N-Nitroso-N-methylurea structure, CAS 684-93-5

N-Nitroso-N-methylurea

CAS Number684-93-5

SynonymsEINECS 211-678-4; 1-Methyl-1-nitrosourea; N-nitroso-N-methylurea; MFCD00014794

Molecular FormulaCH3NHCONH2

Molecular Weight74.08

Purity97%

Density1.5±0.1 g/cm3

Boiling Point164.3±23.0 °C at 760 mmHg

Melting Point119-124°C

Flash Point

Appearancecrystals

EINECS209-935-0

MSDSChineseEnglish

Symbol6.1(b)

Signal WordWarning

Cat. No.: 2A-0201722 Purity: 97%
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Quality Control of [ 684-93-5 ] Purity: 97% SDS Specification MoL

Chemical & Physical Properties
CAS Number684-93-5
Catalog No.2A-0201722
Chinese NameN-甲基-N-亚硝基脲
SynonymsEINECS 211-678-4; 1-Methyl-1-nitrosourea; N-nitroso-N-methylurea; MFCD00014794
Molecular FormulaCH3NHCONH2
Molecular Weight74.08
Purity97
Density1.5±0.1 g/cm3
Boiling Point164.3±23.0 °C at 760 mmHg
Melting Point119-124°C
Appearancecrystals
Storage Condition2-8°C
PackagingIII
ApplicationN-Nitroso-N-methylurea (NMU;MNU;NMH) is a potent carcinogen, mutagen and teratogen. N-Nitroso-N-methylurea is a direct-acting alkylating agent that interacts with DNA. N-Nitroso-N-methylurea targets m
EINECS209-935-0
PubChem ID24897281
MDL NumberMFCD00007950
SMILESCNC(N)=O
InChI1S/C2H6N2O/c1-4-2(3)5/h1H3,(H3,3,4,5)
InChI KeyXGEGHDBEHXKFPX-UHFFFAOYSA-N
Beilstein/REAXYS878189
NACRES CodeNA.22
UNSPSC12352100
Hazard Symbols6.1(b)
MSDSmsds/24855_1_684_93_5.pdf
BioactivityN-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]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker In Vitro N-Nitroso-N-methylurea (NMU; 5 μM) treatment increases the cellular NF-κB activity in human malignant keratinocytes. N-Nitroso-N-methylurea also increases the amount of I-κBα phosphorylation[5]. In Vivo N-Nitroso-N-methylurea (NMU) gives intravenously to rats at age 50 days induced mammary carcinomas in 89% of BUF/N, 73% of Sprague-Dawley, and 89% of F344 females. Latent periods are, respectively, 77, 86, and 94 days. Doubling times of NMU-induced primary and transplanted carcinomas are similar to 7 days. Cachexia ensues at the 5th week from the onset of the first tumor. When the tumor is larger than 15 g, hypercalcemia is usually observed[1]. References [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. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 164.3±23.0 °C at 760 mmHg Melting Point 119-124°C Molecular Formula C2H5N3O2 Molecular Weight 103.080 Flash Point 53.1±22.6 °C Exact Mass 103.038177 PSA 75.76000 LogP -0.03 Vapour Pressure 2.0±0.3 mmHg at 25°C Index of Refraction 1.545 InChIKey ZRKWMRDKSOPRRS-UHFFFAOYSA-N SMILES CN(N=O)C(N)=O Storage condition 2-8°C Stability Stable. Flammable. Incompatible with strong oxidizing agents, strong bases, strong acids.
Use ofN-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]. Properties Articles62 Name N-methyl-N-nitrosourea Synonym More Synonyms N-Nitroso-N-methylurea Biological Activity Description 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]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Cell Cycle/DNA Damage >> DNA Alkylator/Crosslinker In Vitro N-Nitroso-N-methylurea (NMU; 5 μM) treatment increases the cellular NF-κB activity in human malignant keratinocytes. N-Nitroso-N-methylurea also increases the amount of I-κBα phosphorylation[5]. References [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. Chemical & Physical Properties Molecular Formula C2H5N3O2 Exact Mass 103.038177 PSA 75.76000 LogP -0.03 Index of Refraction 1.545 InChIKey ZRKWMRDKSOPRRS-UHFFFAOYSA-N SMILES CN(N=O)C(N)=O Stability Stable. Flammable. Incompatible with strong oxidizing agents, strong bases, strong acids.
Transport InfoProduct name: Chemical name
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