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N-Nitrosodimethylamine

NDMA

N-Nitrosodimethylamine ballicule: receptor binding, kinetics and half-life diagram
Mechanism of action: N-Nitrosodimethylamine ballicule
N-Nitrosodimethylamine NDMA mascot mnemonic cartoon
Visual mnemonic: N-Nitrosodimethylamine mascot

What it isNot a drug: a nitrosamine contaminant found in valsartan and other ARBs (2018), ranitidine and nizatidine, and metformin lots. FDA withdrew all ranitidine on 2020-04-01.

Why this oneCYP2E1 \u03b1-hydroxylation releases a methyldiazonium ion that methylates DNA (O\u2076-methylguanine): hepatotoxic and a probable human carcinogen.

What limits itFDA acceptable intake 96 ng/day. Forms by nitrosation of amines during synthesis or storage; ranitidine generates it on the shelf.

N-Nitrosodimethylamine molecular structure (skeletal formula)
Molecular structure: N-Nitrosodimethylamine

NO BOXED WARNINGS

Principal riskHepatotoxic; probable human carcinogen

Classes and tags

Clinical profile

Direct muscarinic antagonism0 / 4

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