3-(2-ethoxyphenyl)-2-((4-(furan-2-carbonyl)piperazin-1-yl)methyl)-6-iodoquinazolin-4(3H)-one | 1333248-16-0

• 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: 3-(2-ethoxyphenyl)-2-((4-(furan-2-carbonyl)piperazin-1-yl)methyl)-6-iodoquinazolin-4(3H)-one
• 英文别名: 3-(2-Ethoxyphenyl)-2-[[4-(furan-2-carbonyl)piperazin-1-yl]methyl]-6-iodoquinazolin-4-one
• CAS: 1333248-16-0
• 化学式: C₂₆H₂₅IN₄O₄
• 分子量: 584.413
• InChiKey: NDVXHPZENKOVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-5-碘苯甲酸 在 potassium carbonate 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.5h， 生成 3-(2-ethoxyphenyl)-2-((4-(furan-2-carbonyl)piperazin-1-yl)methyl)-6-iodoquinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and evaluation of quinazolin-4-ones as hypoxia-inducible factor-1α inhibitors

  摘要：

  Quinazolin-4-one 1 was identified as an inhibitor of the HIF-1 alpha transcriptional factor from a high-throughput screen. HIF-1 alpha up-regulation is common in many cancer cells. In this Letter, we describe an efficient one-pot sequential reaction for the synthesis of quinazolin-4-one 1 analogues. The structure-activity relationship (SAR) study led to the 5-fold more potent analogue, 16. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.07.043

文献信息

• Synthesis and evaluation of quinazolin-4-ones as hypoxia-inducible factor-1α inhibitors
  作者：Wenwei Huang、Ruili Huang、Matias S. Attene-Ramos、Srilatha Sakamuru、Erika E. Englund、James Inglese、Christopher P. Austin、Menghang Xia

  DOI：10.1016/j.bmcl.2011.07.043

  日期：2011.9

  Quinazolin-4-one 1 was identified as an inhibitor of the HIF-1 alpha transcriptional factor from a high-throughput screen. HIF-1 alpha up-regulation is common in many cancer cells. In this Letter, we describe an efficient one-pot sequential reaction for the synthesis of quinazolin-4-one 1 analogues. The structure-activity relationship (SAR) study led to the 5-fold more potent analogue, 16. Published by Elsevier Ltd.