benzo[g]quinazoline-2,4(1H,3H)-dione | 13898-60-7

• 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: benzo[g]quinazoline-2,4(1H,3H)-dione
• 英文别名: benzo[g]quinazoline-2,4-(3H)-dione；1H-benzo[g]quinazoline-2,4-dione
• CAS: 13898-60-7
• 化学式: C₁₂H₈N₂O₂
• 分子量: 212.208
• InChiKey: TUYHDHWBWUTAQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzo[g]quinazoline-2,4(1H,3H)-dione 在 三氯氧磷 作用下， 反应 12.0h， 以54%的产率得到2,4-dichlorobenzo[g]quinazoline
  参考文献：
  名称：

  2,4-Dimethoxy-1,3-diazaanthracene, a Diels-Alder Diene for the Preparation of Polyalicyclic Structures Functionalised with Uracil Subunits

  摘要：

  2,4-二甲氧基-1,3-二氮杂蒽 (DDA) 是由已知的 2,4-二氯-1,3-二氮杂蒽通过氯取代基的甲醇盐置换制备的，并显示在 Diels-Alder 中作为二烯反应与缺电子和环应变亲二烯体的反应。氢氧化钠熔融用于将 DDA 加合物转化为尿嘧啶衍生物。

  DOI：

  10.1055/s-1997-1536
• 作为产物：
  描述：

  1-acetyl-1H-benz[f]indole-2,3-dione-2-oxime 在 sodium hydroxide 作用下， 生成 benzo[g]quinazoline-2,4(1H,3H)-dione
  参考文献：
  名称：

  Etienne; Staehelin, Bulletin de la Societe Chimique de France, 1954, p. 748,751

  摘要：

  DOI：

文献信息

• [EN] INHIBITORS OF INFLUENZA VIRUS REPLICATION, APPLICATION METHODS AND USES THEREOF<br/>[FR] INHIBITEURS DE RÉPLICATION DU VIRUS DE LA GRIPPE, PROCÉDÉS D'APPLICATION ET UTILISATIONS ASSOCIÉES
  申请人：SUNSHINE LAKE PHARMA CO LTD

  公开号：WO2018033082A1

  公开（公告）日：2018-02-22

  A class of compounds as inhibitors of influenza virus replication, preparation methods thereof, pharmaceutical compositions containing these compounds, and uses of these compounds and pharmaceutical compositions thereof in the treatment of influenza.

  一类化合物作为流感病毒复制抑制剂，其制备方法，含有这些化合物的药物组合物，以及这些化合物和药物组合物在治疗流感中的用途。
• Inhibitors of checkpoint kinases
  申请人：Arrington Kenneth L.

  公开号：US20070254879A1

  公开（公告）日：2007-11-01

  The instant invention provides for compounds which comprise substituted triazoloquinazolinones that inhibit CHK1 activity. The invention also provides for compositions comprising such inhibitory compounds and methods of inhibiting CHK1 activity by administering the compound to a patient in need of treatment of cancer.

  本发明提供了包含替代三唑喹唑啉酮的化合物，这些化合物抑制CHK1活性。本发明还提供了包含这种抑制化合物的组合物，以及通过将该化合物给予需要癌症治疗的患者来抑制CHK1活性的方法。
• Alkali metal cations control over nucleophilic substitutions on aromatic fused pyrimidine-2,4-[1H,3H]-diones: towards new PNA monomers
  作者：Pengfa Li、Chuanlang Zhan、Shanlin Zhang、Xunlei Ding、Fengqi Guo、Shenggui He、Jiannian Yao

  DOI：10.1016/j.tet.2012.08.028

  日期：2012.10

  paper we report synthesis of a series of aromatic fused pyrimidine-2,4(3H)-dione-1-yl acetic acid and new PNA monomers containing these polycyclic nucleobase analogues. Introduction of a fused aromatic ring onto the 5,6-positions of the pyrimidine-2,4-[1H,3H]-diones brings about the steric effects and the charge delocalization, both weakening the nucleophilic substitutions on the 1- and 3-positions

  在本文中，我们报告了一系列芳族稠合嘧啶-2,4（3 H）-二酮-1-基乙酸和含有这些多环核碱基类似物的新PNA单体的合成。将稠合的芳环引入嘧啶-2,4- [1 H，3 H]的5,6-位上]-二酮带来空间效应和电荷离域化，都削弱了1位和3位的亲核取代。我们发现碱金属阳离子在该烷基化反应中起重要作用。LiOH产生的烷基化效率比NaOH高得多，而KOH在该反应中几乎不起作用。碱金属阳离子的这种影响可能是由于嘧啶-2,4-二氧化物阴离子与碱金属阳离子之间的电荷配对相互作用重新排列了整个芳族体系的电荷分布，并增加了1上的负电荷分布。 -和3-氮原子，从而增强了这些位置的亲核反应性。
• Synthesis of Extended Uridine Phosphonates Derived from an Allosteric P2Y2 Receptor Ligand
  作者：Lijun Song、Martijn Risseeuw、Izet Karalic、Matthew Barrett、Kyle Brown、T. Harden、Serge Van Calenbergh

  DOI：10.3390/molecules19044313

  日期：——

  In this study we report the synthesis of C5/C6-fused uridine phosphonates that are structurally related to earlier reported allosteric P2Y2 receptor ligands. A silyl-Hilbert-Johnson reaction of six quinazoline-2,4-(1H,3H)-dione-like base moieties with a suitable ribofuranosephosphonate afforded the desired analogues after full deprotection. In contrast to the parent 5-(4-fluoropheny)uridine phosphonate, the present extended-base uridine phosphonates essentially failed to modulate the P2Y2 receptor.

  在这项研究中，我们报告了 C5/C6 融合尿苷膦酸盐的合成，它们在结构上与早先报道的异位 P2Y2 受体配体有关。六个喹唑啉-2,4-(1H,3H)-二酮样碱基与合适的呋喃核糖膦酸盐发生硅基-希尔伯特-约翰逊反应，在完全脱保护后得到了所需的类似物。与母体 5-(4-氟苯基)尿苷膦酸盐相比，目前的扩展碱基尿苷膦酸盐基本上不能调节 P2Y2 受体。
• Stereoselective <i>N</i>-Glycosylation of 2-Deoxythioribosides for Fluorescent Nucleoside Synthesis
  作者：Guillaume Mata、Nathan W. Luedtke

  DOI：10.1021/jo3014929

  日期：2012.10.19

  An efficient method for the N-2-deoxyribosylation of modified nucleobases by 2-deoxythioriboside donors is reported. In the presence of an in situ silylated nudeobase, thioglycosides can be activated with NIS/HOTf to give nucleosides in high yields and with good beta-selectivity. By tuning the protecting groups on the C3 and CS hydroxyls, alpha/beta ratios ranging from 1.0:4.0 to 4.5:1.0 can be obtained. This strategy is applicable to the synthesis of various nucleosides, including ring-expanded pyrimidine derivatives containing sulfur that have previously been reported in low yields. The utility of this approach is further demonstrated by the synthesis of fluorescent nucleosides analogues such as quinazoline and oxophenothiazine that should find broad utility in DNA-folding and recognition studies.