2-(4-methoxy-3-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)-ethanone | 906481-17-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-(4-methoxy-3-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)-ethanone
• 英文别名: 2-(4-methoxy-3-nitro-phenyl)-1-(3,4,5-trimethoxy-phenyl)-ethanone；2-(4-Methoxy-3-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)ethanone
• CAS: 906481-17-2
• 化学式: C₁₈H₁₉NO₇
• 分子量: 361.351
• InChiKey: SYYOWVMROJDKQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-methoxy-3-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)-ethanone 在 selenium(IV) oxide 作用下， 以 二甲基亚砜 为溶剂， 反应 0.05h， 生成 1-(4-methoxy-3-nitrophenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanedione
  参考文献：
  名称：

  Synthesis and biological evaluation of novel 3,4-diaryl-1,2,5-selenadiazol analogues of combretastatin A-4

  摘要：

  A set of novel selenium-containing heterocyclic analogues of combretastatin A-4 (CA-4) have been designed and synthesised using a rigid 1,2,5-selenadiazole as a linker to fix the cis-orientation of ring-A and ring-B. All of the target compounds were evaluated for their in vitro anti-proliferative activities. Among these compounds, compounds 3a, 3i, 3n and 3q exhibited superior potency against different tumour cell lines with IC50 values at the nanomolar level. Moreover, compound 3n significantly induced cell cycle arrest in the G(2)/M phase, inhibited tubulin polymerisation into microtubules and caused microtubule destabilisation. A molecular modelling study of compound 3n was performed to elucidate its binding mode at the colchicine site in the tubulin dimer and to provide a basis for the further structure-guided design of novel CA-4 analogues. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.046
• 作为产物：
  描述：

  2-(3,4,5-trimethoxyphenyl)-1,3-dithiane 在 正丁基锂 、 mercury dichloride 、 mercury(II) oxide 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 为溶剂， 反应 16.5h， 生成 2-(4-methoxy-3-nitrophenyl)-1-(3,4,5-trimethoxyphenyl)-ethanone
  参考文献：
  名称：

  Synthesis and cytotoxic activities of 4,5-diarylisoxazoles

  摘要：

  A series of 4,5-diarylisoxazoles related to combretastatin A-4 (CA-4) were synthesized and evaluated for cytotoxicity against three human cancer cell lines. Among them, compound 6e showed better cytotoxic activity than CA-4 in HeLa and HepG2 cell lines assayed with IC50 value as low as 0.022 and 0.065 nM, respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.023

文献信息

• Synthesis and biological evaluation of 2,3-diarylthiophene analogues of combretastatin A-4
  作者：Zhan Wang、Qingkun Yang、Zhaoshi Bai、Jun Sun、Xuewei Jiang、Hongrui Song、Yingliang Wu、Weige Zhang

  DOI：10.1039/c5md00028a

  日期：——

  A series of novel 2,3-diarylthiophene analogues of combretastatin A-4 were synthesised and evaluated for their in vitro anti-proliferative activities.

  一系列新型的2,3-二芳基噻吩衍生物（类似于连马菜素A-4）被合成并评估其体外抗增殖活性。
• Compounds for the treatment of proliferative disorders
  申请人：Sun Lijun

  公开号：US20060217389A1

  公开（公告）日：2006-09-28

  The invention relates to compounds of structural formula (I): or a pharmaceutically acceptable salt, solvate, clathrate, and prodrug thereof, wherein R a , R b , and R 2 are defined herein. These compounds inhibit tubulin polymerization and/or target vasculature and are useful for treating proliferative disorders, such as cancer.

  本发明涉及结构式（I）的化合物：或其药学上可接受的盐，溶剂化合物，包合物和前药，其中Ra，Rb和R2在此定义。这些化合物抑制微管聚合和/或靶向血管，并且对于治疗增殖性疾病，如癌症，是有用的。
• Compounds for the treatment of angiogenesis
  申请人：Wu Yaming

  公开号：US20100093670A1

  公开（公告）日：2010-04-15

  The invention relates to isoxazole, isothiazole, and triazole compounds that are useful for treating or inhibiting angiogenesis.

  该发明涉及对治疗或抑制血管生成有用的异唑、异硫唑和三唑化合物。
• COMPOUNDS FOR THE TREATMENT OF PROLIFERATIVE DISORDERS
  申请人：Sun Lijun

  公开号：US20110059893A1

  公开（公告）日：2011-03-10

  The invention relates to compounds of structural formula (I): or a pharmaceutically acceptable salt, solvate, clathrate, and prodrug thereof, wherein R a , R b , and R 2 are defined herein. These compounds inhibit tubulin polymerization and/or target vasculature and are useful for treating proliferative disorders, such as cancer.

  本发明涉及结构式（I）的化合物：或其药学上可接受的盐，溶剂合物，笼合物和前药，其中Ra，Rb和R2在此定义。这些化合物抑制微管聚合和/或靶向血管，可用于治疗增殖性疾病，如癌症。
• WO2008/33449
  申请人：——

  公开号：——

  公开（公告）日：——