Li G Y
Zhongguo Yi Xue Ke Xue Yuan Xue Bao. 1989 Apr;11(2):132-4.
N-2-methylpropyl-N-1'-methylacetonylnitrosamine (NMAMPA) is a new N-nitroso compound found in natural moldy millet and wheat flour from Linxian county, Henan Province. The volatile nitrosamine is mutagenic in several short-term biological assays, and so we proceeded to synthesize larger amounts for the study of carcinogenesis. The main steps were as follows: 1) preparation of 3-bromobutanone (I) by bromination of butanone, 2) alkylation of 3-bromobutanone (I) with isobutylamine to give the secondary amine (II), and 3) nitrosaton of secondary amine (II) with sodium nitrite to yield NMAMPA (III). NMAMPA is a pale yellow liquid which is slightly soluble in water and freely soluble in ether, chloroform and dichloromethane. At room temperature, NMAMPA slowly turns brown, and decomposition takes place after prolonged exposure to UV light. A dilute solution of NMAMPA may be degraded in a freezer at 4 degrees to 6 degrees C.
N-2-甲基丙基-N-1'-甲基丙酮基亚硝胺（NMAMPA）是在河南省林县天然霉变的谷子和面粉中发现的一种新型N-亚硝基化合物。这种挥发性亚硝胺在几种短期生物学试验中具有致突变性，因此我们着手合成了大量该化合物用于致癌作用研究。主要步骤如下：1）通过丁酮溴化制备3-溴丁酮（I）；2）3-溴丁酮（I）与异丁胺进行烷基化反应生成仲胺（II）；3）仲胺（II）与亚硝酸钠进行亚硝化反应生成NMAMPA（III）。NMAMPA是一种淡黄色液体，微溶于水，易溶于乙醚、氯仿和二氯甲烷。在室温下，NMAMPA会慢慢变成褐色，长时间暴露于紫外光下会发生分解。NMAMPA的稀溶液在4摄氏度至6摄氏度的冰箱中可能会降解。
