Methylnitronitrosoguanidine

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Methylnitronitrosoguanidine[1]
Structural formula of methylnitronitrosoguanidine
Space-filling model of the methylnitronitrosoguanidine molecule
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
70-25-7 N
Jmol-3D images Image
KEGG C14592 YesY
PubChem 9562060
Properties
C2H5N5O3
Molar mass 147.09 g/mol
Appearance Yellow crystals
Melting point 118 °C (244 °F; 391 K) (decomposes)
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[edit]

  1. ^ a b Merck Index, 11th Edition, 6017.
  2. ^ Aldrichimica Acta 16 (3). 1983.  Missing or empty |title= (help)
  3. ^ N-METHYL-N'-NITRO-N-NITROSOGUANIDINE (MNNG), International Agency for Research on Cancer