4-N-(furan-2-ylmethyl)-2-N-(3-pyrrolidin-1-ylpropyl)quinazoline-2,4-diamine | 1292802-48-2

• 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: 4-N-(furan-2-ylmethyl)-2-N-(3-pyrrolidin-1-ylpropyl)quinazoline-2,4-diamine
• CAS: 1292802-48-2
• 化学式: C₂₀H₂₅N₅O
• 分子量: 351.451
• InChiKey: OBWGMEIIWOKUBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-喹唑啉二酮 在 盐酸 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 22.0h， 生成 4-N-(furan-2-ylmethyl)-2-N-(3-pyrrolidin-1-ylpropyl)quinazoline-2,4-diamine
  参考文献：
  名称：

  Synthesis and biological evaluation of 2,4-diaminoquinazoline derivatives as novel heat shock protein 90 inhibitors

  摘要：

  Novel 2,4-diaminoquinazoline derivatives originating from a virtual screening approach were designed, synthesized and their biological activities as heat shock protein 90 (Hsp90) inhibitors were evaluated. The prepared compounds exhibited significant anti-proliferative activities against DU-145, HT-29, HCT-116, A375P and MCF-7 cancer cell lines. The selected compounds were tested against Her2, a client protein of Hsp90, and showed significant reduction in Her2 protein expression. Compound 6b was found the most potent, reduced Her2 protein expression levels and induced Hsp70 protein expression levels significantly. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.117

文献信息

• Synthesis and biological evaluation of 2,4-diaminoquinazoline derivatives as novel heat shock protein 90 inhibitors
  作者：Dhanaji Achyutrao Thorat、Munikumar Reddy Doddareddy、Seon Hee Seo、Tae-Joon Hong、Yong Seo Cho、Ji-Sook Hahn、Ae Nim Pae

  DOI：10.1016/j.bmcl.2011.01.117

  日期：2011.3

  Novel 2,4-diaminoquinazoline derivatives originating from a virtual screening approach were designed, synthesized and their biological activities as heat shock protein 90 (Hsp90) inhibitors were evaluated. The prepared compounds exhibited significant anti-proliferative activities against DU-145, HT-29, HCT-116, A375P and MCF-7 cancer cell lines. The selected compounds were tested against Her2, a client protein of Hsp90, and showed significant reduction in Her2 protein expression. Compound 6b was found the most potent, reduced Her2 protein expression levels and induced Hsp70 protein expression levels significantly. (C) 2011 Elsevier Ltd. All rights reserved.