isopropyl(2-phenylquinazolin-4-yl)amine | 71028-42-7

• 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: isopropyl(2-phenylquinazolin-4-yl)amine
• 英文别名: isopropyl-(2-phenyl-quinazolin-4-yl)-amine；isopropyl-(2-phenylquinazolin-4-yl)-amine；2-Phenyl-4-isopropylaminoquinazolin；N-Isopropyl-2-phenylquinazolin-4-amine；2-phenyl-N-propan-2-ylquinazolin-4-amine
• CAS: 71028-42-7
• 化学式: C₁₇H₁₇N₃
• 分子量: 263.342
• InChiKey: AJPDOANEIRXSQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isopropyl(2-phenylquinazolin-4-yl)amine 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 生成 isopropyl(2-phenylquinazolin-4-yl)amine hydrochloride
  参考文献：
  名称：

  Design and synthesis of 4-amino-2-phenylquinazolines as novel topoisomerase I inhibitors with molecular modeling

  摘要：

  4-Amino-2-phenylquinazolines 7 were designed as bioisosteres of 3-arylisoquinolinamines 6 that were energy minimized to provide stable conformers. Interestingly, the 2-phenyl ring of 4-amino-2-phenylquinazolines was parallel to the quinazoline ring and improved their DNA intercalation ability in the DNA-topo I complex. Among the synthesized 4-amino group-substituted analogs, 4-cyclohexylamino-2-phenylquinazoline 7h exhibited potent topo I inhibitory activity and strong cytotoxicity. Interestingly, consistency was observed between the cytotoxicities and topo I activities in these quinazoline analogs, suggesting that the target of 4-amino-2-phenylquinazolines is limited to topo I. Molecular docking studies were performed with the Surflex-Dock program to afford the ideal interaction mode of the compound into the binding site of the DNA-topo I complex in order to clarify the topo I activity of 7h. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.012
• 作为产物：
  描述：

  4-氯-2-苯基喹唑啉 、 异丙胺 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 24.0h， 以89%的产率得到isopropyl(2-phenylquinazolin-4-yl)amine
  参考文献：
  名称：

  Design and synthesis of 4-amino-2-phenylquinazolines as novel topoisomerase I inhibitors with molecular modeling

  摘要：

  4-Amino-2-phenylquinazolines 7 were designed as bioisosteres of 3-arylisoquinolinamines 6 that were energy minimized to provide stable conformers. Interestingly, the 2-phenyl ring of 4-amino-2-phenylquinazolines was parallel to the quinazoline ring and improved their DNA intercalation ability in the DNA-topo I complex. Among the synthesized 4-amino group-substituted analogs, 4-cyclohexylamino-2-phenylquinazoline 7h exhibited potent topo I inhibitory activity and strong cytotoxicity. Interestingly, consistency was observed between the cytotoxicities and topo I activities in these quinazoline analogs, suggesting that the target of 4-amino-2-phenylquinazolines is limited to topo I. Molecular docking studies were performed with the Surflex-Dock program to afford the ideal interaction mode of the compound into the binding site of the DNA-topo I complex in order to clarify the topo I activity of 7h. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.012

文献信息

• QUINAZOLINE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF DIABETES AND OBESITY
  申请人：Lee Nam Kyu

  公开号：US20080207614A1

  公开（公告）日：2008-08-28

  The present invention relates to novel quinazoline derivatives effective in lowering blood glucose level and body weight, and a medicine for treatment and/or prevention of diabetes and/or obesity, which comprises the compound as an active ingredient.

  本发明涉及一种新型喹唑啉衍生物，能够有效降低血糖水平和体重，以及一种用于治疗和/或预防糖尿病和/或肥胖的药物，其中该化合物作为活性成分。
• 糖尿及び肥満治療予防に有効なキナゾリン誘導体
  申请人：エスケー ケミカルズ カンパニー リミテッド

  公开号：JP2008526734A

  公开（公告）日：2008-07-24

  本発明は血糖降下、体重減少を現わす新規のキナゾリン誘導体と、この化合物を有効成分として含む糖尿及び肥満治療予防剤に関する。【選択図】図１

  本发明涉及一种新型喹唑啉衍生物，该衍生物具有降血糖和减轻体重的作用，还涉及一种含有该化合物作为活性成分的糖尿病和肥胖症治疗和预防剂。[选图] 图 1.
• BARR J. J.; STORR R. C., J. CHEM. SOC. PERKIN TRANS., PART 1, 1979, NO 1, 185-191
  作者：BARR J. J.、 STORR R. C.

  DOI：——

  日期：——
• US7678802B2
  申请人：——

  公开号：US7678802B2

  公开（公告）日：2010-03-16
• US7713983B2
  申请人：——

  公开号：US7713983B2

  公开（公告）日：2010-05-11