Abstract

ZHONG, Yan et al. 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. S.Afr.j.chem. (Online) [online]. 2014, vol.67, pp.214-217. ISSN 1996-840X.

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 ¹H NMR, ¹³C NMR, HRMS and 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) ų,Z = 4, Dc = 1.275 g cm^-3, F(000) = 1008, μ = 0.186 mm^-1,MoKa radiation (λ = 0.71073 Å), R = 0.0692 and wR = 0.1469 for 2046 observed reflections with I  2σ(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.

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