3-(4-Pyridyl)-1-(2-thienyl)-2-propen-1-on | 72512-16-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-Pyridyl)-1-(2-thienyl)-2-propen-1-on
• 英文别名: 3-(4-pyridyl)-1-(2-thienyl)-2-propenone；3-pyridin-4-yl-1-thiophen-2-ylpropenone；3-(pyridin-4-yl)-1-(thiophen-2-yl) prop-2-en-1-one；1-(Thiophen-2-yl)-3-(4-pyridinyl)-2-propene-1-one；3-pyridin-4-yl-1-thiophen-2-ylprop-2-en-1-one
• CAS: 72512-16-4
• 化学式: C₁₂H₉NOS
• 分子量: 215.276
• InChiKey: ISLCBTXLQDSFPT-UHFFFAOYSA-N

物化性质

• 熔点：
  121-122 °C(Solv: methanol (67-56-1))
• 沸点：
  380.4±42.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 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：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Pyridyl)-1-(2-thienyl)-2-propen-1-on 在 氢气 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-[(3R,5S)-2,2-dimethyl-5-thiophen-2-ylpyrrolidin-3-yl]pyridine
  参考文献：
  名称：

  2,2-二烷基-5-芳基-3-吡啶基吡咯烷酮的合成与药学反应

  摘要：

  2,2-二烷基-5-芳基-3-吡啶基吡咯烷的合成与药理性质

  DOI：

  10.1002/hlca.19800630310
• 作为产物：
  描述：

  4-吡啶甲醛 、 2-乙酰基噻吩 在 basis 作用下， 以87%的产率得到3-(4-Pyridyl)-1-(2-thienyl)-2-propen-1-on
  参考文献：
  名称：

  2,2-二烷基-5-芳基-3-吡啶基吡咯烷酮的合成与药学反应

  摘要：

  2,2-二烷基-5-芳基-3-吡啶基吡咯烷的合成与药理性质

  DOI：

  10.1002/hlca.19800630310

文献信息

• Synthesis, crystal structure, in-silico ADMET, molecular docking and dynamics simulation studies of thiophene-chalcone analogues
  作者：S. Nanjundaswamy、Gurumallappa、M.K. Hema、C.S. Karthik、Jothi Ramalingam Rajabathar、Selvaraj Arokiyaraj、N.K. Lokanath、P. Mallu

  DOI：10.1016/j.molstruc.2021.131365

  日期：2022.1

  ..O7 (2.638 Å) and C3-H3...S1 (2.915 Å) intermolecular interactions in compound 2 contributed to molecular stability. The thiophene-chalcones analogues were screened for the in-sillico studies to understand the antibacterial activity. Molecular docking study was analyzed for the compound 1 and 2 with Penicillin binding proteins (PDB:1MWT) and Staphylocoagulase (PDB:1NU7) of MRSA. Compound 1 showed

  一种新型噻吩基查尔酮衍生物，3-(pyridin-4-yl)-1-(thiophen-2-yl)prop-2-en-1-one (Compound 1) 和 3-mesityl-1-(thiophen-合成了 2-yl)prop-2-en-1-one (化合物 2) 并使用缓慢蒸发技术生长单晶。使用质谱、1 H-NMR和FTIR光谱确认合成化合物的结构。单晶 X 射线结构分析表明，两种晶体均在单斜 P21/n 空间群下结晶。CH...O、CH...Pi 和 Pi...Pi 化合物 1 和 C18-H18C...O7 (2.638 Å) 和 C3-H3...S1 (2.915 Å) 的分子内和分子间氢键相互作用化合物 2 中的分子间相互作用有助于分子稳定性。噻吩，查耳酮类似物筛选了在-sillico研究以了解抗菌活性。使用MRSA 的青霉素结合蛋白 (PDB:1MWT) 和葡萄球菌凝固酶 (PDB:1NU7)
• Calcium uptake inhibitors
  申请人：Merrell Pharmaceuticals Inc.

  公开号：US05500429A1

  公开（公告）日：1996-03-19

  This invention relates to 1-aryl-3-pyridinyl-2-propene-1-ones, the use of these compounds as calcium uptake inhibitors in leukocytes and thrombocytes, and pharmaceutical compositions containing these compounds as active ingredients, and the process of their preparation.

  本发明涉及1-芳基-3-吡啶基-2-丙烯基-1-酮类化合物，这些化合物作为白细胞和血小板中钙离子吸收抑制剂的用途，以及含有这些化合物作为活性成分的药物组合物，以及它们的制备过程。
• Synthesis, cyclooxygenase inhibition, anti-inflammatory evaluation and ulcerogenic liability of new 1,3,5-triarylpyrazoline and 1,5-diarylpyrazole derivatives as selective COX-2 inhibitors
  作者：Khaled R.A. Abdellatif、Eman K.A. Abdelall、Wael A.A. Fadaly、Gehan M. Kamel

  DOI：10.1016/j.bmcl.2015.11.105

  日期：2016.1

  Two new series of 1,3,5-triarylpyrazolines 10a-m and 1,5-diarylpyrazoles 14a-d were synthesized. All prepared compounds were evaluated for their in vitro COX-1/COX-2 inhibitory activity and the in vivo anti-inflammatory activity. All compounds were more selective for COX-2 isozyme and showed good in vivo anti-inflammatory activity. Compound 10k was the most COX-2 selective compound (S.I. = 5.91) and the most potent anti-inflammatory derivative (ED50 = 99 mu mol/kg) which is approximately five folds more potent than ibuprofen (ED50 = 499 mu mol/kg) and had half potency of celecoxib (ED50 = 47 mu mol/kg). All compounds were less ulcerogenic (Ulcer Indexes = 1.20-5.00) than ibuprofen (Ulcer Index = 20.25) and comparable to celecoxib (Ulcer Index = 2.90). (C) 2015 Elsevier Ltd. All rights reserved.
• Pant, Seema; Chandra, Hem; Sharma, Priyanka, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 6, p. 1525 - 1530
  作者：Pant, Seema、Chandra, Hem、Sharma, Priyanka、Pant, Umesh C.

  DOI：——

  日期：——
• Synthesis, cyclooxygenase inhibition, and anti-inflammatory evaluation of novel diarylheterocycles with a central pyrazole, pyrazoline, or pyridine ring
  作者：Khaled R. A. Abdellatif、Eman K. A. Abdelall、Wael A. A. Fadaly、Gehan M. Kamel

  DOI：10.1007/s00044-015-1327-7

  日期：2015.6

  Five groups of diarylheterocycles with a central pyrazole ring (12a-d), pyrazoline ring (14a-d), or pyridine ring (15a-d, 16a-d and 17a-d) were synthesized and evaluated in vitro for COX-1/COX-2 inhibitory activity and in vivo for anti-inflammatory activity. All compounds that possessed anti-inflammatory activity were assessed for their ulcerogenic liability in comparison with ibuprofen and celecoxib. The pyrazole derivative 12b and the pyrazoline derivative 14b were the least ulcerogenic compounds with relative ulcerogenicities to celecoxib 0.85 and 0.90 respectively.[GRAPHICS].