3-(3-Anthracen-9-ylprop-2-enoyl)chromen-2-one | 140399-58-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-(3-Anthracen-9-ylprop-2-enoyl)chromen-2-one
• CAS: 140399-58-2
• 化学式: C₂₆H₁₆O₃
• 分子量: 376.411
• InChiKey: ZLFGXIHUEHESPY-UHFFFAOYSA-N

物化性质

• 沸点：
  653.4±54.0 °C(Predicted)
• 密度：
  1.328±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3-Anthracen-9-ylprop-2-enoyl)chromen-2-one 在 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 生成 ((4-(3-(chromen-2-one-3-yl)-5-anthra-9-yl-4,5-dihydropyrazol-1-yl)phenyl)sulfonyl)-N'-p-methoxyphenylurea
  参考文献：
  名称：

  Antidiabetic effect of novel benzenesulfonylureas as PPAR-γ agonists and their anticancer effect

  摘要：

  Twenty one pyrazoline containing benzenesulfonylureas were synthesized and docked against PPAR-gamma target. All the compounds were first screened for their antidiabetic potential by oral glucose tolerance test and then six active compounds were assessed on STZ diabetic model. It was found that five compounds showed significantly high antidiabetic activity in comparison to glibenclamide as well as rosiglitazone (standard drugs). The active compounds were evaluated for their effect on body weight since weight management is one of the main concerns associated with sulfonylureas. Finally, the most active compound 6f was shown to elevate PPAR-gamma gene expression. The synthesized compounds were also screened for anticancer activity by National Cancer Institute. Five compounds (5i, 6e, 6g, 6i and 6j) were selected at one dose level and showed potency against cancers. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.08.062
• 作为产物：
  描述：

  磷,[2-羰基-2-(2-羰基-2H-1-苯并吡喃-3-基)乙基]三苯基-,溴化 在 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 3-(3-Anthracen-9-ylprop-2-enoyl)chromen-2-one
  参考文献：
  名称：

  Yagodinets, P. I.; Skripskaya, O. V.; Chernyuk, I. N., Journal of general chemistry of the USSR, 1991, vol. 61, # 8.2, p. 1714 - 1719

  摘要：

  DOI：

文献信息

• Yagodinets, P. I.; Skripskaya, O. V.; Chernyuk, I. N., Journal of general chemistry of the USSR, 1991, vol. 61, # 8.2, p. 1714 - 1719
  作者：Yagodinets, P. I.、Skripskaya, O. V.、Chernyuk, I. N.、Shevchuk, M. I.

  DOI：——

  日期：——
• Antidiabetic effect of novel benzenesulfonylureas as PPAR-γ agonists and their anticancer effect
  作者：Chetna Kharbanda、Mohammad Sarwar Alam、Hinna Hamid、Kalim Javed、Abhijeet Dhulap、Sameena Bano、Yakub Ali

  DOI：10.1016/j.bmcl.2015.08.062

  日期：2015.10

  Twenty one pyrazoline containing benzenesulfonylureas were synthesized and docked against PPAR-gamma target. All the compounds were first screened for their antidiabetic potential by oral glucose tolerance test and then six active compounds were assessed on STZ diabetic model. It was found that five compounds showed significantly high antidiabetic activity in comparison to glibenclamide as well as rosiglitazone (standard drugs). The active compounds were evaluated for their effect on body weight since weight management is one of the main concerns associated with sulfonylureas. Finally, the most active compound 6f was shown to elevate PPAR-gamma gene expression. The synthesized compounds were also screened for anticancer activity by National Cancer Institute. Five compounds (5i, 6e, 6g, 6i and 6j) were selected at one dose level and showed potency against cancers. (C) 2015 Elsevier Ltd. All rights reserved.