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具有抗结核活性的杂芳基二硫代氨基甲酸衍生物的平面性:构效关系

Planarity of heteroaryldithiocarbazic acid derivatives showing tuberculostatic activity: structure-activity relationships.

作者信息

Szczesio Małgorzata, Gołka Jolanta, Korona-Głowniak Izabela, Orlewska Czesława, Gobis Katarzyna, Olczak Andrzej

机构信息

Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Żeromskiego 116, 90-924 Lodz, Poland.

Department of Pharmaceutical Microbiology, Medical University of Lublin, Chodźki 1, 20-093 Lublin, Poland.

出版信息

Acta Crystallogr C Struct Chem. 2018 Mar 1;74(Pt 3):400-405. doi: 10.1107/S205322961800284X. Epub 2018 Feb 28.

DOI:10.1107/S205322961800284X
PMID:29504572
Abstract

The search for new tuberculostatics is an important issue due to the increasing resistance of Mycobacterium tuberculosis to existing agents and the resulting spread of the pathogen. Heteroaryldithiocarbazic acid derivatives have shown potential tuberculostatic activity and investigations of the structural aspects of these compounds are thus of interest. Three new examples have been synthesized. The structure of methyl 2-[amino(pyridin-3-yl)methylidene]hydrazinecarbodithioate, CHNS, at 293 K has monoclinic (P2/n) symmetry. It is of interest with respect to antibacterial properties. The structure displays N-H...N and N-H...S hydrogen bonding. The structure of N'-(pyrrolidine-1-carbonothioyl)picolinohydrazonamide, CHNS, at 100 K has monoclinic (P2/n) symmetry and is also of interest with respect to antibacterial properties. The structure displays N-H...S hydrogen bonding. The structure of (Z)-methyl 2-[amino(pyridin-2-yl)methylidene]-1-methylhydrazinecarbodithioate, CHNS, has triclinic (P-1) symmetry. The structure displays N-H...S hydrogen bonding.

摘要

由于结核分枝杆菌对现有药物的耐药性不断增加以及病原体的传播,寻找新的抗结核药物是一个重要问题。杂芳基二硫代氨基甲酸衍生物已显示出潜在的抗结核活性,因此对这些化合物的结构方面进行研究具有重要意义。已合成了三个新的实例。2-氨基(吡啶-3-基)亚甲基肼基二硫代甲酸甲酯(CHNS)在293 K时的结构具有单斜(P2/n)对称性。就抗菌性能而言,它很有研究价值。该结构显示出N-H...N和N-H...S氢键。N'-(吡咯烷-1-碳硫酰基)吡啶甲酰肼(CHNS)在100 K时的结构具有单斜(P2/n)对称性,就抗菌性能而言也很有研究价值。该结构显示出N-H...S氢键。(Z)-2-氨基(吡啶-2-基)亚甲基-1-甲基肼基二硫代甲酸甲酯(CHNS)的结构具有三斜(P-1)对称性。该结构显示出N-H...S氢键。

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