3-methyl-1-nitro-3-nitrosoguanidine

• ChemBase ID: 137454
• Molecular Formular: C2H5N5O3
• Molecular Mass: 147.0928
• Monoisotopic Mass: 147.03923905
• SMILES: CN(C(=N)N[N+](=O)[O-])N=O
• Canonical SMILES: O=NN(C(=N)N[N+](=O)[O-])C
• InChI: InChI=1S/C2H5N5O3/c1-6(5-8)2(3)4-7(9)10/h1H3,(H2,3,4)
• InChIKey: VZUNGTLZRAYYDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-1-nitro-3-nitrosoguanidine; 1-methyl-3-nitro-1-nitrosoguanidine
• IUPAC Traditional name: methylnitrosonitroguanidine; 1-methyl-3-nitro-1-nitrosoguanidine
• Synonyms: MNNG; N-Methyl-N′-nitro-N-nitrosoguanidine; Diazomethane precursor; 1-Methyl-3-nitro-1-nitrosoguanidine; N-Methyl-N’-nitro-N-nitroso-guanidine; 1-Methyl-1-nitroso-2-nitroguanidine; Methylnitronitrosoguanidine; N-Nitrosoguanidine; N-Nitroso-N’-nitro-N-methylguanidine; 1-Methyl-3-nitro-1-nitrosoguanidine; NSC 9369; N'-Nitro-N-nitroso-N-methylguanidine; N-甲基-N′-硝基-N-亚硝基胍; 重氮甲烷前体; 1-甲基-3-硝基-1-亚硝基胍

Database IDs

• CAS Number: 70-25-7
• EC Number: 200-730-1
• MDL Number: MFCD00007034
• Beilstein Number: 1779490
• PubChem SID: 162231716; 24845846
• PubChem CID: 9562060

CALCULATED PROPERTIES

• Acid pKa: 9.123768
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.04531679
• LogD (pH = 7.4): -0.05210039
• Log P: -0.04490351
• Molar Refractivity: 42.9768 cm^3
• Polarizability: 10.738561 Å^3
• Polar Surface Area: 114.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Semi Solid
• Melting Point: 118 °C (dec.)(lit.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• RTECS: MF4200000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 45-20-36/38-51/53
• Safety Statements: 53-45-61
• GHS Pictograms: GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H319-H332-H350-H411
• GHS Precautionary statements: P201-P273-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1325 4.1/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (NMR); 97%
• Grade: purum
• Linear Formula: CH3N(NO)C(=NH)NHNO2

DETAILS

Sigma Aldrich - 129941

Application
Very potent mutagen. Precursor to diazomethane. For preparation and reactions of diazomethane.1
Biochem/physiol Actions
Environmental mutagen and carcinogen; used to induce gastric cancer in mice.
Other Notes
Contains 1-methyl-3-nitroguanidine
Packaging
10 g in poly bottle

Toronto Research Chemicals - N493990

A DNA-damaging agent, used as a positive control in SHE cell transformation assays.

REFERENCES

• Suleyman, H., et al.: Int. J. Canc., 126, 1740 (2010)
• Tang, J., et al.: Mol. Canc. Res., 8, 67 (2010)
• Zhu, H., et al.: Environ. Toxicol., Pharmacol., 29, 79 (2010)