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[1]巨修练,杨诗宏.苯并噻唑类衍生物的合成[J].武汉工程大学学报,2013,(04):11-13.[doi:103969/jissn16742869201304003]
　JU Xiu lian,YANG Shi hong.Synthesis of benzothiazole derivatives[J].Journal of Wuhan Institute of Technology,2013,(04):11-13.[doi:103969/jissn16742869201304003]
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
期数:
2013年04期
页码:
11-13
栏目:
化学与化学工程
出版日期:
2013-04-30

文章信息/Info

Title:
Synthesis of benzothiazole derivatives
文章编号:
16742869(2013)04001103
作者:
巨修练; 杨诗宏
武汉工程大学化工与制药学院，绿色化工过程教育部重点实验室，湖北 武汉 430074
Author(s):
JU Xiulian;  YANG Shihong
Key Laboratory for Green Chemical Process of Ministry of Eduction,School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430074, China
关键词:
苯并噻唑酮; 衍生物; 亲核取代; 结构表征
Keywords:
benzothiazonle; derivatives; nucleophilic substitution; structure characterization
分类号:
TQ457.2+9
DOI:
103969/jissn16742869201304003
文献标志码:
A
摘要:
由于杂环化合物具有广泛的生物活性,且具低毒、高效、对环境友好、结构多样化等多种优点, 已成为当今药物开发的热点.以烟碱乙酰胆碱受体拮抗剂5氯2苯并噁唑酮（商品名氯唑杀宗，chlorzoxazone）为先导，依据电子等排原理，将5氯2苯并噁唑酮变换为以5氯2苯并噻唑酮，设计了一系列5氯2苯并噻唑酮衍生物，以期开发具有新型结构的烟碱乙酰胆碱受体拮抗剂.在合成方面，以4氯2氨基苯硫醇为起始原料与脲素在酸性条件下闭环反应生成中间体5氯2苯并噻唑酮，该中间体经重结晶纯化后，在碱性条件下，与一系列带有良好生物活性基团的卤代烃发生亲核取代，合成了六个未见文献报道的苯并噻唑衍生物，所有化合物均经过MS、\[1H\]NMR进行了结构表征,其生物活性有待研究.
Abstract:
Heterocyclic compounds are becoming a research focus in drug development field with wide range of biological activity, low toxicity, high efficiency, environmental friendship and diverse structures. 5chloro2benzoxazole ketone (chlorzoxazone) which is a nicotinic acetylcholine receptor antagonist was appliecl as a lead. The oxygen atom of the structure of 5chloro2benzoxazole ketone was replaced by sulfur atom. Then a series of 5chloro2benzothiazole derivatives were designed by the principle of bioisosterism and new structure of nicotinic acetylcholine receptor antagonists was developed. 5chloro2benzothiazole ketones were synthesized by the reaction of 4chloride2amino benzene mercaptan and urea, finally six phenylethanolamine benzothiazole derivatives were prepared followed by nucleophilic substitution with a series of halogenated hydrocarbon. All target compounds were characterized by 1HNMR, MS spectra. The biological activities of these compounds need further investigation.

参考文献/References:

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备注/Memo

备注/Memo:
基金项目：湖北省教育厅科学技术研究计划优秀中青年人才项目（Q20091505）作者简介：巨修练(1959)，男，陕西乾县人，教授，博士，博士研究生导师.研究方向：计算机药物辅助设计、新农药研发、生物活性测试.第35卷第4期2013年04月武汉工程大学学报JWuhanInstTechVol35No4Apr.2013
更新日期/Last Update: 2013-05-18