Citation: ZHONG Yan, WANG Yao, WANG Jing, XU Yi, LI Ping, WU Bin. Synthesis, Crystal Structure and Neuroprotection of Methyl 2-((4-(2-(2-Methylphenoxy)acetyl)-piperazin-1-yl)-methyl)benzoate[J]. Chinese Journal of Structural Chemistry, ;2014, 33(7): 1096-1101. shu

Synthesis, Crystal Structure and Neuroprotection of Methyl 2-((4-(2-(2-Methylphenoxy)acetyl)-piperazin-1-yl)-methyl)benzoate

ZHONG Yan ^a ,
WANG Yao ^b ,
WANG Jing ^b ,
XU Yi ^b ,
LI Ping ^c ,
WU Bin ^b

a.
a. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China;
b.
b. School of Pharmacy, Nanjing Medical University, Nanjing 211166, China;
c.
c. School of Basic Medical Sciences, Nanjing Medical University, Nanjing 210029, China

Received Date: 9 February 2014
Available Online: 13 May 2014
Fund Project: Supported by the National Natural Science Foundation of China (No. 81371451) (No. 81371451)the Natural Science Foundation of Jiangsu Province (No. BK20131390) (No. BK20131390)

A new phenoxyacetamide derivative, methyl 2-((4-(2-(2-methylphenoxy)acetyl)piperazin-1-yl)methyl)benzoate (C₂₂H₂₆N₂O₄, M_r=382.45), has been synthesized and characterized by ¹H NMR, ¹³C NMR, H RMS and single-crystal X-ray diffraction. The crystal is of monoclinic system, space group P2₁/c with a=11.145(2), b=13.667(3), c=13.998(3) Å, β=112.01(3)°, V=1976.8(7) Å³, Z=4, D_c=1.285 g/cm³, F(000)=816, μ=0.089 mm^-1, MoKα radiation (λ=0.71073 Å), the final R=0.0602 and wR=0.1533 for 2343 observed reflections with I>2σ(I). Intramolecular C-H…O interactions as well as intermolecular C-H…O hydrogen bonds help to stabilize the crystal structure. The preliminary bioassay results show that the title compound exhibits potent neuroprotective activity.
- phenoxyacetamide,
- crystal structure,
- synthesis,
- neuroprotection
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