N,N-dimethyldithiocarbamate - CAS号 7234-39-1

计算性质

辛醇/水分配系数(LogP)：

0.9
重原子数：

6
可旋转键数：

0
环数：

0.0
sp3杂化的碳原子比例：

0.67
拓扑面积：

36.3
氢给体数：

0
氢受体数：

2

反应信息

作为反应物：

描述：

N,N-dimethyldithiocarbamate 在氯胺作用下，以 phosphate buffer 为溶剂，反应 240.0h，生成亚硝基二甲胺

参考文献：

名称：

Characterization and Fate of N-Nitrosodimethylamine Precursors in Municipal Wastewater Treatment Plants

摘要：

The potent carcinogen, N-nitrosodimethylamine (NDMA), is produced during disinfection of municipal wastewater effluent from the reaction of monochloramine and organic nitrogen-containing precursors. To delineate the sources and fate of NDMA precursors during municipal wastewater treatment, NDMA formation was measured after extended chloramination of both model precursors and samples from conventional and advanced wastewater treatment plants. Of the model precursors, only dimethylamine, tertiary amines with dimethylamine functional groups, and dimethylamides formed significant NDMA concentrations upon chloramination. In samples from municipal wastewater treatment plants, dissolved NDMA precursors always were present in primary and secondary effluents. Biological treatment effectively removed the known NDMA precursor dimethylamine, lowering its concentration to levels that could not produce significant quantities of NDMA upon chlorine disinfection. However, biological treatment was less effective at removing other dissolved NDMA precursors, even after extended biological treatment. Significant concentrations of particle-associated NDMA precursors only were detected in secondary effluent at treatment plants that recycled water from sludge thickening operations in which dimethylamine-based synthetic polymers were used. Effective strategies for the prevention of NDMA formation during wastewater chlorination include ammonia removal by nitrification to preclude chloramine formation during chlorine disinfection, elimination of dimethylamine-based polymers, and use of filtration and reverse osmosis to remove particle-associated precursors and dissolved precursors, respectively.

DOI：

10.1021/es035025n
作为产物：

描述：

二甲胺生成 N,N-dimethyldithiocarbamate

参考文献：

名称：

TAGASHIRA, SHOJI;SASAKI, YOSHIAKI;HAYASHI, KENJIRO;FUKUHARA, GENJI, ANAL. CHIM. ACTA, 244,(1991) N, C. 239-243

摘要：

DOI：

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文献信息

Photochemical ligand loss as a basis for imaging and microstructure formation in a thin polymeric film

作者：Sharon Gould、Terrence R. O'Toole、Thomas J. Meyer

DOI：10.1021/ja00182a007

日期：1990.12

occurs in thin polymeric films of poly(Ru(bpy)sub 2}(vpy)sub 2})sup 2+} (bpy is 2,2prime}-bipyridine, vpy is 4-vinylpyridine), poly(Ru(Mesub 2}bpy)sub 2}(vpy)sub 2})sup 2+} (Mesub 2}bpy is 4,4prime}-dimethyl-2,2prime}-bipyridine), and poly(Ru(Mesub 4}bpy)sub 2}(vpy)sub 2})sup 2+} (Mesub 4}bpy is 4,4prime},5,5prime}-tetramethyl-2,2prime}-bipyridine). These films were formed by reductive

配体损失光化学发生在聚 (Ru(bpy)sub 2}(vpy)sub 2})sup 2+}（bpy 是 2,2prime}-联吡啶，vpy 是 4-乙烯基吡啶）的聚合物薄膜中, poly(Ru(Mesub 2}bpy)sub 2}(vpy)sub 2})sup 2+} (Mesub 2}bpy 是 4,4prime}-二甲基-2,2素}-联吡啶）和聚（Ru（Mesub 4}bpy）sub 2}（vpy）sub 2}）sup 2+}（Mesub 4}bpy 是 4,4prime}， 5,5prime}-四甲基-2,2prime}-联吡啶）。这些薄膜是通过相应的 4-乙烯基吡啶配合物在 Pt 圆盘电极上的还原电聚合形成的。光解后，钌-吡啶键断裂，聚合物丢失，暴露出下面的基材。通过使用掩蔽技术，使用光化学反应将图像转移到薄膜上。在随后的步骤中，poly(Os(vbpy)sub
Inclusion Complexes of Gold(I)‐Dithiocarbamates with β‐Cyclodextrin: A Journey from Drug Repurposing towards Drug Discovery

作者：Michael Morgen、Piotr Fabrowski、Eberhard Amtmann、Nikolas Gunkel、Aubry K. Miller

DOI：10.1002/chem.202101366

日期：2021.8.19

The gold(I)-dithiocarbamate (dtc) complex [Au(N,N-diethyl)dtc]2 was identified as the active cytotoxic agent in the combination treatment of sodium aurothiomalate and disulfiram on a panel of cancer cell lines. In addition to demonstrating pronounced differential cytotoxicity to these cell lines, the gold complex showed no cross-resistance in therapy-surviving cancer cells. In the course of a medicinal

金(I)-二硫代氨基甲酸盐 (dtc) 复合物 [Au( N , N-二乙基)dtc] 2被确定为金硫苹果酸钠和双硫仑联合治疗一组癌细胞系的活性细胞毒剂。除了对这些细胞系表现出明显的差异细胞毒性外，金复合物在治疗后存活的癌细胞中没有表现出交叉耐药性。在针对此类难溶性金 (I)-dtc 配合物开展的药物化学研究过程中，合成了超过 35 种衍生物，并使用 X 射线晶体学检查了 dtc 部分的结构。一组羟基取代的配合物具有改善的溶解度，并且发现这些配合物与β-环糊精（CD）形成2：1的主客体包合配合物，表现出罕见的“尾对尾”排列CD锥体。羟基取代的金 (I)-dtc 复合物与过量的磺丁基醚-β-CD 的配制可防止线粒体活性氧的诱导，而线粒体活性氧是金属药物开发中的主要负担。
Trimethylplatinum(IV) complexes of dithiocarbamato ligands: an experimental NMR study on the barrier to C–N bond rotation

