12-Oxo-6,12-dihydroquinazolino<2,3-c><1,4>benzoxazine | 72456-15-6

• 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: 12-Oxo-6,12-dihydroquinazolino<2,3-c><1,4>benzoxazine
• 英文别名: 12-oxo-6,12-dihydroquinazolino[2,3-c][1,4]benzoxazine；6H-5-oxa-7,12a-diazabenzo[a]anthracen-12-one；6H-benzo[5,6][1,4]oxazino[3,4-b]quinazolin-12-one；Chinazolino<2,3-c>-1,4-benzoxazin-12(6H)-on；6H-quinazolino[2,3-c][1,4]benzoxazin-12-one
• CAS: 72456-15-6
• 化学式: C₁₅H₁₀N₂O₂
• 分子量: 250.257
• InChiKey: YAQOBUZYZLXASV-UHFFFAOYSA-N

物化性质

• 熔点：
  123 °C(Solv: ethanol (64-17-5))
• 沸点：
  440.7±48.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2H-1,4-苯并噁嗪-3(4H)-酮 在 三乙胺 、 三氯氧磷 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.25h， 生成 12-Oxo-6,12-dihydroquinazolino<2,3-c><1,4>benzoxazine
  参考文献：
  名称：

  Sastry, C. V. Reddy; Srinivasa Rao, K.; Krishnan, V. S. H., Synthesis, 1988, # 4, p. 336 - 337

  摘要：

  DOI：

文献信息

• Copper-catalyzed synthesis of 1,4-oxazino-, 1,4-thiazino-, and 1,4-oxazepinoquinazolinones
  作者：E. Abele、J. Popelis、Yu. Višnevska

  DOI：10.1007/s10593-012-1110-3

  日期：2012.10
• Synthesis and biological evaluation of oxadiazole derivatives as inhibitors of soluble guanylyl cyclase
  作者：Margarete von Wantoch Rekowski、Anastasia Pyriochou、Nektarios Papapetropoulos、Anne Stößel、Andreas Papapetropoulos、Athanassios Giannis

  DOI：10.1016/j.bmc.2009.12.027

  日期：2010.2

  Soluble guanylyl cyclase (sGC) is an ubiquitously expressed enzyme that generates the second messenger cGMP and hence, leads to a number of physiological responses including vasodilation, inhibition of platelet aggregation and neurotransmission. Whilst many activating and stimulating modulators of sGC were identified and studied in recent years, only two selective inhibitors are known: ODQ and NS 2028. Furthermore, a synthetic approach to these inhibitors has not been reported yet. Herein, we describe a novel and efficient synthesis of these inhibitors, as well as the preparation of three different classes of NS 2028 analogues. Biological evaluation of this library using rat aortic smooth muscle cells revealed four new compounds with good to moderate sGC inhibitory activity. Our experiments underline the major importance of the oxadiazole ring in ODQ and NS 2028 for the efficiency of this class of inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.
• Bhandari,K. et al., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1979, vol. 17, p. 107 - 110
  作者：Bhandari,K. et al.

  DOI：——

  日期：——
• Kulkarni; Abdi, Journal of the Indian Chemical Society, 1984, vol. 61, # 8, p. 721 - 722
  作者：Kulkarni、Abdi

  DOI：——

  日期：——
• BHANDARI K.; VIRMANI V.; MURTI V. A.; JAIN P. C.; ANAND N., INDIAN J. CHEM., B17, NO 2, 107-110
  作者：BHANDARI K.、 VIRMANI V.、 MURTI V. A.、 JAIN P. C.、 ANAND N.

  DOI：——

  日期：——