1-Methyl-1-nitrosourea

MC=3-methylcholanthrene DMAB - 3-methy1-4-dimethy1amino-azobenzene AAF = 2-acety1aminofluorene MNU = 1 methyl-1-nitrosourea DMBA 7,12 dimethylbenz(a)anthracene DMH - 1,2 dimethylhydrazine BMA bis(2-oxopropyl) nitrosamine Afl B = aflatoxin B and AZM azoxymethane. 

The slight activity of 1-methyl-1-nitrosourea (MNU against the L1210... 

Vanadium in the drinking water of mice had no influence on tumor induction by the known carcinogen 1,2-dimethylhydrazine given by subcutaneous injection (Kingsnorth et al. 1986), but dietary vanadium did decrease mammary tumors in mice caused by 1-methyl-1-nitrosourea administered concurrently (Thompson et al. 1984). The latter effect may have been due to interaction with DNA. 

Thompson HJ, Becci PJ. 1979. Effect of graded dietary levels of selenium on tracheal carcinomas induced by 1-methyl-1-nitrosourea. Cancer Lett 7 215-219. 

Thompson, H.J. Effect of deficiencies of selenium and vitamin E alone or in combination on the induction of mammary carcinogenesis by 1-methyl-1-nitrosourea Carcinogenesis 12 (1991) 2175-2179. 

Tn 1961 Skipper and coworkers originally demonstrated that adminis-tration of 1-methyl-1-nitrosourea increased the lifespan of mice intra-cerebrally inoculated with L1210 leukemic cells (I). This demonstration launched extensive research into the synthesis and testing of N-nitroso-ureas for antitumor activity (2), a line of research that continues to the... 

Methyinitrosourea 1-Methyl-1-nitrosourea N-Methyl-N-nitrosourea. See N-Nitroso-N-methylurea... 

See N-Nitroso-N-methylurea N-Nitroso-N-methylurea CAS 684-93-5 EINECS/ELINCS 211-678-4 Synonyms MethyInitrosourea 1-Methyl-1-nitrosourea N-Methyl-N-nitrosourea MNU N-Nitroso-N-methylcarbamide Nitrosomethylurea 1-Nitroso-1-methylurea NMU Urea, N-methyl-N-nitroso-Empirical C2H5N3O2 Formula CH3N(N0)C(0)NH2 Properties Pale yel. cryst. sol. in water (< 0.1 g/100 ml, 18 C), polar org. soivs. insol. in nonpolar org. soivs. m.w. 103.10 m.p. 124 C Toxicology May cause eye/skin irritation, dermatitis, skin allergy if allergy develops, very low future exposure can cause itching, skin rash high exposure may cause headache,... 

Schein PS (1969) 1-Methyl-1-nitrosourea and dialkylnitrosamine depression of nicotinamide adenine dinucleotide. Cancer Res 29 1226-1232... 

Nelson and Scliut investigated the reaction of 5a-cholestanone (lb) with diazomethane in a search for a direct, one-step preparation of A-homo ketones. Using a large excess of diazomethane generated in situ from A-methyl-nitrosourea with potassium hydroxide in ether-methanol at 0°, 5a-cholestanone (lb) is converted into the 7-membered ring homolog (3b) as the predominant product. Both theoretically possible A-homo ketones can be expected with an unsymmetrically-substituted cyclohexanone such as 5a-cholestanone (lb). 

Garcia-Solis P, Yahia EM and Aceves C. 2008. Study of the effect of Ataulfo mango (Mangifera indica L) intake on mammary carcinogenesis and antioxidant capacity in plasma of /V-methyl-nitrosourea (MNU)-treated rats. Food Chem 111 309—315. 

Arenas, P., and B.K. Vig. Somatic crossing-over in Glycine max (L.) merrill Activation of dimethyl nitrosoamine by plant seed and comparison with methyl nitrosourea in inducing somatic mosaicism. 

CLA was effective for both the direct-acting carcinogen methyl-nitrosourea (MNU) and the indirect-acting DMBA, suggesting the action of CLA was independent of carcinogen activation. 

See Also BCNU (Bischloroethyl Nitrosourea) LD50/LC50 (Lethal Dosage 50/Lethal Concentration 50) Methyl-nitrosourea. 

Qin, X., Zarkovic, M., Nakatsuru, Y., Aral, M., Oda, H., and Ishikawa, T. (1994) DNA adduct formation and assessment of aberrant crypt foci in vivo in the rat colon mucosa after treatment with N-methyl-nitrosourea. Carcinogenesis 15, 851-855. 

N. V. Steere. Safety in the Chemical Laboratory, Vol. 2, Accident Case Histories. iV-Methyl Nitrosoureas Improperly Stored, Division of Chemical Education, reprinted from Journal of Chemical Education, Easton, PA, 1971, p. 121. 

H2NCON(NO)Me, KOH, DME, H2O, 0°, 75% yield. This method generates diazomethane in situ. A -Methyl-A -nitrosourea is a proven carcinogen. 

Chloroethyl)-3-(4-methylcyclohexyl)-l-nitrosourea (Methyl-CCNU Semustine) [13909-09-6] (Suppl. 7 1987) Chromium [VI] compounds (Vol. 49 1990)... 

Reaction of metal hydride complexes with N-nitrosoamides, e.g. Af-methyl-7V-nitrosourea ... 

A solution of 5 mmol diazomethane, prepared from N-methyl-N-nitrosourea (0.62 g, 6 mmol), in 5 mL pentane is added to 1728 a (0.5 g, 5 mmol) [4] at 0°C and the reaction mixture warmed to room temperature. After 30 min the yellow color of CH2N2 has disappeared and the reaction mixture is evaporated. The residue is extracted with boiling pentane to give 0.66 g (93%) 3-tert-butyl-lH-l,2,4-di-azaphosphol, m.p. 74°C [30] (Scheme 11.10). 

Boileau, T. W., Z. Liao, S. Kim et al. 2003. Prostate carcinogenesis in N-methyl-N-nitrosourea (NMU)-testosterone-treated rats fed tomato powder, lycopene, or energy-restricted diets. J Natl Cancer Inst 95(21) 1578—1586. 

The interaction between H+, Li+, and Na+ cations and nitrosourea, as well as methyl, ethyl, and chloroethyl di azohydroxides (E and Z isomers) has been investigated with ab initio calculations, using the STO-6G and the 3-21G basis sets.13 The resulting affinities show... 

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