作者：Peter J. Heard、Kenneth Kite、Julie Søgaard Nielsen、Derek A. Tocher

DOI：10.1039/b000264j

日期：——

The trimethylplatinum(IV) complexes of a number of dithiocarbamato ligands have been prepared. The complexes are dimeric in the solid state and in solution, with the ligands acting in both a bridging and chelating fashion. Restricted rotation about the ligand CâN bonds in solution leads to the formation of four rotomers. The kinetics of the restricted rotation was measured by a variety of dynamic NMR techniques in the slow and intermediate exchange regimes. Two distinct processes are observed, namely the independent rotation about each CâN bond and correlated rotation about both CâN bonds. The free energies of activation, which are strongly dependent on the nature of the ligand substituents, are in the range 65â88 kJ molâ1 at 298 K. The origins of the barrier to rotation and the effects of the nitrogen substituents are discussed. The crystal structures of fac-[PtMe3(Me2NCS2)]2 and fac-[PtMe3(Ph(H)NCS2)]2 are reported.

已经制备了许多二硫代氨基甲酸酯配体的三甲基铂(IV)络合物。该复合物在固态和溶液中都是二聚体，配体以桥联和螯合方式起作用。溶液中配体 C−N 键的受限旋转导致形成四个旋转异构体。通过多种动态核磁共振技术在慢速和中间交换状态下测量受限旋转的动力学。观察到两个不同的过程，即围绕每个 C-N 键的独立旋转和围绕两个 C-N 键的相关旋转。活化自由能很大程度上取决于配体取代基的性质，在 298 K 时范围为 65–88 kJ mol–1。旋转势垒的起源和氮取代基的影响为讨论过。报道了 fac-[PtMe3(Me2NCS2)]2 和 fac-[PtMe3(Ph(H)NCS2)]2 的晶体结构。
Synthesis, molecular structure, and voltammetric behaviour of unusually stable cis-dioxobis(diisobutyldithiocarbamato)tungsten(VI)

作者：Kei Unoura、Mitsuru Kondo、Akira Nagasawa、Masatoshi Kanesato、Hiroshi Sakiyama、Aiko Oyama、Hiroaki Horiuchi、Eri Nishida、Takuya Kondo

DOI：10.1016/j.ica.2003.10.005

日期：2004.3

of cis -dioxotungsten(VI) complexes. The structural features of [WO 2 ( i -Bu 2 dtc) 2 ] are very similar to those of corresponding cis -dioxomolybdenum(VI) analogues. The complex [WO 2 ( i -Bu 2 dtc) 2 ] undergoes one-electron quasi-reversible reduction followed by a homogeneous chemical reaction at more negative potential (−1.40 V vs. SSCE) than the corresponding molybdenum analogue [MoO 2 ( i -Bu

通过空气中WO 4 2-和i -Bu 2 dtc-的反应合成了异常稳定的顺式-二氧双（二异丁基二硫代氨基甲酸酯）钨（VI）[WO 2（i -Bu 2 dtc）2]。报道了该配合物的X射线晶体结构和伏安行为。配合物的WO 2 S 4核的几何形状是八面体形，两个顺式末端的氧代配体相互错位。配合物的平均W = O距离为1.719 A，键合键的键角为104.7°，在顺式-二氧钨钨（VI）配合物的范围内。[WO 2（i -Bu 2 dtc）2]的结构特征与相应的顺式-二氧钼钼（VI）类似物的结构特征非常相似。
Cancer cell-selective modulation of mitochondrial respiration and metabolism by potent organogold(<scp>iii</scp>) dithiocarbamates

作者：Randall T. Mertens、Sean Parkin、Samuel G. Awuah

DOI：10.1039/d0sc03628e

日期：——

targeted therapy remains underexplored. We report the synthesis and characterization of ten (10) novel, highly potent organometallic gold(III) complexes supported by dithiocarbamate ligands as selective inhibitors of mitochondrial respiration. The structure of dithiocarbamates employed dictates the biological stability and cellular cytotoxicity. Most of the compounds exhibit 50% inhibitory concentration (IC50)

代谢重编程是癌症的一个关键标志，它导致了糖酵解的治疗目标。然而，针对线粒体呼吸功能障碍进行靶向治疗的药物仍未得到充分探索。我们报告了十 (10) 种新型高效有机金属金 ( III ) 配合物的合成和表征，这些配合物由二硫代氨基甲酸酯配体支持，作为线粒体呼吸的选择性抑制剂。所用二硫代氨基甲酸盐的结构决定了生物稳定性和细胞毒性。当在一组侵袭性癌症类型中进行测试时，大多数化合物在低微摩尔 (0.50–2.9 μM) 范围内表现出 50% 抑制浓度 (IC 50 )，并且对癌细胞比正常细胞具有显着选择性。因此，人们对金化疗药物的作用机制非常感兴趣，特别是考虑到 DNA 并不是大多数金复合物的主要靶标。我们研究了代表性复合物1a和2a在顽固性三阴性乳腺癌 (TNBC) 细胞系 MDA-MB-231 中的作用机制。全细胞转录组测序揭示了与三个主要途径相关的基因，即：细胞周期、细胞器裂变和氧化磷酸化。2a不可逆地快速抑制

N,N-dimethyldithiocarbamate | 7234-39-1

分子结构分类

计算性质

ADMET

反应信息

文献信息

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