bismuth diethyldithiocarbamate | 20673-31-8

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: bismuth diethyldithiocarbamate
• 英文别名: tris(N,N-diethyldithiocarbamato)bismuth(III)；tris(diethyldithiocarbamato)bismuth(III)；tris(N,N-diethyldithiocarbamato)bismuth；Bi(S2CNEt2)3；bismuth;N,N-diethylcarbamodithioate
• CAS: 20673-31-8
• 化学式: C₁₅H₃₀BiN₃S₆
• 分子量: 653.8
• InChiKey: YTLFVJABOBHSFS-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  182
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bismuth diethyldithiocarbamate 以 氯仿 为溶剂， 以>99的产率得到bismuth(III) sulfide
  参考文献：
  名称：

  二硫代氨基甲酸铋配合物溶液热解制备硫化铋薄膜

  摘要：

  Bi(S2CNRR')3 在对二甲苯或氯仿中的对二甲苯或氯仿中的 Bi(S2CNRR')3 在 Ar 气氛下在 350°C 下在玻璃基板上的溶液热解得到多晶和低电阻（102 Ω cm 黑暗）硫化铋薄膜，显示出大的光电效应。

  DOI：

  10.1246/bcsj.62.939
• 作为产物：
  描述：

  sodium N,N-diethyldithiocarbamate 以0%的产率得到
  参考文献：
  名称：

  Steenkamp P. A., Coetzee P. P., Fresenius J. Anal. Chem., 346 (1993) N 10 - 11, S 1017-1021

  摘要：

  DOI：

文献信息

• Soundararajan, G.; Subbaiyan, M., Journal of the Indian Chemical Society, 1983, vol. 60, p. 1182 - 1185
  作者：Soundararajan, G.、Subbaiyan, M.

  DOI：——

  日期：——
• Synthesis, characterization and biological activity of antimony(III) or bismuth(III) chloride complexes with dithiocarbamate ligands derived from thiuram degradation
  作者：I.I. Ozturk、C.N. Banti、N. Kourkoumelis、M.J. Manos、A.J. Tasiopoulos、A.M. Owczarzak、M. Kubicki、S.K. Hadjikakou

  DOI：10.1016/j.poly.2013.08.052

  日期：2014.1

  Antimony(III) or bismuth(III) complexes of formulae [SbCI(Me2DTC)(2)](n)} (I), [BiCl(Me2DTC)(2)](n)} (2) and [Bi(Et2DTC)(3)](2)} (3) (Me2DTCH = dimethyldithiocarbamate, C3H7NS2 and Et2DTCH = diethyldithiocarbamate, C-5-H11NS2) were isolated from the reactions between SbCl3 or BiCl3 with tetramethylthiuram monosulfide (Me(4)tms), tetramethylthiuram disulfide (Me(4)tds) or tetraethylthiuram disulfide (Et(4)tds). In the case of 1 two polymorphs were isolated depending on the synthetic procedure followed. Crystal growth from the reaction of antimony(III)-chloride with Me(4)tms in methanol produced la polymorph, while those derived from Me(4)tds in acetonitrile/dichloromethane produced lb form. The complexes 1-3 were characterized by m.p., e.a., FT-IR, FT-Raman, H-1, C-13 NMR spectroscopy and Thermal Gravimetry-Differential Thermal Analysis (TGA-DTA). Moreover, single crystal X-ray diffraction analysis was carried out for 1a, 2b, 2 and 3. X-ray powder diffraction data confirm the existence of one polymorph in the bulk of each sample of 1a and 1b. H-1 NMR spectra in the DMSO-d(6) solutions of 1a and 1b suggest the retention of the structural variations. Complexes 1 and 2 are polymers with distorted square pyramidal (SPY) geometry in each monomeric unit. The known structure of 3 was re-determined to be used for the theoretical and structure activity relationship studies (SAR).Complexes 1-3 were evaluated for their in vitro cytotoxic activity against human breast adenocarcinoma (MCF-7) and human cervix adenocarcinoma (HeLa) cells. Complex 3 is more active against HeLa cells whereas 1a, 1b and 2 against MCF-7. Compound la shows slightly higher activity than lb. Principal components analysis (PCA) was performed to discriminate the significant physicochemical molecular descriptors while regression analysis successfully related the experimental inhibitory concentration, (IC50) to the independent variables indexed by PCA. The calculated IC50 values are satisfactorily compared with the measured inhibitory activity of the complexes. (C) 2013 Elsevier Ltd. All rights reserved.
• COORDINATION COMPOUNDS OF TIN AND BISMUTH. COMPLEXES OF TIN(IV) AND BISMUTH(III) WITH N,N-DIALKYLDITHIOCARBAMATES
  作者：I. A. Mustafa、Amer A. Taqa

