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1-Nitroadamantane (CAS 7575-82-8)

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Alternate Names:
1-Nitrotricyclo[3.3.1.13,7]decane
CAS Number:
7575-82-8
Molecular Weight:
181.23
Molecular Formula:
C10H15NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1-Nitroadamantane is a nitro compound derived from the hydrocarbon adamantane. The nitro group of 1-nitroadamantane is electron-withdrawing, making the compound more reactive than the parent adamantane molecule. This increased reactivity allows the nitro group to undergo nucleophilic substitution reactions with a variety of nucleophiles, such as alcohols, amines, and carboxylic acids. 1-Nitroadamantane is useful for the synthesis of pharmaceuticals, agrochemicals, and other nitro compounds, such as nitroalkanes, nitroparaffins, and nitroaromatics. It has also been employed to study the structure and reactivity of nitro compounds and the mechanism of nitration reactions. Studies have reported that 1-Nitroadamantane can inhibit the activity of certain enzymes, including monoamine oxidase and xanthine oxidase. In addition, it has been found to have neuroprotective and anti-inflammatory properties.


1-Nitroadamantane (CAS 7575-82-8) References

  1. Nitration of alkanes with nitric acid by vanadium-substituted polyoxometalates.  |  Shinachi, S., et al. 2004. Chemistry. 10: 6489-96. PMID: 15540274
  2. Inhibition of lymphocyte proliferation by amantadine and its isomer, 2-aminoadamantane; impact on Lyt-2+ T cells while sparing L3T4+ T cells.  |  Clark, C., et al. 1991. Immunopharmacology. 21: 41-50. PMID: 1860784
  3. Geminale substituenteneffekte: Teil I. Thermochemie von 1-nitro-, 2-nitro-, 2,2-dinitro-und 2-cyano-2-nitroadamantan  |  K Fritzsche, B Dogan, HD Beckhaus, C Rüchardt - Thermochimica acta, 1990 - Elsevier. Issue 2, 30 April 1990,. Thermochimica Acta. Volume 160,: Pages 147-159.
  4. N-hydroxyphthalimide (NHPI)-catalyzed reaction of adamantane under nitric oxide atmosphere  |  S Sakaguchi, M Eikawa, Y Ishii - Tetrahedron letters, 1997 - Elsevier. Issue 40, 6 October 1997,. Tetrahedron Letters. Volume 38,: Pages 7075-7078.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1-Nitroadamantane, 1 g

sc-478341
1 g
$286.00