1,4-diphenyl-1H-pyrazole-3-carbaldehyde | 1146616-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-diphenyl-1H-pyrazole-3-carbaldehyde
• 英文别名: 1,4-diphenylpyrazole-3-carbaldehyde
• CAS: 1146616-08-1
• 化学式: C₁₆H₁₂N₂O
• 分子量: 248.284
• InChiKey: RJXOZWIBXSEKQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-diphenyl-1H-pyrazole-3-carbaldehyde 在 三乙烯二胺 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 6-(1,4-diphenyl-1H-pyrazol-3-yl)-9-hydroxy-1,7-dithia-3-azaspiro[4.4]nonane-2,4-dione
  参考文献：
  名称：

  One-pot synthesis of 2-thioxothiazolidin-4-one, thiazolidine-2,4-dione, 2-iminothiazolidin-4-one based spiro-thiolane and bicyclic chromene-thiolane hybrids via Knoevenagel, 1,4-sulfa-Michael and aldol reactions

  摘要：

  DOI：

  10.24820/ark.5550190.p011.886

文献信息

• Synthesis of Certain 2-Substituted-1<i>H</i>-benzimidazole Derivatives as Antimicrobial and Cytotoxic Agents
  作者：Azza Taher Taher、Nadia Abdalla Khalil、Eman Mohamed Ahmed、Yasser Mohamed Ragab

  DOI：10.1248/cpb.60.778

  日期：——

  A series of 2-substituted-1H-benzimidazole derivatives were synthesized and evaluated for antimicrobial, antifungal and cytotoxic activities. The results showed that all tested compounds showed potent antimicrobial activity against some species of Gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli, Salmonella typhi) and fungi (Candida albicans) with minimum inhibitory concentrations (MICs) lower than 0.016 µg/mL. In contrast, all tested compounds were inactive against Staphylococcus aureus (Gram-positive bacterium). The final targets were also tested for their antitumor activity in vitro on cervical carcinoma (HeLa) cell line. Eight of the test compounds displayed more potent cytotoxic effect than doxorubicin at nanomolar concentrations. Compounds 2c and 3c exerted the strongest cytoyoxic effect with IC50 15 and 13 nM, respectively.

  研究人员合成了一系列 2-取代-1H-苯并咪唑衍生物，并对其抗菌、抗真菌和细胞毒性活性进行了评估。结果表明，所有测试化合物都对一些革兰氏阴性菌（铜绿假单胞菌、大肠杆菌、伤寒沙门氏菌）和真菌（白色念珠菌）具有很强的抗菌活性，最低抑菌浓度（MICs）低于 0.016 µg/mL。相反，所有测试化合物对金黄色葡萄球菌（革兰氏阳性菌）均无活性。此外，还对宫颈癌（HeLa）细胞系的最终目标进行了体外抗肿瘤活性测试。在纳摩尔浓度下，8 种测试化合物显示出比多柔比星更强的细胞毒作用。化合物 2c 和 3c 的细胞毒性作用最强，IC50 分别为 15 nM和 13 nM。
• Theoretical and molecular mechanistic investigations of novel (3-(furan-2-yl)pyrazol-4-yl) chalcones against lung carcinoma cell line (A549)
  作者：Magda F. Mohamed、Nada S. Ibrahim、Amna A. Saddiq、Omar A. Almaghrabi、Maha E. Al-Hazemi、Hamdi M. Hassaneen、Ismail A. Abdelhamid

  DOI：10.1007/s00210-022-02344-x

  日期：2023.4

  A new chalcone series has been developed that may be useful in the treatment of lung cancer. The new series was confirmed by the different spectral tools. MTT assay was used to detect the cytotoxic effect of the novel chalcones against lung cancer cell line (A549). Molecular docking studies were performed on the most two effective chalcones 7b and 7c. Different molecular techniques were utilized to study the activity and the effect of two chalcones 7b and 7c on apoptosis of A549 cell line.

  摘要 新开发的查尔酮系列可能有助于治疗肺癌。不同的光谱工具证实了这一新系列。MTT 试验用于检测新型查尔酮对肺癌细胞株（A549）的细胞毒性作用。对最有效的两种查耳酮 7b 和 7c 进行了分子对接研究。利用不同的分子技术研究了两种查耳酮 7b 和 7c 的活性以及对 A549 细胞株凋亡的影响。
• Design, Synthesis, In Silico Molecular Docking, ADMET Studies, and Biological Evaluation of Novel Substituted Diphenyl Pyrazole Incorporated 1,2,3-Triazolyl Benzene Sulfonamides
  作者：Sravanthi Siliveri、Laxmi Prasanna Gudishetty、Nagesh Vaddiraju、Jyothi Kavali、Shiv Raj

  DOI：10.1134/s1068162024030324

  日期：2024.6

  Abstract Objective: A novel triazolyl benzene sulfonamides were synthesized and evaluated for antitubercular and anticancer activity. Methods: Our study is dedicated to preparing highly efficient diphenyl pyrazole triazolyl benzene sulphonamides, as part of our ongoing efforts in the development of effective antitubercular and anticancer agents. The antitubercular activity was performed against the

  抽象的 目的：合成一种新型三唑基苯磺酰胺并评价其抗结核和抗癌活性。方法：我们的研究致力于制备高效的二苯基吡唑三唑基苯磺酰胺，作为我们持续开发有效抗结核和抗癌药物的一部分。使用微孔板阿拉玛蓝测定 (MABA) 对结核分枝杆菌 H37RV 菌株进行抗结核活性。使用新洋葱伯克霍尔德菌二氢蝶酸合酶与 7,8-二氢蝶酸 (PDBID:2Y5S) 和来自嗜热脂肪芽孢杆菌 (PDB ID: 1ZDR) 的 DHFR 复合的酶晶体结构进行了计算机药代动力学 (ADMET) 和分子对接研究。结果与讨论：十八种新型衍生物的合成之后，对这些化合物进行了表征、抗结核和抗癌筛选。使用物理（MP 和 TLC）和光谱（FT-IR、 1 H NMR 和 MS）方法来表征化合物。使用微孔板阿拉玛蓝测定 (MABA) 方法测试 H37RV 菌株的抗结核活性。当测试抗结核活性时，化合物(Va)、(Ve)和(VIIe)在50μ
• Synthesis, anticancer evaluation of novel hybrid pyrazole-based chalcones, molecular docking, DNA fragmentation, and gene expression: in vitro studies
  作者：Norhan Yasser、Farid M. Sroor、Haidan M. El-Shorbagy、Shaymaa M. Eissa、Hamdi M. Hassaneen、Ismail A. Abdelhamid

  DOI：10.1039/d4ra03375b

  日期：——

  A new series of pyrazole-based chalcones were synthesized and tested against MCF7, PC3, PACA2 and BJ1 as in vitro study. Gene expression, DNA damage, DNA fragmentation and molecular docking for were discussed.