3-(2,5-dimethoxy-phenyl)-1-pyridin-4-yl-propenone | 851663-32-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(2,5-dimethoxy-phenyl)-1-pyridin-4-yl-propenone
• 英文别名: 3-(2,5-Dimethoxyphenyl)-1-(pyridin-4-yl)prop-2-en-1-one；3-(2,5-dimethoxyphenyl)-1-pyridin-4-ylprop-2-en-1-one
• CAS: 851663-32-6
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: VUKHLWOOQUNJMF-UHFFFAOYSA-N

物化性质

• 熔点：
  128-130 °C(Solv: methanol (67-56-1); ethanol (64-17-5))
• 沸点：
  448.6±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2,5-dimethoxy-phenyl)-1-pyridin-4-yl-propenone 在 一水合肼 作用下， 反应 0.05h， 以82%的产率得到4-[5-(2,5-dimethoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]-pyridine
  参考文献：
  名称：

  Synthesis anti-inflammatory and anticancer activity evaluation of some pyrazole and oxadiazole derivatives

  摘要：

  Pyrazole derivatives IIa-l have been synthesized by condensation of chalcones Ia-f with hydrazine hydrate and phenyl hydrazine under microwave irradiation in good yields. Oxadiazole derivatives IVa-f have been synthesized by condensation of N'-hydroxypicolinamidine, N'-hydroxy isonicotinamidine, N'-hydroxypyrazine-2-carboxamidine with 2,5 dimethoxybenzaldehyde and 3-methoxy-4-hydroxy benzaldehyde, respectively. Structures assigned to IIa-l and IVa-f are fully supported by correct spectral and analytical data. All compounds (IIa-l & IVa-f) have been screened for anti-inflammatory and anticancer activities. Compounds IIj, IIk, and IVb exhibited good anti-inflammatory activity, while, IIa, c, j, and IVd showed better anticancer activity against four and three cancer cell lines, respectively.

  DOI：

  10.1007/s00044-011-9850-7
• 作为产物：
  描述：

  4-乙酰吡啶 、 2,5-二甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 水 为溶剂， 以67%的产率得到3-(2,5-dimethoxy-phenyl)-1-pyridin-4-yl-propenone
  参考文献：
  名称：

  4-吡啶基-6-芳基-2-取代的氨基嘧啶类化合物的合成作为一类新的抗疟药。

  摘要：

  合成了一系列的2,4,6-三取代的嘧啶并评估了它们对恶性疟原虫的体外抗疟活性。在合成的18种化合物中，有14种化合物的MIC在0.25-2 microg / mL范围内。这些化合物在体外的活性是乙胺嘧啶的几倍。

  DOI：

  10.1016/j.bmc.2005.06.052

文献信息

• Synthesis anti-inflammatory and anticancer activity evaluation of some pyrazole and oxadiazole derivatives
  作者：Sham M. Sondhi、Sandeep Kumar、Nikhil Kumar、Partha Roy

  DOI：10.1007/s00044-011-9850-7

  日期：2012.10

  Pyrazole derivatives IIa-l have been synthesized by condensation of chalcones Ia-f with hydrazine hydrate and phenyl hydrazine under microwave irradiation in good yields. Oxadiazole derivatives IVa-f have been synthesized by condensation of N'-hydroxypicolinamidine, N'-hydroxy isonicotinamidine, N'-hydroxypyrazine-2-carboxamidine with 2,5 dimethoxybenzaldehyde and 3-methoxy-4-hydroxy benzaldehyde, respectively. Structures assigned to IIa-l and IVa-f are fully supported by correct spectral and analytical data. All compounds (IIa-l & IVa-f) have been screened for anti-inflammatory and anticancer activities. Compounds IIj, IIk, and IVb exhibited good anti-inflammatory activity, while, IIa, c, j, and IVd showed better anticancer activity against four and three cancer cell lines, respectively.
• Synthesis of 4-pyrido-6-aryl-2-substituted amino pyrimidines as a new class of antimalarial agents
  作者：Anu Agarwal、Kumkum Srivastava、S.K. Puri、Prem M.S. Chauhan

  DOI：10.1016/j.bmc.2005.06.052

  日期：2005.11

  A series of 2,4,6-trisubstituted pyrimidines were synthesized and evaluated for their in vitro antimalarial activity against Plasmodium falciparum. Of the 18 compounds synthesized, 14 compounds showed MIC in the range of 0.25-2 microg/mL. These compounds are in vitro several fold more active than pyrimethamine.

  合成了一系列的2,4,6-三取代的嘧啶并评估了它们对恶性疟原虫的体外抗疟活性。在合成的18种化合物中，有14种化合物的MIC在0.25-2 microg / mL范围内。这些化合物在体外的活性是乙胺嘧啶的几倍。