6-Hydroxybenzbromarone

Modify Date: 2024-01-14 22:53:52

6-Hydroxybenzbromarone Structure
6-Hydroxybenzbromarone structure
Common Name 6-Hydroxybenzbromarone
CAS Number 152831-00-0 Molecular Weight 440.08300
Density N/A Boiling Point N/A
Molecular Formula C17H12Br2O4 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 6-Hydroxybenzbromarone


6-Hydroxybenzbromarone is the major metabolite of Benzbromarone with a longer half-life and greater pharmacological potency than the parent compound. 6-Hydroxybenzbromarone is a protein Eyes Absent 3 (EYA3) inhibitor with an IC50 value of 21.5 μM. 6-Hydroxybenzbromarone is an angiogenic agent, has strong inhibitory effects on cell migration, tubulogenesis, and angiogenic sprouting[1].

 Names

Name 6-Hydroxybenzbromarone
Synonym More Synonyms

 6-Hydroxybenzbromarone Biological Activity

Description 6-Hydroxybenzbromarone is the major metabolite of Benzbromarone with a longer half-life and greater pharmacological potency than the parent compound. 6-Hydroxybenzbromarone is a protein Eyes Absent 3 (EYA3) inhibitor with an IC50 value of 21.5 μM. 6-Hydroxybenzbromarone is an angiogenic agent, has strong inhibitory effects on cell migration, tubulogenesis, and angiogenic sprouting[1].
Related Catalog
Target

IC50: 21.5 μM (EYA3); metabolite[1]

In Vitro 6-Hydroxybenzbromarone (7.5 μM; 72 hours) shows over 50% reduction in cell proliferation. Meanwhile, treatment with BBR and BZ also reduces cell viability, but none of the other compounds tested has a negative impact on cell viability or proliferation[1]. 6-Hydroxybenzbromarone (7.5 μM; 1-20 hours) has inhibitory affects EC migration tubulogenesis of HUVECs. However, the effect of 6OH-BBR on tube formation is attenuated in the presence of high concentrations of fetal bovine serum (FBS), likely reflecting non-specific protein binding[1]. Cell Proliferation Assay[1] Cell Line: HUVEC cells Concentration: 7.5 μM Incubation Time: 72 hours  Result: Inhibited HUVEC cells proliferation.
References

[1]. Pandey RN, et al. Structure-activity relationships of benzbromarone metabolites and derivatives as EYA inhibitory anti-angiogenic agents.PLoS One. 2013 Dec 18;8(12):e84582.

 Chemical & Physical Properties

Molecular Formula C17H12Br2O4
Molecular Weight 440.08300
Exact Mass 437.91000
PSA 70.67000
LogP 5.16240

 Synonyms

6-hydroxy-benzbromarone
(3,5-dibromo-4-hydroxyphenyl)(2-ethyl-6-hydroxy-benzofuran-3-yl)methanone
2-ethyl-3-(3,5-dibromo-4-hydroxybenzoyl)-6-hydroxybenzofuran
6-hydroxybenzbromarone
6-OH benzbromarone
2-ethyl-6-hydroxy-3-(3',5'-dibromo-4'-hydroxy-benzoyl)-benzofuran