Methylnitronitrosoguanidine

Methylnitronitrosoguanidine^[1]

Names
IUPAC name 1-methyl-3-nitro-1-nitrosoguanidine
Other names N-Methyl-N-nitroso-N′-nitroguanidine; N-Methlyl-N′-nitro-N-nitrosoguanidine
Identifiers
Abbreviations	MNNG
CAS Registry Number	70-25-7 N
Jmol-3D images	Image
KEGG	C14592 Y
PubChem	9562060
SMILES CN(C(=N[N+](=O)[O-])N)N=O
Properties
Chemical formula	C2H5N5O3
Molar mass	147.09 g/mol
Appearance	Yellow crystals
Melting point	118 °C (244 °F; 391 K) (decomposes)
Solubility in water	reacts violently, slowly hydrolysed
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Methylnitronitrosoguanidine (MNNG or MNG) is a biochemical tool used experimentally as a carcinogen and mutagen.^[1] It acts by adding alkyl groups to the O⁶ of guanine and O⁴ of thymine, which can lead to transition mutations between GC and AT. These changes do not cause a heavy distortion in the double helix of DNA and thus are hard to detect by the DNA mismatch repair system.

In organic chemistry, MNNG is used as a source of diazomethane when reacted with aqueous potassium hydroxide.^[2]

MNNG is a probable human carcinogen listed as an IARC Group 2A carcinogen.^[3]

References