3-(4-Dimethylamino-anilino)-flavon | 5526-51-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3-(4-Dimethylamino-anilino)-flavon
• 英文别名: 3-[4-(Dimethylamino)anilino]-2-phenylchromen-4-one
• CAS: 5526-51-2
• 化学式: C₂₃H₂₀N₂O₂
• 分子量: 356.424
• InChiKey: FKVXHRGDDPBHDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2E)-1-(2-羟基苯基)-3-苯基-2-丙烯-1-酮 、 N,N-二甲基-4-亚硝基苯胺 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以30%的产率得到3-(4-Dimethylamino-anilino)-flavon
  参考文献：
  名称：

  Synthesis of <i>trans</i>-2,3-dimetho×y-3- (phenylamino)flavanones and related compounds

  摘要：

  trans-2,3-Dimethoxy-3-(phenylamino)flavanones (2), a new type of flavanone derivatives, are synthesized from flavanones or 2'-hydroxychalcones in two steps, the first one being a condensation with nitrosobenzenes (Ehrlich-Sachs reaction) and the second an oxidation with (diacetoxyiodo)benzene in methanol. Nitrone formation, an important side reaction of the Ehrlich-Sachs reaction, has also been exploited to synthesize 2 simply by use of an excess of nitrosobenzene in aqueous methanol. Syntheses of several analogues of 2 are also reported.

  DOI：

  10.1139/cjc-76-2-199

文献信息

• [EN] FLAVONES AND COUMARINS AS AGENTS FOR THE TREATMENT OF ATHEROSCLEROSIS<br/>[FR] FLAVONES ET COUMARINES UTILISEES EN TANT QU'AGENTS DANS LE TRAITEMENT DE L'ATHEROSCLEROSE
  申请人：——

  公开号：WO1996031206A2

  公开（公告）日：1996-10-10

  [EN] Flavones and coumarins or a pharmaceutically acceptable salt thereof are inhibitors of VCAM-1 and ICAM-1 and are thus useful in the treatment of atherosclerosis, restenosis, and immune disorders such as arthritis and transplant rejection.
  [FR] Les flavones et les coumarines ou leurs sels pharmaceutiquement acceptables sont des inhibiteurs de VCAM-1 et ICAM-1 et sont donc utiles dans le traitement de l'athérosclérose, de la resténose et de troubles immunitaires tels que l'arthrite et le rejet des transplantations.
• Synthesis of &lt;i&gt;trans&lt;/i&gt;-2,3-dimetho×y-3- (phenylamino)flavanones and related compounds
  作者：Surya K. De、Mrinal G. Dhara、Asok K. Mallik

  DOI：10.1139/cjc-76-2-199

  日期：——

  trans-2,3-Dimethoxy-3-(phenylamino)flavanones (2), a new type of flavanone derivatives, are synthesized from flavanones or 2'-hydroxychalcones in two steps, the first one being a condensation with nitrosobenzenes (Ehrlich-Sachs reaction) and the second an oxidation with (diacetoxyiodo)benzene in methanol. Nitrone formation, an important side reaction of the Ehrlich-Sachs reaction, has also been exploited to synthesize 2 simply by use of an excess of nitrosobenzene in aqueous methanol. Syntheses of several analogues of 2 are also reported.