possesses potentially useful antithrombotic and cardiotonic properties.

  DOI：

  10.1021/jm00385a011

文献信息

• A New Synthesis of Cyclic Ureas, Cyclic Urethanes, and a Quinazolinedione. Selenium-Assisted Carbonylation of Aromatic Amines with Carbon Monoxide
  作者：Tohru Yoshida、Nobuaki Kambe、Shinji Murai、Noboru Sonoda

  DOI：10.1246/bcsj.60.1793

  日期：1987.5

  Five-, six-, and seven-membered cyclic ureas were synthesized in excellent yields from various aromatic diamines by reaction with carbon monoxide and a stoichiometric or excess amount of selenium i...

  通过与一氧化碳和化学计量或过量的硒反应，从各种芳族二胺中以优异的收率合成了五元​​、六元和七元环脲。
• A new synthesis of cyclic ureas from aromatic diamines by selenium-assisted carbonylation with carbon monoxide
  作者：Tohru Yoshida、Nobuaki Kambe、Shinji Murai、Noboru Sonoda

  DOI：10.1016/s0040-4039(00)84710-3

  日期：1986.1

  Aromatic cyclic ureas have been synthesized in good yields from -amino or -aminoalkyl substituted aromatic amines by the reaction with carbon monoxide using selenium.

  通过使用硒与一氧化碳反应，由-氨基或-氨基烷基取代的芳族胺以高收率合成了芳香族环状脲。
• YOSHIDA TOHRU; KAMBE NOBUAKI; MURAI SHINJI; SONODA NOBORU, TETRAHEDRON LETT., 27,(1986) N 26, 3037-3040
  作者：YOSHIDA TOHRU、 KAMBE NOBUAKI、 MURAI SHINJI、 SONODA NOBORU

  DOI：——

  日期：——
• JONES G. H.; VENUTI M. C.; ALVAREZ R.; BRUNO J. J.; BERKS A. H.; PRINCE A+, J. MED. CHEM., 30,(1987) N 2, 295-303
  作者：JONES G. H.、 VENUTI M. C.、 ALVAREZ R.、 BRUNO J. J.、 BERKS A. H.、 PRINCE A+

  DOI：——

  日期：——
• YOSHIDA TOHRU; KAMBE NOBUAKI; MURAI SHINJI; SONODA NOBORU, BULL. CHEM. SOC. JAP., 60,(1987) N 5, 1793-1799
  作者：YOSHIDA TOHRU、 KAMBE NOBUAKI、 MURAI SHINJI、 SONODA NOBORU

  DOI：——

  日期：——