N-Nitroso-N-methylurea

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].

Product Specifications

CAS Number

[684-93-5]

UNSPSC

12352211

Hazard Statement

H228, H301, H350, H360

Target

DNA Alkylator/Crosslinker

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n-nitroso-n-methylurea.html

Purity

99.74

Solubility

DMSO : 125 mg/mL (ultrasonic)

Smiles

O=C(N)N(C)N=O

Molecular Formula

C2H5N3O2

Molecular Weight

103.08

Precautions

H228, H301, H350, H360

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.