N-ethyl N-hydroxyethyl dithiocarbamate, sodium salt | 105994-52-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-ethyl N-hydroxyethyl dithiocarbamate, sodium salt
• 英文别名: sodium N-ethyl-N'-hydroxyethyl dithiocarbamate；sodium N-ethyl-N-hydroxyethyldithiocarbamate；sodium;N-ethyl-N-(2-hydroxyethyl)carbamodithioate
• CAS: 105994-52-3
• 化学式: C₅H₁₀NOS₂*Na
• 分子量: 187.262
• InChiKey: BSSPTSQOUQJKTO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.86
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  56.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 N-ethyl N-hydroxyethyl dithiocarbamate, sodium salt 以 甲醇 为溶剂， 以42%的产率得到
  参考文献：
  名称：

  Synthesis, toxicities and bio-activities of manganese complexes with CO and H2S dual donors

  摘要：

  A series of H2S-CO dual-donors [Mn(CO)(4)CS2NR1R2] was synthesized, and evaluated from toxicity and bioactivity. The CO-H2S measuring test showed all the complexes not only released CO, but released H2S. The resulting data of cytotoxicity showed all the complexes had activities against the cell proliferation; among them, complexes 1, 2 and 7 displayed higher activities than the others, and their potencies were close to cis-platinum (DDP); whereas the precursors A(1)-A(22) had almost no activities against all five tumor cell lines and W138 cell line proliferation. It is worth noting that complex 1 displayed the highest activity to MCF-7, complex 2 displayed the highest activity to HePG2, and complex 7 showed selectivity inhibition to both A549 and HeLa. The developmental toxicities of the complex were assessed using zebrafish embryos. The results showed complexes 1 and 2 had effect on the mortality and hatching rate of zebrafish embryos in dose-dependent manner. They caused zebrafish malformations when they were over 10 mu M. Meanwhile, they displayed dose-dependent toxicities to larval zebrafish. In the test of bio-activities, complexes 1 and 2 had strong anti-inflammatory activities; they not only down-regulated the expression levels of iNOS and TNF-alpha, up-regulated the expression of HO-1 and IL-10, but also up-regulated COX-2 levels. In contrast, the precursor compound (A(1) or A(2)) displayed lower anti-inflammatory activity than the corresponding complex, which suggests both the CO and H2S from the complex took synergistic effects in the process of anti-inflammation. In addition, the complex showed antihypertensive effect and myocardial protection. This effect also possibly resulted from this synergistic effect. All these suggest the complexes have potential to be candidate medicines. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.10.004
• 作为产物：
  描述：

  二硫化碳 、 N-乙基乙醇胺 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成 N-ethyl N-hydroxyethyl dithiocarbamate, sodium salt
  参考文献：
  名称：

  含有 2-羟乙基取代基的金属二硫代氨基甲酸盐配合物中的羟基相互作用。三（2-羟乙基（乙基）氨基-二硫代氨基甲酸根）铟（III）的晶体结构测定、理论和赫希菲尔德表面研究。含有 2-羟乙基取代基的金属三（二硫代氨基甲酸）配合物中羟基相互作用的调查。

  摘要：

  报道了三（2-羟乙基（乙基）氨基二硫代氨基甲酸根）铟（III）的 X 射线晶体结构、理论和 Hirshfeld 表面研究。铟中心周围硫原子的排列形成了一个三棱柱，其键长和角度与报道的二硫代氨基甲酸铟 [In-dtc] 配合物的键长和角度非常一致。该结构有两个显着特征：（i）羟基连接形成准椅子形规则六聚体氢键阵列，[···H O]6，R66（12），和（ii）C—-H ···π相互作用，涉及[In-SCS]环。虽然已经报道了一些含有 CH2CH2OH 基团的二硫代氨基甲酸酯配合物的环状六聚体氢键阵列的例子，但这是首次报道了涉及所有羟基单元的椅子状排列。 已对 [M{S 2 CNR(CH 2 CH 2 OH)} 3 ]类型的报告的 dtc 配合物中的羟基进行的氢键排列进行了调查，其中 M 是过渡基团或主基团金属和R是烷基或CH 2 CH 2 OH。发现了羟基的长链和环状排列，占据了由络合金属单

  DOI：

  10.1016/j.molstruc.2022.133783

文献信息

• Mössbauer spectral, magnetic moment and thermal decomposition studies of unsymmetrically substituted (N-alkyl,N′-hydroxyethyldithiocarbamato) iron(III) complexes
  作者：Sonal Singhal、C.L Sharma、A.N Garg、K Chandra

  DOI：10.1016/s0277-5387(02)01231-7

  日期：2002.11

  nearly low spin at 77 K. Isomer shift ( δ ) values show little variation in the two spin states of the complexes but Δ E Q increases with increasing chain length from CH 3 to n -C 4 H 9 . Mossbauer spectra of heated products at 500 and 700 °C exhibit a doublet with sextet and sextet only, respectively, corresponding to the formation of Fe 2 O 3 . In no case was Fe 2 S 3 found to be formed. All the complexes

