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 |
KEGG | |
PubChem
CID
|
|
UNII |
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CompTox Dashboard (
EPA)
|
|
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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).
|
Methylnitronitrosoguanidine (MNNG [2] or MNG, NTG when referred to colloquially as nitrosoguanidine [3]) 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. [4]
MNNG is a probable human carcinogen listed as an IARC Group 2A carcinogen. [5]
MNNG produces diazomethane (known DNA methylating agent) in basic aqueous solutions, and nitrous acid (also mutagenic) in acidic solutions. [6]
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 |
KEGG | |
PubChem
CID
|
|
UNII |
|
CompTox Dashboard (
EPA)
|
|
| |
| |
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).
|
Methylnitronitrosoguanidine (MNNG [2] or MNG, NTG when referred to colloquially as nitrosoguanidine [3]) 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. [4]
MNNG is a probable human carcinogen listed as an IARC Group 2A carcinogen. [5]
MNNG produces diazomethane (known DNA methylating agent) in basic aqueous solutions, and nitrous acid (also mutagenic) in acidic solutions. [6]