Methylnitronitrosoguanidine

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Methylnitronitrosoguanidine[1]
Structural formula of methylnitronitrosoguanidine
Space-filling model of the methylnitronitrosoguanidine molecule
Names
Preferred IUPAC name
N-Methyl-N′-nitro-N-nitrosoguanidine
Other names
1-Methyl-3-nitro-1-nitrosoguanidine
N-Methyl-N-nitroso-N′-nitroguanidine
Identifiers
3D model (JSmol)
Abbreviations MNNG
ChemSpider
ECHA InfoCard 100.000.664 Edit this at Wikidata
KEGG
UNII
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 otherwise noted, data are 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.

One of the earliest uses of methylnitronitrosoguanidine was in 1985. A group of scientists tested whether or not the chemical composition of methylnitronitrosoguanidine would directly affect the growth of tumors and cancer cells in rats.[citation needed]

In the experiment, the cancer cells from a Japanese cancer patient was injected into 8 rats. The biochemical tool and showed a decline of cancer cells in a few of the rats' bodies.

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

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

References[]

  1. ^ Jump up to: a b Merck Index, 11th Edition, 6017.
  2. ^ T. Howard Black (1983). "The Preparation and Reactions of Diazomethane" (PDF). Aldrichimica Acta. 16 (1).
  3. ^ N-METHYL-N'-NITRO-N-NITROSOGUANIDINE (MNNG), International Agency for Research on Cancer
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