[Na{S₂CN(Me)R²}] | 1415567-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: [Na{S₂CN(Me)R²}]
• 英文别名: [Na{S₂CN(Me)2-methyl-1,3-dioxolane}]；sodium;N-(1,3-dioxolan-2-ylmethyl)-N-methylcarbamodithioate
• CAS: 1415567-76-8
• 化学式: C₆H₁₀NO₂S₂*Na
• 分子量: 215.273
• InChiKey: NRIRTXDBFNNLAQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.87
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Na{S₂CN(Me)R²}] 、 二丁基二氯化锡 以 乙醇 为溶剂， 反应 24.0h， 以95%的产率得到
  参考文献：
  名称：

  Design, structural and spectroscopic elucidation, and the in vitro biological activities of new diorganotin dithiocarbamates

  摘要：

  The reaction of 2,2-dimethoxy-N-methylethyllamine or 2-methyl-1,3-dioxolane with CS2 in alkaline media produced two novel dithiocarbamate salts. Subsequent reactions with organotin halides yielded six new complexes: [SnMe2{S2CNR(R-1)(2)}(2)] (1), [Sn(n-Bu)(2){S2CNR(R-1)(2)}(2)] (2), [SnPh2{S2CNR(R-1)(2)}(2)] (3), [SnMe2{S2CNR(R-2)(2)}(2)] (4). [Sn(n-Bu)(2){S2CNR(R-2)(2)}(2)] (5), {SnPh2{S2CNR(R-2)(2)}(2)} (6). where R = methyl, R-1 = CH2CH(OMe)(2), and R-2 = 2-methyl-1,3-dioxolane. All compounds were identified in terms of infrared, H-1 and C-13 NMR, and the complexes were also characterized using Sn-119 NMR, Sn-119, Mossbauer and X-ray crystallography. The biological activity of all derivatives has been screened in terms of IC90 and IC50 against Aspergillus flavus, Aspergillus niger, Aspergillus parasiticus, Penicillium citrinum, Curvularia senegalensis, Staphylococcus aureus, Listeria monocytogenes, Bacillus cereus, Streptococcus sanguinis, Escherichia coli, Citrobacter freundii, Salmonella typhimurium, and Pseudomonas aeruginosa and the results correlated well with a performed study of structure activity relationship (SAR). Complexes (3), (5) and (6) displayed the best IC90 and IC50 in the presence of the fungi, greater than that of miconazole, used as control drug. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.021
• 作为产物：
  描述：

  二硫化碳 、 2-甲基氨基甲基-1,3-二氧戊环 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以93%的产率得到[Na{S₂CN(Me)R²}]
  参考文献：
  名称：

  Design, structural and spectroscopic elucidation, and the in vitro biological activities of new diorganotin dithiocarbamates

  摘要：

  The reaction of 2,2-dimethoxy-N-methylethyllamine or 2-methyl-1,3-dioxolane with CS2 in alkaline media produced two novel dithiocarbamate salts. Subsequent reactions with organotin halides yielded six new complexes: [SnMe2{S2CNR(R-1)(2)}(2)] (1), [Sn(n-Bu)(2){S2CNR(R-1)(2)}(2)] (2), [SnPh2{S2CNR(R-1)(2)}(2)] (3), [SnMe2{S2CNR(R-2)(2)}(2)] (4). [Sn(n-Bu)(2){S2CNR(R-2)(2)}(2)] (5), {SnPh2{S2CNR(R-2)(2)}(2)} (6). where R = methyl, R-1 = CH2CH(OMe)(2), and R-2 = 2-methyl-1,3-dioxolane. All compounds were identified in terms of infrared, H-1 and C-13 NMR, and the complexes were also characterized using Sn-119 NMR, Sn-119, Mossbauer and X-ray crystallography. The biological activity of all derivatives has been screened in terms of IC90 and IC50 against Aspergillus flavus, Aspergillus niger, Aspergillus parasiticus, Penicillium citrinum, Curvularia senegalensis, Staphylococcus aureus, Listeria monocytogenes, Bacillus cereus, Streptococcus sanguinis, Escherichia coli, Citrobacter freundii, Salmonella typhimurium, and Pseudomonas aeruginosa and the results correlated well with a performed study of structure activity relationship (SAR). Complexes (3), (5) and (6) displayed the best IC90 and IC50 in the presence of the fungi, greater than that of miconazole, used as control drug. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.10.021

