2-(3-Bromo-4-methyl-phenyl)-7-methoxy-6-oxazol-5-yl-1H-quinolin-4-one | 371250-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3-Bromo-4-methyl-phenyl)-7-methoxy-6-oxazol-5-yl-1H-quinolin-4-one
• 英文别名: 2-(3-bromo-4-methylphenyl)-7-methoxy-6-(1,3-oxazol-5-yl)-1H-quinolin-4-one
• CAS: 371250-69-0
• 化学式: C₂₀H₁₅BrN₂O₃
• 分子量: 411.255
• InChiKey: GLXOVZZBXQWVJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-Bromo-4-methyl-phenyl)-7-methoxy-6-oxazol-5-yl-1H-quinolin-4-one 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium hydride 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 7-Methoxy-4-methoxymethoxy-2-(4-methyl-3-morpholin-4-yl-phenyl)-6-oxazol-5-yl-quinoline
  参考文献：
  名称：

  Quinolone-Based IMPDH inhibitors: introduction of basic residues on ring D and SAR of the corresponding mono, di and benzofused analogues

  摘要：

  The synthesis and the structure-activity relationships (SAR) of analogues derived from the introduction of basic residues on ring D of quinolone based inhibitors of IMPDH are described. This led to the identification of compound 27 as a potent inhibitor of IMPDH with significantly improved aqueous solubility over the lead compound 1. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00945-9
• 作为产物：
  描述：

  (E)-3-(3-Bromo-4-methyl-phenyl)-3-(3-methoxy-4-oxazol-5-yl-phenylamino)-acrylic acid ethyl ester 以 xylene 为溶剂， 以82%的产率得到2-(3-Bromo-4-methyl-phenyl)-7-methoxy-6-oxazol-5-yl-1H-quinolin-4-one
  参考文献：
  名称：

  Novel inhibitors of IMPDH

  摘要：

  A series of novel quinolone-based small molecule inhibitors of inosine monophosphate dehydrogenase (IMPDH) was explored. The synthesis and the structure-activity relationships (SARs) derived from in vitro studies are described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00944-7