7-methoxy-3-methyl-4'-nitroflavone | 122260-03-1

• 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: 7-methoxy-3-methyl-4'-nitroflavone
• 英文别名: 3-Methyl-7-methoxy-4'-nitroflavone；4H-1-Benzopyran-4-one, 7-methoxy-3-methyl-2-(4-nitrophenyl)-；7-methoxy-3-methyl-2-(4-nitrophenyl)chromen-4-one
• CAS: 122260-03-1
• 化学式: C₁₇H₁₃NO₅
• 分子量: 311.294
• InChiKey: ZDRASXYVDRXQNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 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：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-methoxy-3-methyl-4'-nitroflavone 生成 8-chloro-7-methoxy-3-methyl-2-(4-nitrophenyl)chromen-4-one
  参考文献：
  名称：

  RECANATINI, MAURIZIO;VALENTI, PIERO;DA, RE PAOLO;GIUSTI, PIETRO, ARCH. PHARM., 322,(1989) N, C. 257-261

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二羟基苯丙酮 在 4-硝基苯甲酸钠 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.0h， 生成 7-methoxy-3-methyl-4'-nitroflavone
  参考文献：
  名称：

  Lead Optimization Providing a Series of Flavone Derivatives as Potent Nonsteroidal Inhibitors of the Cytochrome P450 Aromatase Enzyme

  摘要：

  Following our SAR studies on aromatase inhibitors, new compounds were designed by appropriately modifying the structure of flavone 1 using our previously reported CoMFA model. While the introduction of substituents on the 2-phenyl ring alone did not cause improvement in potency, these modifications and the removal of the 7-methoxy group led to compounds showing inhibitory activity in the nanomolar range, comparable to the marketed drug fadrozole.

  DOI：

  10.1021/jm060186y

文献信息

• Synthesis and Quantitative Structure-Activity Relationships of Analeptic Agents Related to Dimefline
  作者：Maurizio Recanatini、Piero Valenti、Paolo Da Re、Pietro Giusti

  DOI：10.1002/ardp.19893220504

  日期：——

  Some new dimefline‐type derivatives have been synthesized and their pharmacological activity, as well as their distribution coefficients have been determined. The distribution coefficients of a number of previously published analogue compounds have also been measured and the QSAR analysis of the whole set has been carried out. The results of such analysis allow to point out which factors are influencing

  已经合成了一些新的二甲苯胺类衍生物，并确定了它们的药理活性和分布系数。还测量了许多以前发表的类似化合物的分布系数，并进行了整个集合的 QSAR 分析。这种分析的结果可以指出哪些因素正在影响这组化合物的生物活性。
• RECANATINI, MAURIZIO;VALENTI, PIERO;DA, RE PAOLO;GIUSTI, PIETRO, ARCH. PHARM., 322,(1989) N, C. 257-261
  作者：RECANATINI, MAURIZIO、VALENTI, PIERO、DA, RE PAOLO、GIUSTI, PIETRO

  DOI：——

  日期：——
• Lead Optimization Providing a Series of Flavone Derivatives as Potent Nonsteroidal Inhibitors of the Cytochrome P450 Aromatase Enzyme
  作者：Silvia Gobbi、Andrea Cavalli、Angela Rampa、Federica Belluti、Lorna Piazzi、Anja Paluszcak、Rolf W. Hartmann、Maurizio Recanatini、Alessandra Bisi

  DOI：10.1021/jm060186y

  日期：2006.7.1

  Following our SAR studies on aromatase inhibitors, new compounds were designed by appropriately modifying the structure of flavone 1 using our previously reported CoMFA model. While the introduction of substituents on the 2-phenyl ring alone did not cause improvement in potency, these modifications and the removal of the 7-methoxy group led to compounds showing inhibitory activity in the nanomolar range, comparable to the marketed drug fadrozole.