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Bufuralol hydrochloride (CAS 60398-91-6)

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Alternate Names:
Bufuralol hydrochloride is also known as Angium, α-[[(1,1-Dimethylethyl)-amino]methyl]-7-ethyl-2-benzofuranmethanol, and Ro-3-4787.
Application:
Bufuralol hydrochloride is a β-Adrenergic blocker with antianginal and antihypertensive properties.
CAS Number:
60398-91-6
Purity:
≥95%
Molecular Weight:
297.82
Molecular Formula:
C16H23NO2•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Bufuralol hydrochloride, a benzofuran derivative, exhibits its biological activities primarily through beta-adrenergic blockade coupled with peripheral vasodilation mechanisms, implicating a multifaceted role in modulating cardiovascular dynamics. This compound′s interaction with the beta-adrenergic system demonstrates its capability to influence heart rate and vascular tone, which are pivotal in the study of cardiovascular function and its regulatory mechanisms. Furthermore, the metabolic processing of Bufuralol hydrochloride highlights its diastereomer selective metabolism, involving the cytochrome P450 enzymes CYP2D6 and CYP2C19, in the formation of 1-OH-Bufuralol. This selective metabolic pathway provides an insightful model for understanding the intricacies of cytochrome P450 enzyme-mediated metabolism and its implications in the stereoselective formation of metabolites, making Bufuralol hydrochloride a valuable compound for research in enzymology and pharmacokinetics within the realm of biochemical and cardiovascular studies.


Bufuralol hydrochloride (CAS 60398-91-6) References

  1. Substrate specificity for rat cytochrome P450 (CYP) isoforms: screening with cDNA-expressed systems of the rat.  |  Kobayashi, K., et al. 2002. Biochem Pharmacol. 63: 889-96. PMID: 11911841
  2. Stereoselective metabolism of bufuralol racemate and enantiomers in human liver microsomes.  |  Narimatsu, S., et al. 2002. J Pharmacol Exp Ther. 303: 172-8. PMID: 12235248
  3. Effect of silybin and its congeners on human liver microsomal cytochrome P450 activities.  |  Zuber, R., et al. 2002. Phytother Res. 16: 632-8. PMID: 12410543
  4. Phe120 contributes to the regiospecificity of cytochrome P450 2D6: mutation leads to the formation of a novel dextromethorphan metabolite.  |  Flanagan, JU., et al. 2004. Biochem J. 380: 353-60. PMID: 14992686
  5. Effect of gamma-oryzanol on cytochrome P450 activities in human liver microsomes.  |  Umehara, K., et al. 2004. Biol Pharm Bull. 27: 1151-3. PMID: 15256760
  6. In vivo approach for the evaluation of mechanism-based inhibition of cytochrome P450 3A in rats.  |  Sekiguchi, N., et al. 2008. Xenobiotica. 38: 368-81. PMID: 18340562
  7. Quantitative prediction of mechanism-based inhibition caused by mibefradil in rats.  |  Sekiguchi, N., et al. 2011. Drug Metab Dispos. 39: 1255-62. PMID: 21474682
  8. Effects of silver nanoparticles on rat hepatic cytochrome P450 enzyme activity.  |  Kulthong, K., et al. 2012. Xenobiotica. 42: 854-62. PMID: 22458323
  9. Marmoset cytochrome P450 2D8 in livers and small intestines metabolizes typical human P450 2D6 substrates, metoprolol, bufuralol and dextromethorphan.  |  Uehara, S., et al. 2015. Xenobiotica. 45: 766-72. PMID: 25801057
  10. Effect of inter-individual variability in human liver cytochrome P450 isozymes on cyclophosphamide-induced micronucleus formation.  |  Kishino, Y., et al. 2019. Mutat Res Genet Toxicol Environ Mutagen. 838: 37-45. PMID: 30678826
  11. A corneal-PAMPA-based in silico model for predicting corneal permeability.  |  Vincze, A., et al. 2021. J Pharm Biomed Anal. 203: 114218. PMID: 34166924
  12. Inhibition of cytochrome P-450-dependent oxidation reactions by MAO inhibitors in rat liver microsomes.  |  Dupont, H., et al. 1987. Biochem Pharmacol. 36: 1651-7. PMID: 3496099
  13. Optimisation of the HepaRG cell line model for drug toxicity studies using two different cultivation conditions: advantages and limitations.  |  Hammour, MM., et al. 2022. Arch Toxicol. 96: 2511-2521. PMID: 35748891
  14. In vitro assessment of the inhibitory effect of goreisan extract and its ingredients on the P-glycoprotein drug transporter and cytochrome P-450 metabolic enzymes.  |  Takiyama, M., et al. 2022. Xenobiotica. 52: 511-519. PMID: 35855663
  15. Acute hemodynamic effects of bufuralol: a beta-adrenoceptor blocking drug with vasodilatory effects.  |  Pfisterer, M., et al. 1984. J Cardiovasc Pharmacol. 6: 417-22. PMID: 6202966
  16. Sensitivity of acute myeloid leukaemia cells to colony stimulating activity: relation to response to chemotherapy.  |  Francis, GE., et al. 1981. Br J Haematol. 49: 259-67. PMID: 6975115

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Bufuralol hydrochloride, 1 mg

sc-207384A
1 mg
$176.00

Bufuralol hydrochloride, 2.5 mg

sc-207384B
2.5 mg
$306.00

Bufuralol hydrochloride, 10 mg

sc-207384
10 mg
$849.00

Bufuralol hydrochloride, 25 mg

sc-207384C
25 mg
$1799.00

Bufuralol hydrochloride, 100 mg

sc-207384D
100 mg
$3689.00

Can you tell me if it can be dissolved in DMSO or an aqueous buffer? Thereafter, is the solution most stable at 4, -20, or -80 deg C?

Asked by: Norma
Thank you for your question. Soluble in methanol, and water. We recommend storing this biochemical at -20˚C for long term storage.
Answered by: Tech Service
Date published: 2020-02-21

How would I go about finding a production date for a specific lot #? Found an old vial in my lab (lot #J2215) and wondering exactly how old it is and if I need to order more.

Asked by: ChristianR
All of our products are warrantied for one year from the date purchased. If a CoA with an expiration date is needed, please inquire with Technical Service and one will be provided to you. Please note that all CoAs are lot-specific.
Answered by: Technical Support
Date published: 2019-03-15

Any other recommended solvents?

Asked by: chemicalsmg
Thank you for your question. Bufuralol hydrochloride: sc-207384 is slightly soluble in DMSO or chloroform.
Answered by: Chemical Support 3
Date published: 2017-02-24
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Rated 5 out of 5 by from UnoUno, et al. (PubMed ID 25682269) used bufuralol as a substrate to study the metabolizing capabilities of the CYP2D44 protein variants expressed in E. coli. -SCBT Publication Review
Date published: 2015-06-14
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Bufuralol hydrochloride is rated 5.0 out of 5 by 1.
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