1-(3,4,5-trimetoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propynyl-1-one | 183730-52-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 1-(3,4,5-trimetoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propynyl-1-one
• 英文别名: 1-(3,4,5-trimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propynyl-1-one；3-(2,4,5-Trimethoxyphenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one
• CAS: 183730-52-1
• 化学式: C₂₁H₂₂O₇
• 分子量: 386.401
• InChiKey: GADRMOXFYAMKIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  二乙基胍硫酸盐 、 1-(3,4,5-trimetoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propynyl-1-one 以 四氢呋喃 为溶剂， 以84%的产率得到TAS-202
  参考文献：
  名称：

  Synthesis of a magnosalin derivative, 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine, and the anti-angiogenic and anti-rheumatic effect on mice by oral administration

  摘要：

  We describe here the synthesis and the anti-angiogenic and anti-rheumatic activities of 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine (TAS-202), a derivative of magnosalin, which is a natural product isolated from Flos magnoliae. TAS-202 inhibited the proliferation of vascular endothelial cells more potently than magnosalin, and when given orally it inhibited basic fibroblast growth factor (bFGF)-induced angiogenesis and collagen-induced arthritis in mice. This magnosalin derivative with anti-angiogenic effects is a candidate for the treatment of rheumatoid arthritis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00810-1
• 作为产物：
  描述：

  2,4,5-三甲氧基苯甲醛 在 manganese(IV) oxide 、 正丁基锂 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 生成 1-(3,4,5-trimetoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propynyl-1-one
  参考文献：
  名称：

  Synthesis of a magnosalin derivative, 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine, and the anti-angiogenic and anti-rheumatic effect on mice by oral administration

  摘要：

  We describe here the synthesis and the anti-angiogenic and anti-rheumatic activities of 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine (TAS-202), a derivative of magnosalin, which is a natural product isolated from Flos magnoliae. TAS-202 inhibited the proliferation of vascular endothelial cells more potently than magnosalin, and when given orally it inhibited basic fibroblast growth factor (bFGF)-induced angiogenesis and collagen-induced arthritis in mice. This magnosalin derivative with anti-angiogenic effects is a candidate for the treatment of rheumatoid arthritis. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00810-1

文献信息

• NOVEL 4,6-DIARYLPYRIMIDINE DERIVATIVES AND SALTS THEREOF
  申请人：TAIHO PHARMACEUTICAL CO., LTD.

  公开号：EP0767170B1

  公开（公告）日：2002-10-23
• US5786355A
  申请人：——

  公开号：US5786355A

  公开（公告）日：1998-07-28
• Synthesis of a magnosalin derivative, 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine, and the anti-angiogenic and anti-rheumatic effect on mice by oral administration
  作者：Katsunao Tanaka、Yasuo Konno、Yasushi Kuraishi、Ikuko Kimura、Takashi Suzuki、Mamoru Kiniwa

  DOI：10.1016/s0960-894x(01)00810-1

  日期：2002.2

  We describe here the synthesis and the anti-angiogenic and anti-rheumatic activities of 4-(3,4,5-trimethoxyphenyl)-6-(2,4,5-trimethoxyphenyl)-2-diethylaminopyrimidine (TAS-202), a derivative of magnosalin, which is a natural product isolated from Flos magnoliae. TAS-202 inhibited the proliferation of vascular endothelial cells more potently than magnosalin, and when given orally it inhibited basic fibroblast growth factor (bFGF)-induced angiogenesis and collagen-induced arthritis in mice. This magnosalin derivative with anti-angiogenic effects is a candidate for the treatment of rheumatoid arthritis. (C) 2002 Elsevier Science Ltd. All rights reserved.