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Chemical Compound Review

SMX-NHOH     4-(hydroxyamino)-N-(5-methyl- 1,2-oxazol-3...

Synonyms: Smx-HA, CHEBI:53016, NSC-665547, CTK8F1329, NSC665547, ...
 
 
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Disease relevance of Smx-HA

 

High impact information on Smx-HA

 

Chemical compound and disease context of Smx-HA

 

Anatomical context of Smx-HA

 

Associations of Smx-HA with other chemical compounds

 

Gene context of Smx-HA

 

Analytical, diagnostic and therapeutic context of Smx-HA

References

  1. Diagnosis of sulfonamide hypersensitivity reactions by in-vitro "rechallenge" with hydroxylamine metabolites. Rieder, M.J., Uetrecht, J., Shear, N.H., Cannon, M., Miller, M., Spielberg, S.P. Ann. Intern. Med. (1989) [Pubmed]
  2. The hydroxylamine of sulfamethoxazole and adverse reactions in patients with acquired immunodeficiency syndrome. Lee, B.L., Delahunty, T., Safrin, S. Clin. Pharmacol. Ther. (1994) [Pubmed]
  3. The effect of cimetidine on the formation of sulfamethoxazole hydroxylamine in patients with human immunodeficiency virus. Lehmann, D.F., Newman, N., Morse, P.D. Journal of clinical pharmacology. (1998) [Pubmed]
  4. Interactions between N-acetyl-p-benzoquinone imine and fluorescent calcium probes: implications for mechanistic toxicology. Riley, R.J., Leeder, J.S., Dosch, H.M., Spielberg, S.P. Anal. Biochem. (1990) [Pubmed]
  5. Inhibition of sulfamethoxazole hydroxylamine formation by fluconazole in human liver microsomes and healthy volunteers. Mitra, A.K., Thummel, K.E., Kalhorn, T.F., Kharasch, E.D., Unadkat, J.D., Slattery, J.T. Clin. Pharmacol. Ther. (1996) [Pubmed]
  6. Peroxidase-dependent oxidation of sulfonamides by monocytes and neutrophils from humans and dogs. Cribb, A.E., Miller, M., Tesoro, A., Spielberg, S.P. Mol. Pharmacol. (1990) [Pubmed]
  7. A role for bioactivation and covalent binding within epidermal keratinocytes in sulfonamide-induced cutaneous drug reactions. Reilly, T.P., Lash, L.H., Doll, M.A., Hein, D.W., Woster, P.M., Svensson, C.K. J. Invest. Dermatol. (2000) [Pubmed]
  8. NADH cytochrome b5 reductase and cytochrome b5 catalyze the microsomal reduction of xenobiotic hydroxylamines and amidoximes in humans. Kurian, J.R., Bajad, S.U., Miller, J.L., Chin, N.A., Trepanier, L.A. J. Pharmacol. Exp. Ther. (2004) [Pubmed]
  9. Toxicity of sulfonamide-reactive metabolites in HIV-infected, HTLV-infected, and noninfected cells. Rieder, M.J., Krause, R., Bird, I.A., Dekaban, G.A. J. Acquir. Immune Defic. Syndr. Hum. Retrovirol. (1995) [Pubmed]
  10. Methemoglobin formation by hydroxylamine metabolites of sulfamethoxazole and dapsone: implications for differences in adverse drug reactions. Reilly, T.P., Woster, P.M., Svensson, C.K. J. Pharmacol. Exp. Ther. (1999) [Pubmed]
  11. Sulfamethoxazole is metabolized to the hydroxylamine in humans. Cribb, A.E., Spielberg, S.P. Clin. Pharmacol. Ther. (1992) [Pubmed]
  12. Plasma cysteine deficiency and decreased reduction of nitrososulfamethoxazole with HIV infection. Naisbitt, D.J., Vilar, F.J., Stalford, A.C., Wilkins, E.G., Pirmohamed, M., Park, B.K. AIDS Res. Hum. Retroviruses (2000) [Pubmed]
 
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