| Synthesis,Crystal Structure and Anticoagulant Activity of 5-Chloro-N-[[（5S）-2-oxo-3-[4-（2- oxopyridin-1 （2H）-yl）phenyl] oxazolidin-5- yl] methyl] thiophene-2-carboxamide① |
| |
| 引用本文： | 刘巍,袁静,张士俊,徐为人,黄长江,汤立达. Synthesis,Crystal Structure and Anticoagulant Activity of 5-Chloro-N-[[（5S）-2-oxo-3-[4-（2- oxopyridin-1 （2H）-yl）phenyl] oxazolidin-5- yl] methyl] thiophene-2-carboxamide①[J]. 结构化学, 2014, 33(7): 1091-1095 |
| |
| 作者姓名： | 刘巍 袁静 张士俊 徐为人 黄长江 汤立达 |
| |
| 作者单位： | Tianjin Key Laboratory of Molecular Design and Drug Discovery,Tianjin Institute of Pharmaceutical Research, Tianjin 300193, China |
| |
| 基金项目： | Supported by Key Projects of Tianjin Science and Technology Support Plan(12ZCZDSY01100) |
| |
| 摘 要： | The title compound(zifaxaban 2, C20H16ClN3O4 S, Mr = 429.87) was synthesized and its crystal structure was determined by single-crystal X-ray diffraction. Zifaxaban crystallizes in monoclinic, space group P21 with a = 5.7900(12), b = 13.086(3), c = 12.889(3) A, β = 100.86(3)°, V = 959.1(3) A3, Z = 2, Dc = 1.489 g/cm3, F(000) = 444, μ = 0.342 mm-1, the final R = 0.0320 and wR = 0.0640 for 2717 observed reflections(I 2σ(I)). The absolute configuration of the stereogenic center in the title compound was confirmed to be S by single-crystal X-ray diffraction. Four existing intermolecular hydrogen bonds help to stabilize the lattice and the molecule in the lattice to adopt an L-shape conformation. Zifaxaban was slightly more active than rivaroxaban 1 in in vitro assay against human FXa and therefore is promising as a drug candidate.
|
| 关 键 词： | 抗凝血活性 晶体结构 合成 单晶X射线衍射 甲酰胺 恶唑烷 氧代 标题化合物 |
Synthesis,Crystal Structure and Anticoagulant Activity of 5-Chloro-N-[[(5S)-2-oxo-3-[4-(2-oxopyridin-1(2H)-yl)phenyl]oxazolidin-5-yl]methyl]thiophene-2-carboxamide |
| |
| LIU Wei , YUAN Jing , ZHANG Shi-Jun , XU Wei-Ren , HUANG Chang-Jiang , TANG Li-Da. Synthesis,Crystal Structure and Anticoagulant Activity of 5-Chloro-N-[[(5S)-2-oxo-3-[4-(2-oxopyridin-1(2H)-yl)phenyl]oxazolidin-5-yl]methyl]thiophene-2-carboxamide[J]. Chinese Journal of Structural Chemistry, 2014, 33(7): 1091-1095 |
| |
| Authors: | LIU Wei YUAN Jing ZHANG Shi-Jun XU Wei-Ren HUANG Chang-Jiang TANG Li-Da |
| |
| Affiliation: | Tianjin Key Laboratory of Molecular Design and Drug Discovery,Tianjin Institute of Pharmaceutical Research, Tianjin 300193, China |
| |
| Abstract: | synthesis, crystal structure, oxazolidinone, factor Xa inhibitor, zifaxaban |
| |
| Keywords: | synthesis crystal structure oxazolidinone factor Xa inhibitor zifaxaban |
| 本文献已被 CNKI 维普 万方数据 等数据库收录！ |
|
