N-Nitrosodimethylamine

NDMA has attracted wide attention as being highly hepatotoxic and a known carcinogen in laboratory animals.

[6] The United States Environmental Protection Agency (EPA) determined that the maximal admissible concentration of NDMA in drinking water is 7 ng/L.

[8] As of July 2020, the EPA has not set a regulatory maximal contaminant level (MCL) for drinking water.

The limits for nitrosamines in medicines have been set using internationally agreed standards (ICH M7(R1)) based on lifetime exposure.

[15] In the laboratory, NDMA can be synthesised by the reaction of nitrous acid with dimethylamine: The mechanism of its carcinogenicity involves metabolic activation steps resulting in the formation of methyldiazonium, an alkylating agent.

In 1978, a teacher in Ulm, Germany, was sentenced to life in prison for trying to murder his wife by poisoning jam with NDMA and feeding it to her.

[16][17] That same year, Steven Roy Harper spiked lemonade with NDMA at the Johnson family home in Omaha, Nebraska.

[22] In December 2019, the FDA began testing samples of the diabetes drug metformin for NDMA.

[23] The FDA announcement followed a recall of three versions of metformin in Singapore, and the European Medicines Agency's request that manufacturers test for NDMA.

[28][32][33][34][35] In August 2021, a class 2 medicines recall was issued for a batch of metformin hydrochloride 500 mg/5ml Oral Solution from Rosemont Pharmaceuticals Limited, which was first distributed in December 2020, due to the identification of higher than acceptable levels of NDMA.

[36] A study has shown that NDMA perturbs arginine biosynthesis, mitochondrial genome maintenance, and DNA damage repair in yeast.

Skeletal formula of N-nitrosodimethylamine
Skeletal formula of N-nitrosodimethylamine
NFPA 704 four-colored diamond Health 4: Very short exposure could cause death or major residual injury. E.g. VX gas Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
Metabolic activation of NDMA relevant to its cancer-causation. [ 2 ]