(2,6-dimethyl-4-(4-(methylthio)phenyl)-1,4-dihydropyridine-3,5-diyl)diethanone | 289476-98-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2,6-dimethyl-4-(4-(methylthio)phenyl)-1,4-dihydropyridine-3,5-diyl)diethanone
• 英文别名: 1-[5-Acetyl-2,6-dimethyl-4-(4-methylsulfanylphenyl)-1,4-dihydropyridin-3-yl]ethanone；1-[5-acetyl-2,6-dimethyl-4-(4-methylsulfanylphenyl)-1,4-dihydropyridin-3-yl]ethanone
• CAS: 289476-98-8
• 化学式: C₁₈H₂₁NO₂S
• 分子量: 315.436
• InChiKey: YPWMDELQMBNADG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰丙酮 、 碳酸氢铵 、 4-(甲基巯基)苯甲醛 以40%的产率得到(2,6-dimethyl-4-(4-(methylthio)phenyl)-1,4-dihydropyridine-3,5-diyl)diethanone
  参考文献：
  名称：

  Synthesis and 3D-QSAR study of 1,4-dihydropyridine derivatives as MDR cancer reverters

  摘要：

  A series of symmetrical and unsymmetrical 1,4-dihydropyridines were synthesized by a rapid, single pot microwave irradiation (MWI) based protocol along with conventional approach and characterized by NMR, IR and mass spectroscopic techniques. The compounds were evaluated for their tumor cell cytotoxicity in HL-60 tumor cells. A 3D-QSAR study using CoMFA and CoMSIA was carried out to decipher the factors governing MDR reversing ability in cancer. The resulting contour maps derived by the best 3D-QSAR models provide a good insight into the molecular features relevant to the biological activity in this series of analogs. 3D contour maps as a result of 3D-QSAR were utilized to identify some novel features that can be incorporated into the 1,4-dihydropyridine framework to enhance the activity. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.01.011

文献信息

• Synthesis and 3D-QSAR study of 1,4-dihydropyridine derivatives as MDR cancer reverters
  作者：Ashish Radadiya、Vijay Khedkar、Abhay Bavishi、Hardevsinh Vala、Shailesh Thakrar、Dhairya Bhavsar、Anamik Shah、Evans Coutinho

  DOI：10.1016/j.ejmech.2014.01.011

  日期：2014.3

  A series of symmetrical and unsymmetrical 1,4-dihydropyridines were synthesized by a rapid, single pot microwave irradiation (MWI) based protocol along with conventional approach and characterized by NMR, IR and mass spectroscopic techniques. The compounds were evaluated for their tumor cell cytotoxicity in HL-60 tumor cells. A 3D-QSAR study using CoMFA and CoMSIA was carried out to decipher the factors governing MDR reversing ability in cancer. The resulting contour maps derived by the best 3D-QSAR models provide a good insight into the molecular features relevant to the biological activity in this series of analogs. 3D contour maps as a result of 3D-QSAR were utilized to identify some novel features that can be incorporated into the 1,4-dihydropyridine framework to enhance the activity. (C) 2014 Elsevier Masson SAS. All rights reserved.