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Compound Information

Compound Name: Sodium (Z)-1-(N,N-Diethylamino)diazen-1-ium-1,2-diolate

Compound

Figure: DEA/NO Structure

  1. Category Information
  2. Nickname: DEA/NO
  3. CAS Registry Number: 92382-74-6
  4. Molecular Formula: C4H10N3O2.Na
  5. Molecular Weight: 155
  6. Half-life at pH 7.4 and 37oC: 2 min
  7. Moles of NO/Mole of Compound: 1.5
  8. Solubility: Soluble with decomposition in water. Soluble in methanol. Stability increases with pH.
  9. UV Spectrum

          λmax(nm):

          ε(mM-1cm-1):      

    250 in 0.01 M KOH

    6.5
  10. X-Ray Crystallographic Data: Yes
  11. Special Comments: A commercially available reagent for producing reliable fluxes of NO in aqueous solution or culture media (half-life of about 2 min). This compound is known to be commercially available.

Reference and Patent Information

Reference TypeKeywordsReferenceText
BiologicalAnticancer Cook J. A.; Krishna M. C.; Pacelli R.; DeGraff W.; Liebmann J.; Mitchell J. B.; Russo A.; Wink D. A. Nitric oxide enhancement of melphalan-induced cytotoxicity. Br. J. Cancer. 1997, 76, 325-334. Pubmed Abstract
BiologicalAntimicrobial Ogawa R.; Pacelli R.; Espey M. G.; Miranda K. M.; Friedman N.; Kim S. M.; Cox G.; Mitchell J. B.; Wink D. A.; Russo A. Comparison of control of Listeria by nitric oxide redox chemistry from murine macrophages and NO donors: insights into Listeriocidal activity of oxidative and nitrosative stress. Free Radical Biol. Med. 2001, 30, 268-276. Pubmed Abstract
BiologicalAntimicrobial Rajan, T. V.; Porte, P.; Yates, J. A.; Keefer, L.; Shultz, L. D. Role of nitric oxide in host defense against an extracellular, metazoan parasite, Brugia malayi. Infect. Immun. 1996, 64, 3351-3353. Pubmed Abstract
BiologicalAntioxidant Wink, D. A.; Hanbauer, I.; Krishna, M. C.; DeGraff, W.; Gamson, J.; Mitchell, J. B. Nitric oxide protects against cellular damage and cytotoxicity from reactive oxygen species. Proc. Natl. Acad. Sci. USA 1993, 90, 9813-9817. Pubmed Abstract
BiologicalAntiplatelet Diodati, J. G.; Quyyumi, A. A.; Hussain, N.; Keefer, L. K. Complexes of nitric oxide with nucleophiles as agents for the controlled biological release of nitric oxide: antiplatelet effect. Thromb. Haemostasis 1993, 70, 654-658. Pubmed Abstract
BiologicalCytostasis Mooradian, D. L.; Hutsell, T. C.; Keefer, L. K. Nitric oxide (NO) donor molecules: effect of NO release rate on vascular smooth muscle cell proliferation in vitro. J. Cardiovasc. Pharmacol. 1995, 25, 674-678. Pubmed Abstract
BiologicalErectile Function Champion, H. C.; Bivalacqua, T. J.; Wang, R.; Kadowitz, P. J.; Keefer, L. K.; Saavedra, J. E.; Hrabie, J. A.; Doherty, P. C.; Hellstrom, W. J. G. Induction of penile erection by intracavernosal and transurethral administration of novel nitric oxide donors in the cat. J. Urol. 1999, 161, 2013-2019. Pubmed Abstract
BiologicalOrgan Preservation Du, Z. Y.; Hicks, M.; Jansz, P.; Rainer, S.; Spratt, P.; Macdonald, P. The nitric oxide donor, diethylamine NONOate, enhances preservation of the donor rat heart. J. Heart Lung Transplant. 1998, 17, 1113-1120. Pubmed Abstract
BiologicalRadioprotection Liebmann, J.; DeLuca, A. M.; Coffin, D.; Keefer, L. K.; Venzon, D.; Wink, D. A.; Mitchell, J. B. In vivo radiation protection by nitric oxide modulation. Cancer Res. 1994, 54, 3365-3368. Pubmed Abstract
BiologicalRadiosensitization Mitchell, J. B.; Wink, D. A.; DeGraff, W.; Gamson, J.; Keefer, L. K.; Krishna, M. C. Hypoxic mammalian cell radiosensitization by nitric oxide. Cancer Res. 1993, 53, 5845-5848. Pubmed Abstract
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