(Z)-2-((4-dimethylamino)benzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one | 1245277-03-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (Z)-2-((4-dimethylamino)benzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one
• 英文别名: (2Z)-2-[[4-(dimethylamino)phenyl]methylidene]-4H-1,4-benzoxazin-3-one
• CAS: 1245277-03-5
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: SMONOPOAKHQKFU-WJDWOHSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2H-1,4-苯并噁嗪-3(4H)-酮 、 对二甲氨基苯甲醛 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到(Z)-2-((4-dimethylamino)benzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one
  参考文献：
  名称：

  Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents

  摘要：

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.

  DOI：

  10.1080/00397910903243823

文献信息

• BENZOTHIAZINONE AND BENZOXAZINONE COMPOUNDS
  申请人：BASF AKTIENGESELLSCHAFT

  公开号：EP1181282A2

  公开（公告）日：2002-02-27
• US7049312B1
  申请人：——

  公开号：US7049312B1

  公开（公告）日：2006-05-23
• [EN] BENZOTHIAZINONE AND BENZOXAZINONE COMPOUNDS<br/>[FR] COMPOSES DE BENZOTHIAZINONE ET DE BENZOXAZINONE
  申请人：BASF AG

  公开号：WO2000075139A2

  公开（公告）日：2000-12-14

  Q is - N=or CR2; X is S, O or NOR3; Y is-O-, -S-, -SO- or -SO¿2?-; R and R?1¿ are each, independently, H, a substituted or unsubstituted aliphatic, aromatic, heteroaromatic or aralkyl group R2 is H or a substituent; R3 is H, or -C(O)R4; R4 is a substituted or unsubstituted aliphatic or aromatic group; n is an integer from 0 to 1. Chemical compounds having structural formula (I) and physiologically acceptable salts thereof, are inhibitors of serine/threonine and tyrosine kinase activity. Several of the tyrosine kinases, whose activity is inhibited by these chemical compounds, are involved in angiogenic processes. Thus, these chemical compounds can ameliorate disease states where angiogenesis or endothelial cell hyperproliferation is a factor. These compounds can be used to treat cancer and hyperproliferative disorders.
• Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2<i>H</i>-1,4-Benzoxazin-3-(4<i>H</i>)-ones as Neuroprotecting Agents
  作者：Haribabu Ankati、Shashidhar Kumar Akubathini、Santosh R. D'Mello、Edward R. Biehl

  DOI：10.1080/00397910903243823

  日期：2010.7.27

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.