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2-Methyl-2-nitrosopropane



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2-Methyl-2-nitrosopropane
IUPAC name 2-Methyl-2-nitrosopropane
Other names t-Nitrosobutane
Identifiers
Abbreviations NMP
CAS number 6841-96-9
SMILES CC(C)(C)N=O
Properties
Molecular formula C4H9NO
Molar mass 87.12 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

2-Methyl-2-nitrosopropane (MNP or t-nitrosobutane, chemical formula (CH3)3CNO) is a spin trap. This molecule forms adducts with unstable free radicals to form a more stable paramagnetic nitroxide radical that can be detected by electron spin resonance spectroscopy. It is particularly useful for trapping carbon-centered tyrosyl radicals.[1]

MNP is also the aerial oxidation product of t-butylhydroxylamine (NtBHA), which in turn is a hydrolysis product of phenylbutylnitrone and similar spintraps. MNP has pharmacological action, both by scavenging free radicals and possibly by releasing the messenger substance nitric oxide in the presence of light and under oxidizing conditions.[2] Production of NtHBA and its parent spintrap MNP may account for the sometime antistroke action of the drug NXY-059.

MNP is also an efficient regulator of the radical polymerization of methyl methacrylate through the 'pseudoliving' chain mechanism.[3]

References

  1. ^ David P. Barr, Michael R. Gunther, Leesa J. Deterding, Kenneth B. Tomer, and Ronald P. Mason (1996). "ESR Spin-trapping of a Protein-derived Tyrosyl Radical from the Reaction of Cytochrome c with Hydrogen Peroxide". J. Biol. Chem. 271: 15498-15503.
  2. ^ AstraZeneca, Stroke, NXY-059--the Saint-2 trial
  3. ^ Dmitry F Grishin, Lyudmila L Semyonycheva, Elena V Kolyakina (1999). ""2-Methyl-2-nitrosopropane as a new regulator of the polymer chain growth"". Mendeleev Communications 9 (6): 250-251.

See also
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "2-Methyl-2-nitrosopropane". A list of authors is available in Wikipedia.
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