  DOI：10.1081/sim-100104783

  日期：2001.4.30

  Tin and bismuth metals react with N,N,N,N'-tetraethylthiuramdisulfide, [Et2NC(S)S](2), and N,N,N',N'-tetramcthylthiuramdisulfide, [Mt(2)NC(S)S](2), in refluxing toluene to give the compounds Sn(S2CNR2)(4) (R=Et, Me) in high yield. Under similar conditions bismuth gives Bi(S2CNR2)(3). The reaction of metallic tin with a mixture of iodine and [R2NC(S)S](2) gives the compounds SnI(S2CNR2)(3) and SnI2(S2CNR2)(2). Similarly, with mixtures of [R2NC(S)S](2) and I-2, bismuth yields BiI(S2CNR2)(2) and BiI2(S2CNR2). Adducts of Bi(S2CNR2)(3) with 1,10-phenanthroline and 2.2'-bipyridyl were also prepared. The compounds and adducts were characterized by microanalyses, infrared, UV/Visible spectroscopy and conductivity measurements.
• A bismuth diethyldithiocarbamate compound promotes apoptosis in HepG2 carcinoma, cell cycle arrest and inhibits cell invasion through modulation of the NF-κB activation pathway
  作者：Dayang Hazwani Abang Ishak、Kah Kooi Ooi、Kok-Pian Ang、Abdah Md Akim、Yoke-Kqueen Cheah、Norshariza Nordin、Siti Nadiah Binti Abdul Halim、Hoi-Ling Seng、Edward R.T. Tiekink

  DOI：10.1016/j.jinorgbio.2013.09.018

  日期：2014.1

  The compound with R = CH2CH3 in Bi(S2CNR2)(3) (1) is highly cytotoxic against a range of human carcinoma, whereas that with R = CH2CH2OH (2) is considerably less so. Both 1 and 2 induce apoptosis in HepG2 cells with some evidence for necrosis induced by 2. Based on DNA fragmentation, caspase activities and human apoptosis PCR-array analysis, both the extrinsic and intrinsic pathways of apoptosis have been shown to occur. While both compounds activate mitochondrial and FAS apoptotic pathways, compound 1 was also found to induce another death receptor-dependent pathway by induction of CD40, CD40L and TNF-R1 (p55). Further, 1 highly expressed DAPK1, a tumour suppressor, with concomitant down-regulation of XIAP and NF-kappa B. Cell cycle arrest at the S and G(2)/M phases correlates with the inhibition of the growth of HepG2 cells. The cell invasion rate of 2 is 10-fold higher than that of 1, a finding correlated with the down-regulation of survivin and XIAP expression by 1. Compounds 1 and 2 interact with DNA through different binding motifs with 1 interacting with AT- or TA-specific sites followed by inhibition of restriction enzyme digestion; 2 did not interfere with any of the studied restriction enzymes. (C) 2013 Elsevier Inc. All rights reserved.
• Ein Beitrag zur Anwendung disubstituierter Dithiocarbaminat-Verbindungen für analytische Trennungen
  作者：G. Eckert

  DOI：10.1007/bf00461769

  日期：1957.1