Skip to Content
Merck
All Photos(1)

Documents

UC168

Sigma-Aldrich

(±)-Bufuralol hydrochloride

≥98% (HPLC), solid, β-Adrenoceptor agonist/antagonist

Synonym(s):

α-[(tert-Butylamino)methyl]-7-ethyl-2-benzofuranmethanol hydrochloride

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H23NO2·HCl
CAS Number:
Molecular Weight:
297.82
EC Number:
MDL number:
UNSPSC Code:
12161501
PubChem Substance ID:
NACRES:
NA.77

product name

(±)-Bufuralol hydrochloride,

form

solid

Quality Level

color

white to off-white

mp

143-146 °C

solubility

H2O: soluble
methanol: soluble

storage temp.

2-8°C

SMILES string

Cl.CCc1cccc2cc(oc12)C(O)CNC(C)(C)C

InChI

1S/C16H23NO2.ClH/c1-5-11-7-6-8-12-9-14(19-15(11)12)13(18)10-17-16(2,3)4;/h6-9,13,17-18H,5,10H2,1-4H3;1H

InChI key

KJBONRGCLLBWCJ-UHFFFAOYSA-N

Application

CYP2D6 substrate

Biochem/physiol Actions

Bufuralol hydrochloride is known to be a non-specific β-receptor inhibitor that has an affinity for β 1 and β 2 receptors. Furthermore, studies have reported that bufuralol hydrochloride can decrease isoproterenol peripheral resistance.
β-Blocker. Varying β-adrenoceptor agonist/antagonist activity.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

(±)-Bufuralol hydrochloride is soluble in water and methanol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Xiaocui Ma et al.
Stem cells translational medicine, 2(6), 409-419 (2013-05-18)
Human induced pluripotent stem cells (hiPSCs) hold great potential for use in regenerative medicine, novel drug development, and disease progression/developmental studies. Here, we report highly efficient differentiation of hiPSCs toward a relatively homogeneous population of functional hepatocytes. hiPSC-derived hepatocytes (hiHs)
Eric V Johnston et al.
The Journal of organic chemistry, 75(13), 4596-4599 (2010-06-08)
An enantioselective synthesis of (R)-bufuralol via a ruthenium- and enzyme-catalyzed dynamic kinetic resolution (DKR) has been achieved. The synthesis starts from readily available 2-ethylphenol and provides (R)-bufuralol in high ee and a good overall yield of 31%.
Yasuhiro Uno et al.
Drug metabolism and disposition: the biological fate of chemicals, 38(9), 1486-1492 (2010-05-27)
The cynomolgus monkey is used in drug metabolism studies, because of its evolutionary closeness to human, including cytochrome P450. Cynomolgus monkey CYP2D17, highly homologous to human CYP2D6, has been identified and characterized. Here, we report characterization of another CYP2D, CYP2D44
Shizuo Narimatsu et al.
Biochemical pharmacology, 77(5), 920-931 (2008-12-09)
The capacity to oxidize bufuralol (BF) and dextromethorphan (DEX) was compared kinetically between human CYP2D6 and four rat CYP2D (CYP2D1, -2D2, -2D3 and -2D4) isoenzymes in a yeast cell expression system. In BF 1''-hydroxylation and DEX O-demethylation, only CYP2D4 showed
Kazuhide Iwasaki et al.
Drug metabolism and pharmacokinetics, 25(4), 388-391 (2010-09-04)
Drug metabolizing activities of cytochromes P450 (P450s, or CYPs) 3A4 and 3A5 in liver microsomes from the cynomolgus monkey [Macaca fascicularis (mf)] were investigated and compared with those of human P450 3A enzymes. Low activities for dealkylation of ethoxyresorufin and

Articles

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

Discover Bioactive Small Molecules for ADME/Tox

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service