3-amino-8-methoxy-5,6-dihydro-2H-benzo[f]quinazolin-1-one | 150331-41-2

• 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: 3-amino-8-methoxy-5,6-dihydro-2H-benzo[f]quinazolin-1-one
• CAS: 150331-41-2
• 化学式: C₁₃H₁₃N₃O₂
• 分子量: 243.265
• InChiKey: VPJCIIJTFSDDJU-UHFFFAOYSA-N

物化性质

• 密度：
  1.47±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-8-methoxy-5,6-dihydro-2H-benzo[f]quinazolin-1-one 在 氯磺酸 作用下， 反应 14.0h， 生成
  参考文献：
  名称：

  WO2008/86158

  摘要：

  公开号：
• 作为产物：
  描述：

  盐酸胍 、 methyl 2-hydroxy-6-methoxy-3,4-dihydronaphthalene-1-carboxylate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 21.5h， 生成 3-amino-8-methoxy-5,6-dihydro-2H-benzo[f]quinazolin-1-one
  参考文献：
  名称：

  Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some 3-amino- and 3-methylbenzo[f]quinazolin-1(2H)-ones

  摘要：

  The synthesis and thymidylate synthase (TS) inhibitory activity of a series of simple benzo-[f]-quinazolin-1(2H)-ones are described. Fully aromatic 3-amino compounds with compact lipophilic substituents in the 9-position were found to have I50 values as low as 20 nM on the isolated enzyme, and represent the first examples of potent, folate-based TS inhibitors that completely lack any structural feature corresponding to the (p-aminobenzoyl)glutamate moiety of the cofactor. A number of the compounds also showed moderate growth inhibitory activity against a human colon adenocarcinoma cell line (SW480), with IC50 values as low as 2 muM.

  DOI：

  10.1021/jm00068a004

文献信息

• Benzoquinazoline inhibitors of thymidylate synthase: enzyme inhibitory activity and cytotoxicity of some 3-amino- and 3-methylbenzo[f]quinazolin-1(2H)-ones
  作者：William Pendergast、Jay V. Johnson、Scott H. Dickerson、Inderjit K. Dev、David S. Duch、Robert Ferone、William R. Hall、Joan Humphreys、Joseph M. Kelly、David C. Wilson

  DOI：10.1021/jm00068a004

  日期：1993.8

  The synthesis and thymidylate synthase (TS) inhibitory activity of a series of simple benzo-[f]-quinazolin-1(2H)-ones are described. Fully aromatic 3-amino compounds with compact lipophilic substituents in the 9-position were found to have I50 values as low as 20 nM on the isolated enzyme, and represent the first examples of potent, folate-based TS inhibitors that completely lack any structural feature corresponding to the (p-aminobenzoyl)glutamate moiety of the cofactor. A number of the compounds also showed moderate growth inhibitory activity against a human colon adenocarcinoma cell line (SW480), with IC50 values as low as 2 muM.
• [EN] BENZODIHYDROQUINAZOLINE AS PI3 KINASE INHIBITORS<br/>[FR] COMPOSÉS BENZODIHYDROQUINAZOLINE UTILISÉS COMME INHIBITEURS DE KINASES PI3
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2008086158A1

  公开（公告）日：2008-07-17

  [EN] Invented are novel benzodihydroquinazoline compounds useful for inhibiting the activity/function of PI3 kinases and treating cancer.
  [FR] L'invention concerne de nouveaux composés benzodihydroquinazoline utiles pour inhiber l'activité/fonction de kinases PI3 et pour traiter le cancer.
• WO2008/86158
  申请人：——

  公开号：——

  公开（公告）日：——