3-fluoro-6,7,8,9-tetrahydro-pyrido[2,1-b]quinazolin-11-one | 642492-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 3-fluoro-6,7,8,9-tetrahydro-pyrido[2,1-b]quinazolin-11-one
• 英文别名: 3-Fluoro-6,7,8,9-tetrahydropyrido[2,1-b]quinazolin-11-one
• CAS: 642492-05-5
• 化学式: C₁₂H₁₁FN₂O
• 分子量: 218.231
• InChiKey: OAQRJDLFLYHDCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-fluoro-6,7,8,9-tetrahydro-pyrido[2,1-b]quinazolin-11-one 、 丁香醛 反应 0.2h， 生成 3-Fluoro-6-[1-(4-hydroxy-3,5-dimethoxy-phenyl)-meth-(E)-ylidene]-6,7,8,9-tetrahydro-pyrido[2,1-b]quinazolin-11-one
  参考文献：
  名称：

  Privileged structure-based quinazolinone natural product-templated libraries: Identification of novel tubulin polymerization inhibitors

  摘要：

  A focused quinazolinone natural product-templated library was designed and synthesized. Compounds from this privileged structure-based library were identified as antimitotic agents acting through destabilization of tubulin polymerization. The results suggested that 2 could be a privileged substructure. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.022
• 作为产物：
  描述：

  Boc-5-氨基戊酸 、 2-氨基-4-氟苯甲酸 在 吡啶 、 亚磷酸三苯酯 作用下， 反应 0.17h， 以45%的产率得到3-fluoro-6,7,8,9-tetrahydro-pyrido[2,1-b]quinazolin-11-one
  参考文献：
  名称：

  微波辐射促进了新的一锅全合成的脱氧vasicinone，麦金唑啉酮，isaindigotone及其衍生物。

  摘要：

  [反应：请参见文字]。通过新型的微波辅助多米诺反应合成脱氧维西酮（1），麦金唑啉酮（2）和8-羟基脱氧维西酮（3）以及通过微波辐射促进的新的三组分一锅异靛酮的全合成（5） ，均已报告。高效的反应过程使我们能够快速获取相关的天然产物衍生物，并鉴定出一类新的细胞毒剂。

  DOI：

  10.1021/ol0513084

文献信息

• Novel One-Pot Total Syntheses of Deoxyvasicinone, Mackinazolinone, Isaindigotone, and Their Derivatives Promoted by Microwave Irradiation
  作者：Ji-Feng Liu、Ping Ye、Kevin Sprague、Katie Sargent、Daniel Yohannes、Carmen M. Baldino、Christopher J. Wilson、Shi-Chung Ng

  DOI：10.1021/ol0513084

  日期：2005.7.1

  [reaction: see text]. Total syntheses of deoxyvasicinone (1), mackinazolinone (2), and 8-hydroxydeoxyvasicinone (3) via novel microwave-assisted domino reactions, as well as a novel three-component one-pot total synthesis of isaindigotone (5) promoted by microwave irradiation, are reported. The efficient reaction process enabled us to rapidly access related natural product derivatives and to identify

  [反应：请参见文字]。通过新型的微波辅助多米诺反应合成脱氧维西酮（1），麦金唑啉酮（2）和8-羟基脱氧维西酮（3）以及通过微波辐射促进的新的三组分一锅异靛酮的全合成（5） ，均已报告。高效的反应过程使我们能够快速获取相关的天然产物衍生物，并鉴定出一类新的细胞毒剂。
• 7 8 9 10-tetrahydro-6h-azepino, 6 7 8 9-tetrahydro-pyrido and 2 3-dihydro-2h-pyrrolo[2 1-b]-quinazolinone derivates
  申请人：Aissaoui Hamed

  公开号：US20050009852A1

  公开（公告）日：2005-01-13

  The invention relates to novel 7,8,9,10-tetrahydro-6H-azepino, 6,7,8,9-tetrahydro-pyrido and 2,3-dihydro-2H-pyrrolo[2, 1-b]-quinazolinone derivatives and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as orexin receptor antagonists.

  本发明涉及新的7,8,9,10-四氢-6H-氮杂环[4,3,2-de] [1,4]苯并，6,7,8,9-四氢-吡啶和2,3-二氢-2H-吡咯[2,1-b]喹唑啉衍生物的制备方法，以及这些化合物作为药物组分在制备药物组合物中的应用。本发明还涉及相关方面，包括制备这些化合物的过程，含有这些化合物中的一个或多个的药物组合物，特别是它们作为促进睡眠的药物的用途。
• 7,8,9,10-TETRAHYDRO-6H-AZEPINO, 6,7,8,9-TETRAHYDRO-PYRIDO AND 2,3-DIHYDRO-2H-PYRROLO (2,1-B)-QUINAZOLINONE DERIVATIVES
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：EP1521583B1

  公开（公告）日：2007-01-10
• US7067519B2
  申请人：——

  公开号：US7067519B2

  公开（公告）日：2006-06-27
• Privileged structure-based quinazolinone natural product-templated libraries: Identification of novel tubulin polymerization inhibitors
  作者：Ji-Feng Liu、Christopher J. Wilson、Ping Ye、Kevin Sprague、Katie Sargent、Ying Si、Galina Beletsky、Daniel Yohannes、Shi-Chung Ng

  DOI：10.1016/j.bmcl.2005.10.022

  日期：2006.2

  A focused quinazolinone natural product-templated library was designed and synthesized. Compounds from this privileged structure-based library were identified as antimitotic agents acting through destabilization of tubulin polymerization. The results suggested that 2 could be a privileged substructure. (c) 2005 Elsevier Ltd. All rights reserved.