2-(diethylamino)-7-methoxychromone | 63961-65-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(diethylamino)-7-methoxychromone
• 英文别名: 2-diethylamino-7-methoxy-chromen-4-one；2-(Diethylamino)-7-methoxy-4H-1-benzopyran-4-one；2-(diethylamino)-7-methoxychromen-4-one
• CAS: 63961-65-9
• 化学式: C₁₄H₁₇NO₃
• 分子量: 247.294
• InChiKey: QQBFAHQMXMZUHB-UHFFFAOYSA-N

物化性质

• 沸点：
  363.7±42.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(diethylamino)-7-methoxychromone 在 氢碘酸 、 乙酸酐 、 碳酸氢钠 作用下， 反应 5.0h， 生成 羟甲香豆素
  参考文献：
  名称：

  Mazzei, M.; Ermili, A.; Sottofattori, E., Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 863 - 868

  摘要：

  DOI：

文献信息

• Inhibition of neutrophil O2− production by unsymmetrical methylene derivatives of benzopyrans: their use as potential antiinflammatory agents
  作者：Mauro Mazzei、Ramona Dondero、Enzo Sottofattori、Edon Melloni、Roberto Minafra

  DOI：10.1016/s0223-5234(01)01279-x

  日期：2001.12

  Some unsymmetrical derivatives of benzopyrans 9 were synthesized and tested to verify their PKC inhibitory activity. For this purpose, the Mannich bases of 7-hydroxycoumarins 6 were treated with 2-(dialkylamino)benzopyran-4-ones or 3-(dialkylamino)naphtho[2,1-b]pyran-1-ones 8 in the presence of acetic or propionic anhydride, yielding compounds 9. Human neutrophils stimulated with either PMA and f-MLF

  合成并测试了苯并吡喃9的一些不对称衍生物，以验证其对PKC的抑制活性。为此，在乙酸存在下，用2-（二烷基氨基）苯并吡喃-4-酮或3-（二烷基氨基）萘并[2,1-b]吡喃-1-酮8处理7-羟基香豆素6的曼尼希碱。用丙酸酐或丙酸酐产生化合物9。用PMA和f-MLF刺激的人类嗜中性粒细胞用作细胞模型。化合物9的效率建立在其减少活化的人类嗜中性粒细胞产生O（2）（-）的能力上。在色酮部分的7位带有乙酰氧基的化合物9d和9f似乎有效地抵消了中性粒细胞的活化。
• Synthesis of unsymmetrical methylene derivatives of benzopyran-4-ones from mannich bases
  作者：Mauro Mazzei、Ramona Dondero、Alessandro Balbi、Gian Maria Bonora

  DOI：10.1002/jhet.5570380232

  日期：2001.3

  The formation of methylene-bis derivatives of benzopyran-4-ones from their Mannich bases was studied. On these grounds, unsymmetrical methylene derivatives have been synthesized by reacting Mannich bases of benzopyran-4-ones with structurally related compounds lacking the dialkylaminomethyl group.

  研究了由其曼尼希碱形成的苯并吡喃-4-酮的亚甲基双衍生物。基于这些理由，已经通过使苯并吡喃-4-酮的曼尼希碱与缺乏二烷基氨基甲基的结构相关化合物反应来合成不对称的亚甲基衍生物。
• 2-(Dialkylamino)-4H-1-benzopyran-4-one derivatives modify chloride conductance in CFTR expressing cells
  作者：Mauro Mazzei、Erika Nieddu、Chiara Folli、Emanuela Caci、Louis V.J Galietta

  DOI：10.1016/s0014-827x(03)00155-1

  日期：2003.9

  Some 2-(diethylamino)-7-hydroxy-4H-1-benzopyran-4-one derivatives, potentially useful as activators of the cystic fibrosis transmembrane conductance regulator (CFTR), were prepared. The synthesized compounds were tested, together with others 2-(dialkylamino)-7-hydroxybenzopyran-4-one derivatives, by measuring their capacity to modify the kinetics of iodide influx in Fisher rat thyroid cells expressing wild type CFTR and the halide-sensitive yellow fluorescent protein. Among the tested compounds the dinitrile derivatives 8 and 9 are endowed with an activity comparable to the reference compound apigenin.
• Balbi; Roma; Mazzei, Il Farmaco, 1989, vol. 44, # 6, p. 565 - 577
  作者：Balbi、Roma、Mazzei、Sottofattori、Cadel、Schiantarelli

  DOI：——

  日期：——
• Synthesis of new 3,5-disubstituted isoxazoles with specific anti-group B rhinovirus activity in vitro
  作者：M Mazzei、A Balbi、E Sottofattori、R Garzoglio、A De Montis、S Corrias、P La Colla

  DOI：10.1016/0223-5234(93)90025-a

  日期：1993.1

  3,5-Disubstituted isoxazoles 4a-f were synthesized as potential anti-rhinovirus agents. These compounds were prepared in good yield by treatment of the corresponding 2-(dialkylamino)chromones 3a-f with hydroxylamine. Compounds 4 were demethylated to obtain dihydroxyderivatives 5, which were then transformed in acetyl-6 and alkylderivatives 7. The methylenbisderivatives 9 were obtained by reaction of bischromones 8 with hydroxylamine. Most compounds were subjected to antiviral screening. Compounds 4c, 7a, 7b and 7c were found to be specific inhibitors of group B rhinoviruses.