期刊文献+

Synthesis and Crystal Structure of (Z)-1- (3-Fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4-methoxyphenyl)methyl)pyridin-2(1H)-one

Synthesis and Crystal Structure of (Z)-1- (3-Fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4-methoxyphenyl)methyl)pyridin-2(1H)-one
在线阅读 下载PDF
导出
摘要 The title compound (Z)-1-(3-fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4- methoxyphenyl)methyl)pyridin-2(1H)-one (C27H22F2N2O3,Mr = 460.47) was synthesized and crystallized. The crystal belongs to the triclinic system,space group P1 with a = 9.951(6),b = 10.059(6),c = 12.927(7)A,α = 109.828(7),β = 102.304(7),γ = 104.898(7)°,Z = 2,V = 1110.2(11)A^3,Dc =1.377 Mg/m^3,μ(MoKα) = 0.102 mm^-1,F(000) = 480,the final R = 0.0449 and Rw = 0.1250 for 4595 observed reflections (I 〉 2σ(I)). X-ray analysis reveals that both m-fluorobenzyl groups are diorientationally disordered because of the rotation of C–C single bond which was represented as F(1),F(2) and F(1'),F(2'). The diorientational disorder was refined and gave the occupancies of 0.665(4) and 0.335(4) for F(1) and F(1'),0.631(3) and 0.369(3) for F(2) and F(2'). Hydrogen bonds existing in the cell link different components to stabilize the crystal structure. The active data proved that the title compound has good anti-HBV activity. The title compound (Z)-1-(3-fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4- methoxyphenyl)methyl)pyridin-2(1H)-one (C27H22F2N2O3,Mr = 460.47) was synthesized and crystallized. The crystal belongs to the triclinic system,space group P1 with a = 9.951(6),b = 10.059(6),c = 12.927(7)A,α = 109.828(7),β = 102.304(7),γ = 104.898(7)°,Z = 2,V = 1110.2(11)A^3,Dc =1.377 Mg/m^3,μ(MoKα) = 0.102 mm^-1,F(000) = 480,the final R = 0.0449 and Rw = 0.1250 for 4595 observed reflections (I 〉 2σ(I)). X-ray analysis reveals that both m-fluorobenzyl groups are diorientationally disordered because of the rotation of C–C single bond which was represented as F(1),F(2) and F(1'),F(2'). The diorientational disorder was refined and gave the occupancies of 0.665(4) and 0.335(4) for F(1) and F(1'),0.631(3) and 0.369(3) for F(2) and F(2'). Hydrogen bonds existing in the cell link different components to stabilize the crystal structure. The active data proved that the title compound has good anti-HBV activity.
出处 《Chinese Journal of Structural Chemistry》 SCIE CAS CSCD 2009年第12期1640-1644,共5页 结构化学(英文)
关键词 crystal structure pyridine-2(1H)-one synthesis ANTI-HBV REARRANGEMENT crystal structure,pyridine-2(1H)-one,synthesis,anti-HBV,rearrangement
  • 相关文献

参考文献11

  • 1Mathews, A.; Anabha, E. R.; Sasikala, K. A.; Lathesh, K. C.; Krishnaraj, K.U.; Sreedevi, K. N.; Prasanth M.; Devaky, K. S.; Asokan, C. V. Tetrahedron 2008, 64, 1671-1675.
  • 2Fossa, P.; Menozzi, G.; Dorigo, P.; Floreaai, M.; Mostia, L. Bioorg. Med. Chem. 2003, 11, 4749-4759.
  • 3Patick, A. K.; Brothers, M. A.; Maldonado, F.; Binford, S.; Maldonado, O.; Fuhrman, S.; Petersen, A.; Smith, Ⅲ G. S.; Zalman, L. S.; Burns-Naas, L. A.; Tran, J. Q. Antimocrob. Agents Chemothtr. 2005, 49, 2267-2275.
  • 4Schirok, H.; Alonso-Alija, C.; Benet-Buchholz, J.; Goller, A. H.; Grosset, R.; Michels, M.; Paulsen, H. J. Org. Chem. 2005, 70, 9463-9469.
  • 5Singh, B.; Bacon, E. R.; Lesher, G Y.; Robinson, S.; Pennock, P. O.; Bode, D. C.; Pagani, E. D.; Bentley, R. G; Connell, M. J.; Hamel, L. T.; Silver, P. J. J. Med. Chem. 1995, 38, 2546-2550.
  • 6Nohara, A.; Ishiguro, T.; Sanno Y. Tetra. Lett. 1974, 13, 1183-1186.
  • 7Abdel-Rahman, A. H.; Hammouda, M. A. A.; El-Desoky, S. I. Hereto. Chem. 2005, 16, 20-27.
  • 8Savarin, C. G; Murry, J. A.; Dormer, P. G. Org. Lett. 2002, 4, 2071-2074.
  • 9Sheldrick, G M. SHELXS 97. Program for X-ray Crystal Structure Solution and Refinement, University of Gottingen, Germany 1997.
  • 10Jian, F. F.; Xiao, H. L.; Sun, P. P.; Zhao, P. S. Chin. J. Struct. Chem. 2003, 22, 563-567.

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部