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三唑的同系物衍生物作为 1,1-二甲基肼的新型毒性分解产物。

Isomeric derivatives of triazoles as new toxic decomposition products of 1,1-dimethylhydrazine.

机构信息

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 31 Leninsky Prospect, Moscow, GSP-1, 119071, Russia.

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 31 Leninsky Prospect, Moscow, GSP-1, 119071, Russia.

出版信息

Chemosphere. 2019 Feb;217:95-99. doi: 10.1016/j.chemosphere.2018.10.155. Epub 2018 Oct 22.

DOI:10.1016/j.chemosphere.2018.10.155
PMID:30414547
Abstract

Unsymmetrical dimethylhydrazine (UDMH) is a rocket propellant for carrier rockets and missiles. UDMH is environmentally hostile compound, which easily forms a variety of toxic products of oxidative transformation. The liquidation of unused UDMH from retired launch sites is performed by the complete burning of UDMH-containing wastes. Due cyclicity of the burning equipment the UDMH-containing wastes are subject of prolonged storage in contact with atmospheric oxygen and thus contains a complicated mixture of UDMH degradation products. High performance liquid chromatography (HPLC), high resolution mass spectrometry (HRMS) and NMR were used for the isolation on characterization of new highly polar and potentially toxic UDMH transformation products in the mixture. Two series of unreported isomers with high ionization cross section in electrospray ionization were isolated by repeated preparative HPLC. The structures of the isomers were established by tandem HRMS and NMR. The cytotoxicity of the isolated compounds has been preliminarily studied and found to be similar to UDMH or higher.

摘要

不对称二甲肼(UDMH)是运载火箭和导弹的火箭推进剂。UDMH 是一种对环境有害的化合物,容易形成各种有毒的氧化转化产物。退役发射场的未使用 UDMH 通过完全燃烧含 UDMH 的废物进行清理。由于燃烧设备的周期性,含 UDMH 的废物需要与大气中的氧气长时间接触进行储存,因此其中含有复杂的 UDMH 降解产物混合物。我们使用高效液相色谱(HPLC)、高分辨率质谱(HRMS)和 NMR 对混合物中的新的高极性和潜在有毒的 UDMH 转化产物进行分离和表征。通过反复进行制备型 HPLC,我们分离出了两个具有高电喷雾电离电离截面的未报道的异构体系列。通过串联 HRMS 和 NMR 确定了异构体的结构。我们还对分离得到的化合物的细胞毒性进行了初步研究,发现其与 UDMH 相当或更高。

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