文献信息

• Synthesis, characterization and antifungal activity of new dithiocarbamate-based complexes of Ni(II), Pd(II) and Pt(II)
  作者：I.P. Ferreira、G.M. de Lima、E.B. Paniago、J.A. Takahashi、C.B. Pinheiro

  DOI：10.1016/j.ica.2014.09.002

  日期：2014.11

  Abstract We describe in this work the syntheses, characterization and antifungal activity of the complexes: [NiS2CNMe(R1)}2] (1), [PdS2CNMe(R1)}2] (2), [PtS2CNMe(R1)}2] (3), [NiS2CNMe(R2)}2] (4), [PdS2CNMe(R2)}2] (5), [PtS2CNMe(R2)}2] (6), R1 = CH2CH(OMe)2 and R2 = 2-methyl-1,3-dioxolane}. Complexes (1)–(6) have been characterized by IR and 1H and 13C NMR spectroscopy. In addition, the structures

  摘要我们在这项工作中描述了配合物的合成，表征和抗真菌活性：[Ni S2CNMe（R1）} 2]（1），[Pd S2CNMe（R1）} 2]（2），[Pt S2CNMe（ R1）} 2]（3），[Ni S2CNMe（R2）} 2]（4），[Pd S2CNMe（R2）} 2]（5），[Pt S2CNMe（R2）} 2]（6） ，R1 ＝ CH 2 CH（OMe）2和R 2 ＝ 2-甲基-1，3-二氧戊环}。配合物（1）–（6）已通过IR和1H和13C NMR光谱进行了表征。另外，（1），（2）和（3）的结构已经通过X射线衍射鉴定。（1）-（6）的抗真菌活性已针对黄曲霉，黑曲霉，寄生曲霉和柠檬青霉进行了筛选，并以最小抑菌浓度（MIC）的形式进行了结果，并与制霉菌素和咪康唑进行了比较。硝酸盐，用作对照药物。所有复合物的活性均高于制霉菌素。含钯的配合物（2）和（5）对黄曲霉的活性更高。
• Synthesis, characterization, and biocide activity of new dithiocarbamate-based complexes of In(III), Ga(III), and Bi(III) – Part III
  作者：I.P. Ferreira、G.M. de Lima、E.B. Paniago、J.A. Takahashi、C.B. Pinheiro

  DOI：10.1080/00958972.2014.908188

  日期：2014.3.19

  and 13C spectroscopy, and the structures of 1, 3, 4, and 6 have been authenticated by X-ray diffraction. The In(III)–dithiocarbamate bonding scheme depicts a distorted octahedral with asymmetric In(III)–S bonds and S–In–S angles. A pentagonal bipyramid is observed for the corresponding Bi(III) complexes with intermolecular Bi–S associations through the lone pair of electrons. The antifungal activities

  在这项工作中，我们描述了 [InS2CNR(R1)}3] (1)、[GaS2CNR(R1)}3] (2)、[BiS2CNR(R1) }3] (3), [InS2CNR(R2)}3] (4), [GaS2CNR(R2)}3] (5), 和 [BiS2CNR(R2)}3] (6) R = 我；R1 = CH2CH(OMe)2；R2 = 2-甲基-1,3-二氧戊环}。所有配合物均已使用红外光谱、1H 和 13C 光谱进行表征，1、3、4 和 6 的结构已通过 X 射线衍射鉴定。In(III)-二硫代氨基甲酸酯键合方案描绘了具有不对称 In(III)-S 键和 S-In-S 角的扭曲八面体。通过孤对电子观察到相应的 Bi(III) 配合物与分子间 Bi-S 缔合的五边形双锥。已筛选出 1-6 的抗真菌活性对黑曲霉、寄生曲霉和柑橘青霉，结果与作为对照药物的制霉菌素和硝酸咪康唑的结果进行了比较。图形概要
• Design, structural and spectroscopic elucidation, and the in vitro biological activities of new triorganotin dithiocarbamates – Part II
  作者：I.P. Ferreira、G.M. de Lima、E.B. Paniago、W.R. Rocha、J.A. Takahashi、C.B. Pinheiro、J.D. Ardisson

