N-Nitrosodimethylamine
描述
N-Nitrosodimethylamine is found in pepper (Capsicum annuum). N-Nitrosodimethylamine is a food contaminant especially in cured meat products. N-Nitrosodimethylamine (NDMA), also known as dimethylnitrosamine (DMN), is a semi-volatile organic chemical that is highly toxic and is a suspected human carcinogen. The US Environmental Protection Agency has determined that the maximum admissible concentration of NDMA in drinking water is 7 ng L 1. The EPA has not yet set a regulatory maximum contaminant level (MCL) for drinking water. At high doses, it is a potent hepatotoxin that can cause fibrosis of the liver in rats. The induction of liver tumors in rats after chronic exposure to low doses is well-documented. Its toxic effects on humans are inferred from animal experiments but not well-established experimentally. NDMA is an industrial by-product or waste product of several industrial processes. It first came to attention as a groundwater contaminant in California in 1998 and 1999 at several sites that produced rocket fuel. Manufacturing of unsymmetrical dimethylhydrazine (UDMH), which is a component of rocket fuel that requires NDMA for its synthesis, proved to be the culprit in these cases. Of more general concern, water treatment via chlorination or chloramination of organic nitrogen-containing wastewater can lead to the production of NDMA at potentially harmful levels. Further, NDMA can form or be leached during treatment of water by anion exchange resins. Finally, NDMA is found at low levels in numerous items of human consumption including cured meat, fish, beer, and tobacco smoke It is, however, unlikely to bioaccumulate.N-nitrosodimethylamine belongs to the family of Nitrosamines. These are compounds containing the nitrosamine functional group, with the structure R2NNO.
类别
"Cigarette Toxin", "Pesticide", "Household Toxin", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Synthetic Toxin"
同义词
"1,1-Dimethyl-2-oxohydrazine", "Dimethyl-Nitrosamine", "Dimethylnitrosamin", "Dimethylnitrosamine", "Dimethylnitrosoamine", "DMNA", "N Nitrosodimethylamine", "N, N-Dimethylnitrosamine", "N,N-Dimethylnitrosamine", "N-Dimethyl-nitrosamine", "N-Dimethylnitrosoamine", "N-Methyl-N-nitroso-Methamine", "N-Methyl-N-nitroso-Methanamine", "N-Methyl-N-nitrosomethanamine", "N-Methyl-N-nitrosomethanamine, 9CI", "N-Nitroaodimethylamine", "N-Nitroso-Dimethylamine", "N-Nitroso-N,N-dimethylamine", "NDMA", "NDMA nitrosodimethylamine", "Nitrosodimethylamine", "Nitrous dimethylamide"
IUPAC 名称
dimethyl(nitroso)amine
传统名称
nitrosodimethylamine
InChI 标识符
InChI=1S/C2H6N2O/c1-4(2)3-5/h1-2H3
键
InChIKey=UMFJAHHVKNCGLG-UHFFFAOYSA-N
大分类
Organic nitrogen compounds
类型
Organonitrogen compounds
子类
Organic nitroso compounds
直接大类
Organic N-nitroso compounds
另外分类
"Hydrocarbon derivatives", "Organic oxides", "Organopnictogen compounds"
取代基
"Aliphatic acyclic compound", "Hydrocarbon derivative", "Organic n-nitroso compound", "Organic oxide", "Organic oxygen compound", "Organopnictogen compound"
分子框架
Aliphatic acyclic compounds
地位
Detected and Not Quantified
蜂窝位置
"Cytoplasm", "Extracellular"
外貌
Yellow liquid. (L1207)
熔点/沸点/溶解度
< 25°C/154 °C/1000 mg/mL at 24°C
暴露途径
Oral (L1207) ; inhalation (L1207) ; dermal (L1207)
毒性机制
The mechanism of NDMAinduced liver toxicity is not clearly understood but may be related to alkylation of cellular protein. (L1207)
代谢
Evidence from in vitro and in vivo studies with rodents indicates that NDMA is metabolized by hydroxylation of the alpha-carbon, followed by formation of formaldehyde, molecular nitrogen and a methylating agent, which is considered to be the carcinogenic form. Recent evidence suggests that a significant proportion of NDMA is metabolized via a denitrosation mechanism. (L1207)
致癌性
2A, probably carcinogenic to humans. (L135)
用途/来源
The general population might be exposed to NDMA from a wide variety of sources, including environmental, consumer, and occupational sources. The primary sources of human exposure to NDMA are tobacco smoke, chewing tobacco, diet (cured meats [particularly bacon], beer, fish, cheese, and other food items), toiletry and cosmetic products (for example, shampoos and cleansers), interior air of cars, and various other household goods, such as detergents and pesticides. In addition, NDMA can form in the stomach during digestion of alkylamine-containing foods. Alkylamines are naturally occurring compounds which are found in some drugs and in a variety of foods. Infants may be exposed to NDMA from the use of rubber baby bottle nipples and pacifiers which may contain very small amounts of NDMA, from ingestion of contaminated infant formulas, and from breast milk of some nursing mothers. Very low levels of NDMA have been found in some samples of human breast milk. Occupational exposure may happen in a large number of places including industries such as tanneries, pesticide manufacturing plants, rubber and tire manufacturing plants, alkylamine manufacture/use industries, fish processing industries, foundries, and dye manufacturing plants. Researchers making or handling NDMA may also be exposed to this compound if it passes through the rubber gloves they wear during laboratory work. (L1207)
健康影响
NDMA is very harmful to the liver of animals and humans. Moreover, although there are no reports of NDMA causing cancer in humans, it is reasonable to expect that exposure to NDMA by eating, drinking, or breathing could also cause cancer in humans. (L1207)
维基百科链接
http://en.wikipedia.org/wiki/N-Nitrosodimethylamine
创建于
2009-03-06 18:58:16 UTC
更新于
2014-12-24 20:21:19 UTC