Date published: 2025-10-1

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Sulfaphenazole (CAS 526-08-9)

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Alternate Names:
4-Amino-N-(1-phenyl-1H-pyrazol-5-yl)benzenesulfonamide
Application:
Sulfaphenazole is a specific inhibitor of CYP2C9
CAS Number:
526-08-9
Purity:
≥98%
Molecular Weight:
314.36
Molecular Formula:
C15H14N4O2S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Sulfaphenazole is an inhibitor of cytochrome P450 enzymes, CYP2C9 and CYP2C19. It is a competitive inhibitor of these enzymes, meaning it competes with their substrates for binding to the active site. Sulfaphenazole is a sulfonamide derivative, containing a sulfonamide functional group that is known to interact with the heme iron of the cytochrome P450 enzymes.


Sulfaphenazole (CAS 526-08-9) References

  1. Involvement of CYP 2C9 in mediating the proinflammatory effects of linoleic acid in vascular endothelial cells.  |  Viswanathan, S., et al. 2003. J Am Coll Nutr. 22: 502-10. PMID: 14684755
  2. Sulfaphenazole treatment restores endothelium-dependent vasodilation in diabetic mice.  |  Elmi, S., et al. 2008. Vascul Pharmacol. 48: 1-8. PMID: 17974492
  3. Sulfaphenazole protects heart against ischemia-reperfusion injury and cardiac dysfunction by overexpression of iNOS, leading to enhancement of nitric oxide bioavailability and tissue oxygenation.  |  Khan, M., et al. 2009. Antioxid Redox Signal. 11: 725-38. PMID: 18855521
  4. Effect of sulfaphenazole on tissue plasminogen activator release in normotensive subjects and hypertensive patients.  |  Giannarelli, C., et al. 2009. Circulation. 119: 1625-33. PMID: 19289643
  5. A sulfaphenazole-sensitive EDHF opposes platelet-endothelium interactions in vitro and in the hamster microcirculation in vivo.  |  Krötz, F., et al. 2010. Cardiovasc Res. 85: 542-50. PMID: 19717402
  6. The sulfaphenazole-sensitive pathway acts as a compensatory mechanism for impaired nitric oxide availability in patients with primary hyperparathyroidism. Effect of surgical treatment.  |  Virdis, A., et al. 2010. J Clin Endocrinol Metab. 95: 920-7. PMID: 20022989
  7. Sulfaphenazole attenuates myocardial cell apoptosis accompanied with cardiac ischemia-reperfusion by suppressing the expression of BimEL and Noxa.  |  Ishihara, Y. and Shimamoto, N. 2012. J Pharmacol Sci. 119: 251-9. PMID: 22785021
  8. Effects of sulfaphenazole after collagenase-induced experimental intracerebral hemorrhage in rats.  |  Hama, S., et al. 2012. Biol Pharm Bull. 35: 1849-53. PMID: 23037177
  9. Sulfaphenazole and α-naphthoflavone attenuate the metabolism of the synthetic cannabinoids JWH-018 and AM2201 found in K2/spice.  |  Chimalakonda, KC., et al. 2013. Drug Metab Lett. 7: 34-8. PMID: 24329780
  10. Resveratrol alters human endothelial cells redox state and causes mitochondrial-dependent cell death.  |  Posadino, AM., et al. 2015. Food Chem Toxicol. 78: 10-6. PMID: 25656643
  11. The optimization and characterization of functionalized sulfonamides derived from sulfaphenazole against Mycobacterium tuberculosis with reduced CYP 2C9 inhibition.  |  Chen, H., et al. 2021. Bioorg Med Chem Lett. 40: 127924. PMID: 33705901
  12. Sulfaphenazole reduces thermal and pressure injury severity through rapid restoration of tissue perfusion.  |  Turner, CT., et al. 2022. Sci Rep. 12: 12622. PMID: 35871073
  13. Pharmacokinetics of sulfaphenazole in sheep.  |  Odegaard, SA. 1986. Acta Vet Scand. 27: 243-9. PMID: 3799400

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Sulfaphenazole, 1 g

sc-215926
1 g
$307.00