3-(4-acetyl-5-phenyl-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one | 853934-99-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(4-acetyl-5-phenyl-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one
• 英文别名: 3-(3-acetyl-2-phenyl-2H-1,3,4-oxadiazol-5-yl)chromen-2-one
• CAS: 853934-99-3
• 化学式: C₁₉H₁₄N₂O₄
• 分子量: 334.331
• InChiKey: CJGKHGILJZQTKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氧酰肼-2H-1-苯并吡喃-3-羧酸 以 乙醇 为溶剂， 反应 1.0h， 生成 3-(4-acetyl-5-phenyl-4,5-dihydro-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Naga Sudha; Sridhar; Girija Sastry, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 3, p. 422 - 427

  摘要：

  DOI：

文献信息

• Synthesis and Pharmacological Evaluation of Novel Coumarin Derivatives
  作者：Sanaryh Mohammed Al-awad、Leaqaa Abdalredha raheem、Ausama Ayob Jaccob

  DOI：10.26452/ijrps.v11i1.1908

  日期：——

  The current work focuses on new architecture, synthesis of coumarin-oxadiazole hybrid derivative products as both these (coumarin ring and oxadiazole) have a wide variety of biological behavior, Compounds containing the nucleus of coumarin (2H-1-benzopyran-2-one) are an interesting class of hetero cycles which hold an important role in the field of natural ingredients and synthetic organic chemistry.    It has been exciting medicinal chemists to study native coumarins or synthetic analogs for their application for decades. And they can be further modified to synthesize more effective and potent drugs. Compounds have been characterized by spectrophotometry of physicochemical properties and their structures verified by infrared spectroscopy (FTIR) and nuclear magnetic resonance (1H-NMR) Such new derivatives of coumarinyl-oxadiazole was qualified to estimate the lethal dose, anticancer, anticoagulant and antioxidant activity. Their pharmacological properties depend on their pattern of substitution, compound S4F proved significant anticoagulant activity in concentration (50, 100, 200 mg/ml) similar for heparin, and monitor the coagulation effect on plasma, while compound S4CO give significant anticancer activity against MCF-7 a breast cancer cell. Specific compounds have strong antioxidants with the effective action of radical scavengers; the S4Cl compound with IC50 1.49 is the most potent antioxidant activity note. Basically, all the formulations tested reported satisfactory behavior. The review shows that varieties of coumarin derivatives have synthesized and shown anti-cancer, antioxidant and anti-coagulant potentials. These derivatives synthesis and its biological assay can be further modified in the future to improve the anti-cancer, anti-oxidant and anticoagulant potentials of the versatile coumarin nucleus.

  目前的工作重点是新的架构，合成香豆素-噁二唑杂环衍生物产品，因为这两种物质（香豆素环和噁二唑）具有广泛的生物行为。含有香豆素核（2H-1-苯并吡喃-2-酮）的化合物是一类有趣的杂环，对于天然成分和合成有机化学领域起着重要作用。医药化学家们几十年来一直对研究天然香豆素或合成类似物以寻求应用感到兴奋。它们可以进一步改性以合成更有效和更强效的药物。化合物的物理化学性质已通过光谱法进行表征，并通过红外光谱（FTIR）和核磁共振（1H-NMR）验证其结构。这些新的香豆素-噁二唑衍生物被确认可用于估计致死剂量、抗癌、抗凝和抗氧化活性。它们的药理特性取决于它们的取代模式，化合物S4F在浓度（50、100、200 mg/ml）下表现出显著的抗凝活性，类似于肝素，并监测其对血浆的凝血作用，而化合物S4CO对乳腺癌细胞MCF-7表现出显著的抗癌活性。特定的化合物具有强大的抗氧化剂作用，S4Cl化合物的IC50为1.49，是最有效的抗氧化活性。基本上，所有经过测试的配方都表现出令人满意的行为。综述显示合成了各种香豆素衍生物并展示了抗癌、抗氧化和抗凝潜力。这些衍生物的合成及其生物测定可以在未来进一步改进，以提高多功能香豆素核的抗癌、抗氧化和抗凝潜力。
• Bhat, Mashooq A.; Siddiqui, Nadeem; Khan, Suroor A., Acta poloniae pharmaceutica, 2008, vol. 65, # 2, p. 235 - 239
  作者：Bhat, Mashooq A.、Siddiqui, Nadeem、Khan, Suroor A.

  DOI：——

  日期：——
• Naga Sudha; Sridhar; Girija Sastry, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 3, p. 422 - 427
  作者：Naga Sudha、Sridhar、Girija Sastry、Reddy、Sreevidya, Owk、Lavanya、Asha Jyothi、Nagesh、Sen, Saikat、Chakraborty, Raja

  DOI：——

  日期：——