[1H]5-spirocyclohexylimidazo[(2,1-a)-(4,3-b)]bis(quinazoline-4-one)

• 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: [1H]5-spirocyclohexylimidazo[(2,1-a)-(4,3-b)]bis(quinazoline-4-one)
• 英文别名: 15,15-pentamethylene-6,7,13,14-tetrahydro-15(H)-diquinazolino[3,2-a; 3',2'-c]imidazole-6,13-dione；Spiro[1,3,11,14-tetrazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-2,4,6,8,13,15,17,19-octaene-12,1'-cyclohexane]-10,21-dione
• 化学式: C₂₂H₁₈N₄O₂
• 分子量: 370.411
• InChiKey: NLMYWRPKJIRFRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  65.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,5-pentamethylene-2,4-dithiohydantoin 、 邻氨基苯甲酸 反应 3.0h， 以70%的产率得到[1H]5-spirocyclohexylimidazo[(2,1-a)-(4,3-b)]bis(quinazoline-4-one)
  参考文献：
  名称：

  Ligand design and synthesis of new imidazo[5,1-b]quinazoline derivatives as α1-adrenoceptor agonists and antagonists

  摘要：

  A series of new imidazo[5,1-b]quinazoline derivatives (VII-IX) was designed, synthesized, and biologically evaluated for their in vivo hypotensive or hypertensive activities. The design of these compounds was based upon the molecular modeling Simulation of the fitting values and conformational energy values of the best-fitted conformers to both the alpha(1)-adrenoceptor (alpha(1)-AR) agonist and alpha(1)-adrenoceptor (alpha(1)-AR) antagonist hypotheses. These hypotheses were generated from their corresponding lead compounds using CATALYST software. The simulation Studies predicted that compounds IXa and IXc Would have probable affinity for the alpha(1)-AR antagonist hypothesis, while compounds IXb, IXc, and IXg predicted a higher affinity for the alpha(1)-AR agonist hypothesis. In vivo biological evaluation of these compounds for their effects on the blood pressure of normotensive cats was consistent with the results of molecular modeling studies, where compounds IXa and IXe exhibited hypotensive activity, while compounds IXb, IXc, and IXg resulted in increasing the blood pressure of the experimental animals at different doses. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.037

文献信息

• SYNTHESIS AND BIOLOGICAL ACTIVITY OF2-THIOXO-[1<i>H</i>]-5-SPIROCYCLOHEXYLIMIDAZO[4,3-<i>b</i>] QUINAZOLONE AND 8-AZAQUINAZOLONE DERIVATIVES
  作者：Abdel-Sattar S. Hamad Elgazwy、Mohamed E. Azab

  DOI：10.1080/10426500108045263

  日期：2001.8

  The reaction of 5-spirocyclohexylimidazole-2,4-dithion with one and two mole equivalent of beta -aminocarboxylic acid derivatives (2a-b and 5) to give new heterocyclic systems of synthetic and potential biological interest viz. compounds (3a-b, 4a-b, 6 and 7). The structures of the products have established by chemical and spectroscopic evidence. The antimicrobial activity of the synthesized compounds was tested against 10 bacterial and yeast strains.
• Hamad; Azab, Bollettino Chimico Farmaceutico, 2001, vol. 140, # 4, p. 233 - 237
  作者：Hamad、Azab

  DOI：——

  日期：——
• Ligand design and synthesis of new imidazo[5,1-b]quinazoline derivatives as α1-adrenoceptor agonists and antagonists
  作者：Mohamed A.H. Ismail、Mohamed N.Y. Aboul-Enein、Khaled A.M. Abouzid、Rabah A.T. Serya

  DOI：10.1016/j.bmc.2005.07.037

  日期：2006.2

  A series of new imidazo[5,1-b]quinazoline derivatives (VII-IX) was designed, synthesized, and biologically evaluated for their in vivo hypotensive or hypertensive activities. The design of these compounds was based upon the molecular modeling Simulation of the fitting values and conformational energy values of the best-fitted conformers to both the alpha(1)-adrenoceptor (alpha(1)-AR) agonist and alpha(1)-adrenoceptor (alpha(1)-AR) antagonist hypotheses. These hypotheses were generated from their corresponding lead compounds using CATALYST software. The simulation Studies predicted that compounds IXa and IXc Would have probable affinity for the alpha(1)-AR antagonist hypothesis, while compounds IXb, IXc, and IXg predicted a higher affinity for the alpha(1)-AR agonist hypothesis. In vivo biological evaluation of these compounds for their effects on the blood pressure of normotensive cats was consistent with the results of molecular modeling studies, where compounds IXa and IXe exhibited hypotensive activity, while compounds IXb, IXc, and IXg resulted in increasing the blood pressure of the experimental animals at different doses. (c) 2005 Elsevier Ltd. All rights reserved.