2-(二乙基氨基)-7-羟基色原酮 | 63961-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 2-(二乙基氨基)-7-羟基色原酮
• 英文名称: 2-(diethylamino)-7-hydroxy-4H-1-benzopyran-4-one
• 英文别名: 2-diethylamino-7-hydroxy-chromen-4-one；2-(Diethylamino)-7-hydroxychromen-4-one
• CAS: 63961-71-7
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: AYZKEMDICVDVSU-UHFFFAOYSA-N

物化性质

• 沸点：
  382.8±42.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090

反应信息

• 作为反应物：
  描述：

  2-(二乙基氨基)-7-羟基色原酮 在 吡啶 、 sodium hydroxide 、 tetraphosphorus decasulfide 作用下， 反应 6.0h， 生成 [2-(diethylamino)-7-hydroxy-4H-chromen-4-ylidene]malononitrile
  参考文献：
  名称：

  2-(Dialkylamino)-4H-1-benzopyran-4-one derivatives modify chloride conductance in CFTR expressing cells

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(03)00155-1

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 and hybridization properties of the conjugates of oligonucleotides and stabilization agents—II
  作者：A. Balbi、E. Sottofattori、T. Grandi、M. Mazzei、Dmitri S. Pyshnyi、Sergej G. Lokhov、Alexander V. Lebedev

  DOI：10.1016/s0968-0896(97)00127-2

  日期：1997.10

  synthesized. These derivatives were covalently attached through the 5'-phosphoramide linkage to heptanucleotide pd(CCAAACA). Complementary complexes of the octanucleotide pd(TGTTTGGC) and above oligonucleotide conjugates were tested for their thermodynamic response. The Tm data and thermodynamic parameters for complex formation have demonstrated the ability of chromone (gamma-pyrone) and coumarin (alpha-pyrone)

  合成了具有三或五亚甲基胺接头功能的新的吡喃酮衍生物。这些衍生物通过5'-磷酰胺键共价附于七核苷酸pd（CCAAACA）。测试八核苷酸pd（TGTTTGGC）和上述寡核苷酸缀合物的互补复合物的热力学响应。配合物形成的Tm数据和热力学参数表明色酮（γ-吡喃酮）和香豆素（α-吡喃酮）衍生物具有稳定7-mer / 8-mer互补复合物的能力，最可能是通过吡喃的堆积相互作用邻近核苷酸碱基的芳香系统。色酮（或香豆素）衍生物对寡核苷酸复合物（37摄氏度下的delta delta G）稳定性的影响在-1.0至-1之间。
• Ermili,A. et al., Farmaco, Edizione Scientifica, 1977, vol. 32, p. 375 - 387
  作者：Ermili,A. et al.

  DOI：——

  日期：——
• Synthesis and anti-platelet activity of some 2-(dialkylamino)chromones
  作者：Mauro Mazzei、Alessandro Balbi、Giorgio Roma、Mario Di Braccio、Giuliana Leoncini、Enrica Buzzi、Mitzi Maresca

  DOI：10.1016/0223-5234(88)90005-0

  日期：1988.5
• Mazzei; Balbi; Ermili, Farmaco, Edizione Scientifica, 1985, vol. 40, # 12, p. 895 - 908
  作者：Mazzei、Balbi、Ermili、Sottofattori、Roma、Schiantarelli、Cadel

  DOI：——

  日期：——