3-(2-hydroxyphenyl)-1-(pyridin-4-yl)prop-2-en-1-one | 92163-44-5

• 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-hydroxyphenyl)-1-(pyridin-4-yl)prop-2-en-1-one
• 英文别名: 3-(2-hydroxy-phenyl)-1-pyridin-4-yl-propenone；Pyridyl-(4)-<β-(2-hydroxy-phenyl)-vinyl>-keton, 3-(2-Hydroxyphenyl)-1--propen-(2)-on-(1)；3-<2-Hydroxy-phenyl>-1-<4>pyridyl-propenon；3-(2-Hydroxyphenyl)-1--propen-(2)-on-(1)；3-(2-Hydroxy-phenyl)-1--propenon；1-<2-Hydroxy-phenyl>-3-pyridyl-(4)-propenon；3-(2-Hydroxyphenyl)-1-(4-pyridinyl)-2-propen-1-one；3-(2-hydroxyphenyl)-1-pyridin-4-ylprop-2-en-1-one
• CAS: 92163-44-5
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: IGTKEFCIWDBWNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-乙酰吡啶 、 水杨醛 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以48%的产率得到3-(2-hydroxyphenyl)-1-(pyridin-4-yl)prop-2-en-1-one
  参考文献：
  名称：

  Alam, Shadab; Panda, Rakesh; Kachroo, Monica, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 4, p. 440 - 443

  摘要：

  DOI：

文献信息

• Synthesis and QSAR analysis of chalcone derivatives as nitric oxide inhibitory agent
  作者：Kok Wai Lam、Reaz Uddin、Choi Yi Liew、Chau Ling Tham、Daud A. Israf、Ahmad Syahida、Mohd. Basyaruddin Abdul Rahman、Zaheer Ul-Haq、Nordin H. Lajis

  DOI：10.1007/s00044-011-9706-1

  日期：2012.8

  In this study, thirty-eight chalcone analogs were synthesized and evaluated for nitric oxide (NO) inhibition activity on RAW 264.7 cells. Among these compounds, chalcones bearing furanyl group showed remarkable anti-inflammatory activity. Both compounds 2d and 2j were identified as the most potent NO inhibitor on IFN-gamma/LPS-activated RAW 264.7 cells. In order to examine the structure-activity relationship, a 3D QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method on the selected chalcones. Partial least square analysis produced a statistically coherent model with good predictive value, r (2) = 0.989 and a good cross validated value, q (2) = 0.583.