Synthesis, Crystal Structure and Anti-ischaemic Activity of (E)-1-{4-[Bis(4-methoxy-phenyl)methyl]piperazin-1-yl}- 3-(4-chlorophenyl)-prop-2-en-1-one

  • Y Zhong
  • Z Xu
  • Y Wang
  • Y Xu
  • P Li
  • B Wu
Keywords: Cinnamide, crystal structure, synthesis, anti-ischaemic activity.

Abstract

The title compound (E)-1-{4-[bis(4-methoxyphenyl)methyl]piperazin-1-yl}-3-(4-chloro- phenyl)prop-2-en-1-one (C28H29ClN2O3, Mr = 476.98) (5) was synthesized and studied by the single crystal X-ray diffraction method. Its structure was confirmed by 1HNMR, 13CNMR,HRMSand X-ray single crystal structure determination. Compound 5 crystallized in the monoclinic system, space group P21/c with a=10.392(2), b=7.9180(16), c=30.474(6) Å, β=97.78(3) °, V=2484.4(9)Å3,Z=4, Dc=1.275 g cm–3, F(000)= 1008,  μ=0.186mm–1,MoKá radiation (ë=0.71073 Å), R=0.0692 andwR=0.1469 for 2046 observed reflections with I<2ó(I). The title compound was screened for the anti-ischaemic activity in vivo. The results showed that compound 5 significantly prolonged the survival time of mice subjected to acute cerebral ischaemia at all doses tested and exhibited potent neuroprotective activity.

KEYWORDS: Cinnamide, crystal structure, synthesis, anti-ischaemic activity.

Published
2015-09-21
Section
Articles

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eISSN: 0379-4350