  DOI：10.1016/j.poly.2014.05.001

  日期：2014.9

  The two novel dithiocarbamate salts, [Na[S2CNR(R-1)}] (i), [NaS2CNR(R-2)}] (ii), R= methyl, R-1 = CH2 CH(OMe)(2), R-2 = 2-methyl-1,3-dioxolane, previously synthesized by us, have been used in chemical reactions with triorganotin halides. Hence, five new complexes: [SnPh3S2CNR(R-1)}] (1), [SnCy3S2CNR(R-1)}] (2), [SnMe3S2CNK(R-2)}] (3), [SnPH3S2CNR(R-2)}] (4) and [SnCy3(S2CNR(R-2)}] (5), [R= methyl, R-1 = CH2 CH(OMe)(2), and R-2 = 2-methyl-1,3-dioxolane], have been isolated. All compounds were authenticated in terms of infrared, H-1 and C-13 NMR, and the complexes were also characterized using Sn-119 NMR, Sn-119 Mossbauer and X-ray crystallography, in the case of complexes (1), (4) and (5). The biological activity of all derivatives has been screened in terms of IC90 (mu mol L-1) and IC50 (mu mol L-1) against Aspergillus flavus, Aspergillus niger, Aspergillus parasidcus and Penicillium citrinum, and the results correlated well with a performed study of structure-activity relationship (SAR). Complexes (1) and (4) displayed nanomolar inhibition concentration in terms of IC50. (C) 2014 Elsevier Ltd. All rights reserved.
• Design, structural and spectroscopic elucidation, and the in vitro biological activities of new diorganotin dithiocarbamates
  作者：Isabella P. Ferreira、Geraldo M. de Lima、Eucler B. Paniago、Willian R. Rocha、Jacqueline A. Takahashi、Carlos B. Pinheiro、José D. Ardisson

  DOI：10.1016/j.ejmech.2012.10.021

  日期：2012.12

  The reaction of 2,2-dimethoxy-N-methylethyllamine or 2-methyl-1,3-dioxolane with CS2 in alkaline media produced two novel dithiocarbamate salts. Subsequent reactions with organotin halides yielded six new complexes: [SnMe2S2CNR(R-1)(2)}(2)] (1), [Sn(n-Bu)(2)S2CNR(R-1)(2)}(2)] (2), [SnPh2S2CNR(R-1)(2)}(2)] (3), [SnMe2S2CNR(R-2)(2)}(2)] (4). [Sn(n-Bu)(2)S2CNR(R-2)(2)}(2)] (5), SnPh2S2CNR(R-2)(2)}(2)} (6). where R = methyl, R-1 = CH2CH(OMe)(2), and R-2 = 2-methyl-1,3-dioxolane. All compounds were identified in terms of infrared, H-1 and C-13 NMR, and the complexes were also characterized using Sn-119 NMR, Sn-119, Mossbauer and X-ray crystallography. The biological activity of all derivatives has been screened in terms of IC90 and IC50 against Aspergillus flavus, Aspergillus niger, Aspergillus parasiticus, Penicillium citrinum, Curvularia senegalensis, Staphylococcus aureus, Listeria monocytogenes, Bacillus cereus, Streptococcus sanguinis, Escherichia coli, Citrobacter freundii, Salmonella typhimurium, and Pseudomonas aeruginosa and the results correlated well with a performed study of structure activity relationship (SAR). Complexes (3), (5) and (6) displayed the best IC90 and IC50 in the presence of the fungi, greater than that of miconazole, used as control drug. (C) 2012 Elsevier Masson SAS. All rights reserved.