3-Bromo-N-(3,5-dimethoxy-phenyl)-benzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Bromo-N-(3,5-dimethoxy-phenyl)-benzamide
• 英文别名: 3-bromo-N-(3,5-dimethoxyphenyl)benzamide
• 化学式: C₁₅H₁₄BrNO₃
• 分子量: 336.185
• InChiKey: VQSORYKNKRYJDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Bromo-N-(3,5-dimethoxy-phenyl)-benzamide 在 potassium tert-butylate 、 四氯化锡 作用下， 以 1,2-二氯乙烷 、 叔丁醇 为溶剂， 反应 21.5h， 生成 2-(3-Bromo-phenyl)-5,7-dimethoxy-1H-quinolin-4-one
  参考文献：
  名称：

  Antimitotic Activity of 5-Hydroxy-7-methoxy-2-phenyl-4-quinolones

  摘要：

  We report the synthesis of 5-hydroxy-7-methoxy-2-phenyl-4-quinolones and their biological activity as antitumor agents. These molecules were initially evaluated for their ability to induce cell cycle arrest in the G2/M phase. Compounds that showed significant G2/M cell cycle arrest were tested for antiproliferative activity using both the MTT assay and the NCI in vitro 60 cell line human tumor screen. The 5-hydroxy-7-methoxy-2-phenyl-4-quinolone (3a) and 2-(3-fluorophenyl)-5-hydroxy-7-methoxy-4-quinolone (3f) were the most active in the cell cycle arrest test whereas 3f was found to be the most active in the MTT assay. In terms of structural requirements, we found that the presence of a 5-hydroxyl group, a 7-methoxy group, and an unsubstituted N1 were essential for the antimitotic activity. In accordance with the literature, a fluoro group at the 3'- or 2'-position and a methoxy or a chloro group at the 3'-position were found to be highly advantageous for both the cell cycle arrest and the antiproliferative activities.

  DOI：

  10.1021/jm049876x

文献信息

• Method of Treating Kcnq Related Disorders Using Organozinc Compounds
  申请人：Li Min

  公开号：US20110257146A1

  公开（公告）日：2011-10-20

  The instant invention describes methods of treating KCNQ related diseases and disorders using organozinc compounds. In certain embodiments, pain is treated using Zinc Pyrithione.
• [EN] METHOD OF TREATING KCNQ RELATED DISORDERS USING ORGANOZINC COMPOUNDS<br/>[FR] PROCEDE DESTINE A TRAITER DES TROUBLES LIES A KCNQ A L'AIDE DE COMPOSES ORGANOZINC
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2007087424A2

  公开（公告）日：2007-08-02

  [EN] The instant invention describes methods of treating KCNQ related diseases and disorders using organozinc compounds. In certain embodiments, pain is treated using Zinc Pyrithione.
  [FR] La présente invention concerne des procédés destinés à traiter des pathologies et des troubles liés à KCNQ à l'aide de composés organozinc. Dans certains modes de réalisation, la douleur est traitée à l'aide de pyrithione de zinc.