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6,7-Dihydroxy-4-methylcoumarin (CAS 529-84-0)

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Alternate Names:
4-Methylesculetin
Application:
6,7-Dihydroxy-4-methylcoumarin is a product suitable as a pH-indicator
CAS Number:
529-84-0
Purity:
≥97%
Molecular Weight:
192.17
Molecular Formula:
C10H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6,7-dihydroxy-4-methylcoumarin is a compound belonging to the hydroxycoumarin family, specifically a derivative of 4-methylcoumarin with hydroxy groups present at positions 3 and 4. It functions as a potent inhibitor of hyaluronan synthesis. Additionally, it has demonstrated utility as a fluorescent sensor for tracking the consumption of a boronic acid during Suzuki coupling reactions. The fluorescence emitted by this compound can be easily observed using a standard 365 nm UV lamp. 6,7-Dihydroxy-4-methylcoumarin is suitable as a pH-indicator.


6,7-Dihydroxy-4-methylcoumarin (CAS 529-84-0) References

  1. Effect of coumarins on HL-60 cell differentiation.  |  Kawaii, S., et al. 2000. Anticancer Res. 20: 2505-12. PMID: 10953319
  2. Mechanism of biochemical action of substituted 4-methylbenzopyran-2-ones. Part 6: hydrolysis of 7,8-diacetoxy-4-methylcoumarin by a novel deacetylase in rat liver microsomes--a simple method for assay and characterisation.  |  Raj, HR., et al. 2000. Bioorg Med Chem. 8: 233-7. PMID: 10968282
  3. Structural requirements of hydroxylated coumarins for in vitro anti-Helicobacter pylori activity.  |  Kawase, M., et al. 2003. In Vivo. 17: 509-12. PMID: 14598616
  4. DPPH Radical Scavenging Activity of Several Naturally Occurring Coumarins and Their Synthesized Analogs Measured by the SIA Method.  |  Rehakova, Z., et al. 2008. Toxicol Mech Methods. 18: 413-8. PMID: 20020865
  5. In vitro interactions of coumarins with iron.  |  Mladenka, P., et al. 2010. Biochimie. 92: 1108-14. PMID: 20381579
  6. Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect.  |  Kancheva, VD., et al. 2010. Biochimie. 92: 1089-100. PMID: 20600568
  7. 6,7-Dihydroxy-4-phenylcoumarin as inhibitor of aldose reductase 2.  |  Kato, A., et al. 2010. Bioorg Med Chem Lett. 20: 5630-3. PMID: 20805028
  8. Short- and long-term regulation of 3-hydroxy 3-methylglutaryl coenzyme A reductase by a 4-methylcoumarin.  |  Trapani, L., et al. 2011. Biochimie. 93: 1165-71. PMID: 21530605
  9. Evaluation of the antioxidant activity of several naturally occurring coumarins and their synthesized analogues by 'ferric reducing antioxidant power' assay.  |  Rehakova, Z., et al. 2014. J Enzyme Inhib Med Chem. 29: 49-54. PMID: 23356333
  10. UDP-Glucuronosyltransferases 1A6 and 1A9 are the Major Isozymes Responsible for the 7-O-Glucuronidation of Esculetin and 4-Methylesculetin in Human Liver Microsomes.  |  Zhu, L., et al. 2015. Drug Metab Dispos. 43: 977-83. PMID: 25854527
  11. Phytotoxicity of umbelliferone and its analogs: Structure-activity relationships and action mechanisms.  |  Pan, L., et al. 2015. Plant Physiol Biochem. 97: 272-7. PMID: 26509496
  12. Mannich bases of hydroxycoumarins: synthesis, DFT/QTAIM computational study and assessment of biological activity.  |  Durand-Niconoff, JS., et al. 2021. RSC Adv. 11: 31260-31271. PMID: 35496885
  13. Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential.  |  Hoult, JR. and Payá, M. 1996. Gen Pharmacol. 27: 713-22. PMID: 8853310

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6,7-Dihydroxy-4-methylcoumarin, 25 g

sc-291439
25 g
$175.00