(E)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-(thiophen-3-yl)prop-2-en-1-one | 1393921-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-(thiophen-3-yl)prop-2-en-1-one
• 英文别名: (E)-1-(5-methoxy-2,2-dimethylchromen-8-yl)-3-thiophen-3-ylprop-2-en-1-one
• CAS: 1393921-85-1
• 化学式: C₁₉H₁₈O₃S
• 分子量: 326.416
• InChiKey: CLGAQGKLDUFNSE-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  63.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-methoxy-2-((2-methylbut-3-yn-2-yl)oxy)phenyl)ethanone 在 吡啶 、 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 60.0h， 生成 (E)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-(thiophen-3-yl)prop-2-en-1-one
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship studies of novel millepachine derivatives as potent antiproliferative agents

  摘要：

  In this paper, 38 millepachine derivatives have been designed, synthesized and evaluated for their in vitro and in vivo antiproliferative activity. Among these novel derivatives, 15 displayed more potent antiproliferative activity than millepachine against HepG2, K562, SK-OV-3, HCT116, HT29, and SW620 tumor cells (mean IC50 = 0.64 vs. 2.86 mu M, respectively). Furthermore, 15 could effectively inhibit tubulin polymerization in HepG2 cells, and induce the HepG2 cell cycle arrest at the G2/M phase in a concentration-dependant manner. Further studies confirmed that 15 significantly suppressed the growth of tumor volume and exerted more potent anticancer potency than millepachine and anticancer drug cisplatin in A549 lung xenograft tumor model. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.034

文献信息

• (E)-1-(5-METHOXY-2,2-DIMETHYL-2H-CHROMEN-8-YL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE AND ANALOGS THEREOF, AS WELL AS PREPARATION METHOD AND USE THEREOF
  申请人：Chen Lijuan

  公开号：US20150133659A1

  公开（公告）日：2015-05-14

  The present invention relates to millepachine ((E)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-(4-methoxyphenyl)prop-2-en-1-one) and its analogues. The present invention provides methods for preparing these compounds, pharmaceutical compositions including these compounds, and methods of treating diseases utilizing pharmaceutical compositions including these compounds.

  本发明涉及米勒帕辛（（E）-1-(5-甲氧基-2,2-二甲基-2H-香豆素-8-基)-3-(4-甲氧基苯基)丙-2-烯-1-酮）及其类似物。本发明提供了制备这些化合物的方法，包括这些化合物的药物组合物，以及利用包括这些化合物的药物组合物治疗疾病的方法。
• US9394268B2
  申请人：——

  公开号：US9394268B2

  公开（公告）日：2016-07-19