Lunn G, Sansone E B, Andrews A W, Castegnaro M, Malaveille C, Michelon J, Brouet I, Keefer L K
IARC Sci Publ. 1984(57):387-98.
The chemical degradation of five N-nitrosamides used widely for the experimental induction of cancer has been studied with the goal of identifying, and experimentally validating, reliable methods that can be recommended for the destruction of carcinogenic N-nitrosoureas and related compounds in laboratory wastes. Although data are not yet complete, preliminary evidence indicates that none of the five methods studied thus far is ideal for hazard-control purposes. Decomposition with 1 mol/L potassium hydroxide solution destroyed the N-nitrosamides, but generated diazoalkanes, which are carcinogenic, toxic and potentially explosive. Treatment with strong acid in the presence of sulfamic acid or iron filings completely decomposed all N-nitrosamides without forming diazoalkanes, but failed in the presence of solvents which were immiscible with water. Cleavage with hydrogen bromide in glacial acetic acid proceeded to a point of maximum degradation, following which gradual reformation of the N-nitrosamide was observed; this resynthesis could be avoided by carefully bubbling nitrogen through the reaction mixture, but degradation was slow or failed completely in the presence of hydroxylic solvents. Permanganate oxidation was effective in sulfuric acid solution, but was incomplete when an alcohol or dimethyl sulfoxide was present. Salmonella typhimurium tester strains TA1535, TA1530 and TA100, which detect base-pair substitutions in DNA, detected mutagenic degradation products in each of the destruction methods, with the exception of the hydrobromic acid/acetic acid procedure.
为了确定并通过实验验证可推荐用于销毁实验室废物中致癌性N-亚硝基脲及相关化合物的可靠方法,对广泛用于实验性诱导癌症的五种N-亚硝基酰胺的化学降解进行了研究。尽管数据尚未完整,但初步证据表明,迄今为止研究的五种方法中没有一种对于危害控制而言是理想的。用1mol/L氢氧化钾溶液分解可破坏N-亚硝基酰胺,但会生成致癌、有毒且有潜在爆炸性的重氮烷。在氨基磺酸或铁屑存在下用强酸处理可使所有N-亚硝基酰胺完全分解,且不会形成重氮烷,但在与水不混溶的溶剂存在时则失效。在冰醋酸中用溴化氢裂解可进行到最大降解程度,之后观察到N-亚硝基酰胺逐渐重新形成;通过小心地向反应混合物中鼓入氮气可避免这种重新合成,但在羟基溶剂存在下降解缓慢或完全失败。在硫酸溶液中高锰酸盐氧化是有效的,但当存在醇或二甲基亚砜时则不完全。检测DNA中碱基对替换的鼠伤寒沙门氏菌测试菌株TA1535、TA1530和TA100,在除氢溴酸/醋酸法之外的每种销毁方法中都检测到了诱变降解产物。