6-甲氧基-2-[(E)-2-苯乙烯基]-1H-喹唑啉-4-酮 | 127033-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 中文名称: 6-甲氧基-2-[(E)-2-苯乙烯基]-1H-喹唑啉-4-酮
• 中文别名: N-(9-吖啶基)溴乙酰胺
• 英文名称: 6-methoxy-2-styrylquinazolin-4(3H)
• 英文别名: 6-Methoxy-2-styrylquinazolin-4(3H)-one；6-methoxy-2-[(E)-2-phenylethenyl]-3H-quinazolin-4-one
• CAS: 127033-41-4
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: JEDJGCJQSFQCNR-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-甲氧基-2-[(E)-2-苯乙烯基]-1H-喹唑啉-4-酮 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以63.3%的产率得到6-hydroxy-2-styrylquinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-styrylquinazolin-4(3H)-ones, a new class of antimitotic anticancer agents which inhibit tubulin polymerization

  摘要：

  A novel series of 2-styrylquinazolin-4(3H-ones which inhibited tubulin polymerization and the growth of L1210 murine leukemia cells was discovered. Extensive structure-activity relationship studies suggest that the entire quinazolinone structure was required, but activity was further enhanced by halide or small hydrophobic substituents at position 6. These analogues did not substantially interfere with the binding of radiolabeled colchicine, vinblastine, or GTP to tubulin and weakly stimulated GTP hydrolysis uncoupled from polymerization. Several analogues have shown in vivo tumor growth inhibitory activity in the L1210 leukemia model, with the lead compound 5o exhibiting good antitumor activity against murine solid tumors as well as human tumor xenografts.

  DOI：

  10.1021/jm00168a029
• 作为产物：
  描述：

  N-(肉桂酰)-4-甲氧基苯胺 、 氨基甲酸乙酯 在 phosphorus pentoxide 作用下， 以 xylene 为溶剂， 反应 6.0h， 以14%的产率得到6-甲氧基-2-[(E)-2-苯乙烯基]-1H-喹唑啉-4-酮
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-styrylquinazolin-4(3H)-ones, a new class of antimitotic anticancer agents which inhibit tubulin polymerization

  摘要：

  A novel series of 2-styrylquinazolin-4(3H-ones which inhibited tubulin polymerization and the growth of L1210 murine leukemia cells was discovered. Extensive structure-activity relationship studies suggest that the entire quinazolinone structure was required, but activity was further enhanced by halide or small hydrophobic substituents at position 6. These analogues did not substantially interfere with the binding of radiolabeled colchicine, vinblastine, or GTP to tubulin and weakly stimulated GTP hydrolysis uncoupled from polymerization. Several analogues have shown in vivo tumor growth inhibitory activity in the L1210 leukemia model, with the lead compound 5o exhibiting good antitumor activity against murine solid tumors as well as human tumor xenografts.

  DOI：

  10.1021/jm00168a029

文献信息

• JIANG, J. B.;HESSON, D. P.;DUSAK, B. A.;DEXTER, D. L.;KANG, G. J.;HAMEL, +, J. MED. CHEM., 33,(1990) N, C. 1721-1728
  作者：JIANG, J. B.、HESSON, D. P.、DUSAK, B. A.、DEXTER, D. L.、KANG, G. J.、HAMEL, +

  DOI：——

  日期：——
• Fused heteroaryl derivatives
  申请人：Hayakawa Masahiko

  公开号：US20070037805A1

  公开（公告）日：2007-02-15

  The present invention provides a pharmaceutical composition which is useful as a phosphatidylinositol 3 kinase (PI3K) inhibitor and an antitumor agent, and it provides a novel bicyclic or tricyclic fused heteroaryl derivative or a salt thereof which possesses an excellent PI3K inhibiting activity and cancer cell growth inhibiting activity.
• FUSED HETEROARYL DERIVATIVES
  申请人：HAYAKAWA Masahiko

  公开号：US20100137584A1

  公开（公告）日：2010-06-03

  The present invention provides a pharmaceutical composition which is useful as a phosphatidylinositol 3 kinase (PI3K) inhibitor and an antitumor agent, and it provides a novel bicyclic or tricyclic fused heteroaryl derivative or a salt thereof which possesses an excellent PI3K inhibiting activity and cancer cell growth inhibiting activity.
• US7173029B2
  申请人：——

  公开号：US7173029B2

  公开（公告）日：2007-02-06
• US8067586B2
  申请人：——

  公开号：US8067586B2

  公开（公告）日：2011-11-29