Synthesis, Crystal, Calculated Structure and Biological Activity of N-((6-bromo-2-methoxyquinolin-3-yl)(phenyl) methyl)-N-(1-adamantyl)-3-(dimethylamino) Propanamide
查看参考文献13篇
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文摘
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The halogenated hydrocarbon amination reaction between the original raw material N-((6-bromo-2-methoxyquinolin-3-yl)(phenyl)methyl)-3-chloro-N-(1-adamantyl) propanamide and dimethylamine hydrochloride produces the target molecule N-((6-bromo-2-methoxyquinolin-3- yl)(phenyl)methyl)-N-(1-adamantyl)-3-(dimethylamino) propanamide (C_(32)H_(38)BrN_3O_2, M_r = 576.56), and its structure was confirmed by elemental analysis, IR, ~1H NMR, MS, and X-ray diffraction. This crystal is of monoclinic system, space group P2_1/c with a = 10.760(5), b = 14.768(5), c = 19.635(5)A, β = 113.969(16)°, V = 2851.0(18)A~3, Z = 4, D_c = 1.343 g/cm~3, F(000) = 1208, μ(MoKα) = 1.475 mm~(-1), the final R = 0.0645 and wR = 0.2039. In total, 4681 independent reflections including 3164 observed ones with I > 2σ(I) were collected. The dihedral angle between substituted quinolyl and phenyl is 64.0°. Through C-H···O, C-H···N and C-H···Br weak hydrogen bonds among molecules, the whole molecule is stacked into a three-dimensional structure. The optimized geometric bond lengths and bond angles obtained by using density functional theory (DFT) have been compared with X-ray diffraction values. In addition, the preliminary biological test showed that the title compound has anti-Mycobacterium phlei 1180 activity. |
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来源
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Chinese Journal of Structural Chemistry
,2012,31(2):205-210 【核心库】
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关键词
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synthesis
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X-ray diffraction
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DFT
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biological activity
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地址
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1.
School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Key Laboratory of Original New Drug Design & Discovery Ministry of Education, Shenyang, 110016
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Jilin University, State Key Laboratory of Supramolecular Structure and Materials, Changchun, 130012
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语种
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英文 |
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文献类型
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研究性论文 |
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ISSN
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0254-5861 |
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学科
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化学 |
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文献收藏号
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CSCD:4448706
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