  摘要四种不对称取代的三（N-烷基，N'-羟乙基二硫代氨基甲酸）铁（III）配合物，[（OHCH 2 CH 2）RNCS 2] 3 Fe，R = CH 3，C 2 H 5，n -C 3 H 7通过IR，电子，Mossbauer光谱和磁矩研究合成了n -C 4 H 9和n -C 4 H 9并对其进行了表征。室温下所有配合物的莫斯鲍尔光谱均显示出不对称的双峰，该双峰可以分解为两个双峰，分别对应于平衡时的高和低自旋态。可变温度的Mossbauer光谱和磁矩研究表明，所有配合物在77 K时都趋于接近低自旋。异构体位移（δ）值在配合物的两种自旋状态下几乎没有变化，但是ΔEQ随着CH链长的增加而增加。 3至n -C 4 H 9。在500和700°C的加热产物的Mossbauer光谱分别显示仅具有六重峰和六重峰的双峰，对应于Fe 2 O 3的形成。在任何情况下都没有发现形成Fe 2 S 3。所有的络合物分两个阶段进行分解，最终生成Fe
• N-(R)ethanolamine dithiocarbamate ligands and their Ni(II) and Pt(II) complexes. Evaluation of the in vitro anticancer activity of the Pt(II) derivatives
  作者：Ángel Ramos-Espinosa、Hugo Valdés、María Teresa Ramírez-Apan、Simón Hernández-Ortega、Bethsy Adriana Aguilar-Castillo、Reyna Reyes-Martínez、Juan Manuel Germán-Acacio、David Morales-Morales

  DOI：10.1016/j.ica.2017.07.035

  日期：2017.9

  A series of Ni(II) and Pt(II) complexes with DTC ligands including a hydrophilic ethanol moiety [N-(R) ethanolamine (R = Me(1), Et(2), iPr(3), Bn (4))] have been prepared and fully characterized. The antitumor activity of the Pt(II) derivatives has been evaluated against different cancer cell lines, showing complex 4-Pt (including N-(benzyl)ethanolamine DTC ligand DTC-4) to be the most active of the series, exhibiting 100% inhibition on glial cells of nervous central system (U251), leukaemia (K562), colon (HCT-15), breast (MCF-7) and lung (SKLU-1). Finally, the Ni(II) derivatives were explored as catalyst in Suzuki-Miyaura couplings, however only decomposition of the complexes was observed with null conversions to biphenyls. (C) 2017 Elsevier B.V. All rights reserved.
• Signal, S.; Garg, A. N.; Chandra, K., Journal of Thermal Analysis and Calorimetry, 2004, vol. 78, p. 941 - 952
  作者：Signal, S.、Garg, A. N.、Chandra, K.

  DOI：——

  日期：——
• Srivastava; Pandey; Sharma, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2007, vol. 46, # 7, p. 1105 - 1108
  作者：Srivastava、Pandey、Sharma

  DOI：——

  日期：——
• Synthesis, toxicities and bio-activities of manganese complexes with CO and H2S dual donors
  作者：Zhongjie Bai、Jinlong Zhang、Qiuping Zhang、Taofeng Zhang、Jili Li、Quanyi Zhao、Zhen Wang、Dian He、Jie Cheng、Jingke Zhang、Bin Liu

  DOI：10.1016/j.ejmech.2018.10.004

  日期：2018.11

  A series of H2S-CO dual-donors [Mn(CO)(4)CS2NR1R2] was synthesized, and evaluated from toxicity and bioactivity. The CO-H2S measuring test showed all the complexes not only released CO, but released H2S. The resulting data of cytotoxicity showed all the complexes had activities against the cell proliferation; among them, complexes 1, 2 and 7 displayed higher activities than the others, and their potencies were close to cis-platinum (DDP); whereas the precursors A(1)-A(22) had almost no activities against all five tumor cell lines and W138 cell line proliferation. It is worth noting that complex 1 displayed the highest activity to MCF-7, complex 2 displayed the highest activity to HePG2, and complex 7 showed selectivity inhibition to both A549 and HeLa. The developmental toxicities of the complex were assessed using zebrafish embryos. The results showed complexes 1 and 2 had effect on the mortality and hatching rate of zebrafish embryos in dose-dependent manner. They caused zebrafish malformations when they were over 10 mu M. Meanwhile, they displayed dose-dependent toxicities to larval zebrafish. In the test of bio-activities, complexes 1 and 2 had strong anti-inflammatory activities; they not only down-regulated the expression levels of iNOS and TNF-alpha, up-regulated the expression of HO-1 and IL-10, but also up-regulated COX-2 levels. In contrast, the precursor compound (A(1) or A(2)) displayed lower anti-inflammatory activity than the corresponding complex, which suggests both the CO and H2S from the complex took synergistic effects in the process of anti-inflammation. In addition, the complex showed antihypertensive effect and myocardial protection. This effect also possibly resulted from this synergistic effect. All these suggest the complexes have potential to be candidate medicines. (C) 2018 Elsevier Masson SAS. All rights reserved.