Date published: 2025-12-18

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Dapsone Hydroxylamine (CAS 32695-27-5)

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Alternate Names:
N-Hydroxy-4,4-sulfonyldi(aniline); N-Hydroxy-4,4-sulfonyldi-aniline; 4-[(4-Aminophenyl)sulfonyl]-N-hydroxy-benzenamine;
Application:
Dapsone Hydroxylamine is a metabolite of Dapsone
CAS Number:
32695-27-5
Molecular Weight:
264.30
Molecular Formula:
C12H12N2O3S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Dapsone hydroxylamine is a metabolite of dapsone, a compound that is explored in various research disciplines for its interesting chemical properties and biological implications. In the area of analytical chemistry, dapsone hydroxylamine is used as a reference standard to understand the metabolic pathways of dapsone and to quantify its presence in biological matrices through techniques like liquid chromatography-mass spectrometry (LC-MS). Researchers interested in redox biology study this metabolite for its role in oxidative stress, as it can provide a model for studying the effects of oxidative agents on hemoglobin and red blood cells. Additionally, in environmental chemistry, the stability and degradation of dapsone hydroxylamine are investigated to assess the environmental impact and persistence of similar compounds. Its interactions with cellular components also make it a point of interest in toxicological studies, where the goal is to understand the mechanisms that underlie the cytotoxic effects of chemical metabolites.


Dapsone Hydroxylamine (CAS 32695-27-5) References

  1. The effect of pregnenolone 16alpha-carbonitrile on the pharmacokinetics and metabolism of dapsone in rats.  |  Lu, M., et al. 1999. J Pharm Pharmacol. 51: 803-10. PMID: 10467955
  2. Hemolytic drugs aniline and dapsone induce iron release in erythrocytes and increase the free iron pool in spleen and liver.  |  Ciccoli, L., et al. 1999. Toxicol Lett. 110: 57-66. PMID: 10593595
  3. Dapsone activation of CYP2C9-mediated metabolism: evidence for activation of multiple substrates and a two-site model.  |  Hutzler, JM., et al. 2001. Drug Metab Dispos. 29: 1029-34. PMID: 11408370
  4. The effect of clarithromycin, fluconazole, and rifabutin on dapsone hydroxylamine formation in individuals with human immunodeficiency virus infection (AACTG 283).  |  Winter, HR., et al. 2004. Clin Pharmacol Ther. 76: 579-87. PMID: 15592329
  5. Reduction of sulfamethoxazole and dapsone hydroxylamines by a microsomal enzyme system purified from pig liver and pig and human liver microsomes.  |  Clement, B., et al. 2005. Life Sci. 77: 205-19. PMID: 15862605
  6. Formation and uptake of arylhydroxylamine-haptenated proteins in human dendritic cells.  |  Roychowdhury, S., et al. 2007. Drug Metab Dispos. 35: 676-81. PMID: 17220235
  7. Pharmacokinetics of dapsone gel, 5% for the treatment of acne vulgaris.  |  Thiboutot, DM., et al. 2007. Clin Pharmacokinet. 46: 697-712. PMID: 17655376
  8. In Vitro Protective Effect and Antioxidant Mechanism of Resveratrol Induced by Dapsone Hydroxylamine in Human Cells.  |  Albuquerque, RV., et al. 2015. PLoS One. 10: e0134768. PMID: 26284371
  9. Safety and Pharmacokinetics of Once-Daily Dapsone Gel, 7.5% in Patients With Moderate Acne Vulgaris.  |  Jarratt, MT., et al. 2016. J Drugs Dermatol. 15: 1250-1259. PMID: 27741344
  10. Dapsone Hydroxylamine, an Active Metabolite of Dapsone, Can Promote the Procoagulant Activity of Red Blood Cells and Thrombosis.  |  Bian, Y., et al. 2019. Toxicol Sci. 172: 435-444. PMID: 31428780
  11. HLA-B*13 :01 Is a Predictive Marker of Dapsone-Induced Severe Cutaneous Adverse Reactions in Thai Patients.  |  Satapornpong, P., et al. 2021. Front Immunol. 12: 661135. PMID: 34017337
  12. Endometriosis Susceptibility to Dapsone-Hydroxylamine-Induced Alterations Can Be Prevented by Licorice Intake: In Vivo and In Vitro Study.  |  Sabbadin, C., et al. 2021. Int J Mol Sci. 22: PMID: 34445180
  13. Reduction of dapsone hydroxylamine to dapsone during methaemoglobin formation in human erythrocytes in vitro--II. Movement of dapsone across a semipermeable membrane into erythrocytes and plasma.  |  Coleman, MD. and Jacobus, DP. 1993. Biochem Pharmacol. 46: 1363-8. PMID: 8240384
  14. Comparison of the metabolism and toxicity of dapsone in rat, mouse and man.  |  Tingle, MD., et al. 1997. J Pharmacol Exp Ther. 283: 817-23. PMID: 9353403

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Dapsone Hydroxylamine, 5 mg

sc-211209D
5 mg
$285.00

Dapsone Hydroxylamine, 10 mg

sc-211209
10 mg
$377.00

Dapsone Hydroxylamine, 25 mg

sc-211209A
25 mg
$805.00

Dapsone Hydroxylamine, 50 mg

sc-211209B
50 mg
$1489.00

Dapsone Hydroxylamine, 100 mg

sc-211209C
100 mg
$2346.00