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N-Nitroso-N-methylurea (Standard)

CAT: 0804-HY-34758R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-34758R-01Size:5 mg
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Description
N-Nitroso-N-methylurea (Standard) is the analytical standard of N-Nitroso-N-methylurea. This product is intended for research and analytical applications. N-Nitroso-N-methylurea (NMU; MNU; NMH) is a potent carcinogen, mutagen and teratogenand. N-Nitroso-N-methylurea is a direct-acting alkylating agent that interacts with DNA. N-Nitroso-N-methylurea targets multiple animal organs to cause various cancer and/or degenerative disease. N-Nitroso-N-methylurea is also a precursor in the synthesis of diazomethane[1][2][3][4].
CAS Number
684-93-5
UNSPSC
12352100
Target
DNA Alkylator/Crosslinker; Reference Standards
Related Pathways
Cell Cycle/DNA Damage; Others
Field of Research
Cancer
Smiles
O=C(N)N(C)N=O
Molecular Formula
C2H5N3O2
Molecular Weight
103.08
References & Citations
[1]Gullino PM, et al. N-nitrosomethylurea as mammary gland carcinogen in rats. J Natl Cancer Inst. 1975 Feb;54 (2) :401-14.|[2]Tsubura A, et al. Review: Animal models of N-Methyl-N-nitrosourea-induced mammary cancer and retinal degeneration with special emphasis on therapeutic trials. In Vivo. 2011 Jan-Feb;25 (1) :11-22.|[3]Johnson EM, et al. Effects of N-nitroso-N-methylurea on enzymatic ontogeny associated with teratogenesis. Teratology. 1968 May;1 (2) :179-91.|[4]Silvia Garbarino, et al. One-pot synthesis of α-haloketones employing a membrane-based semibatch diazomethane generator. Journal of Flow Chemistry volume 6, pages211-217 (2016) .|[5]Moon KY. N-nitroso-N-methylurea and N-nitroso-N-ethylurea induce upregulation of cellular NF-kappa B activity through protein kinase C-dependent pathway in human malignant keratinocytes. Arch Pharm Res. 2010 Jan;33 (1) :133-9.|[6]Mansingh DP, et al. Palliative Role of Aqueous Ginger Extract on N-Nitroso-N-Methylurea-Induced Gastric Cancer. Nutr Cancer. 2020;72 (1) :157-169.|[7]Ashrafi M, et al. Effect of Crocin on Cell Cycle Regulators in N-Nitroso-N-Methylurea-Induced Breast Cancer in Rats. DNA Cell Biol. 2015 Nov;34 (11) :684-91.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

N-Methyl-N-nitrosourea

N-Nitroso-N-methylurea can cause cancer according to an independent committee of scientific and health experts.

CAS Number684-93-5
PubChem CID12699
IUPAC Name1-methyl-1-nitrosourea
Molecular FormulaC2H5N3O2
Molecular Weight103.08
XLogP0
Topological Polar Surface Area75.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count7
Formal Charge0
Complexity90
SMILES
CN(C(=O)N)N=O
InChI
InChI=1S/C2H5N3O2/c1-5(4-7)2(3)6/h1H3,(H2,3,6)
InChIKey
ZRKWMRDKSOPRRS-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-Methyl-N-nitrosourea
CAS: 684-93-5
CID: 12699
Formula: C2H5N3O2
MW: 103.08
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight103.08
XLogP30
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass103.038176411
Monoisotopic Mass103.038176411
Topological Polar Surface Area75.8 Ų
Heavy Atom Count7
Formal Charge0
Complexity90.9
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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