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UC168

Sigma-Aldrich

(±)-Bufuralol hydrochloride

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H23NO2·HCl
CAS Number:
60398-91-6
Molecular Weight:
297.82
EC Number:
262-216-3
MDL number:
MFCD00272648
UNSPSC Code:
12161501
PubChem Substance ID:
24724644
NACRES:
NA.77

product name

(±)-Bufuralol hydrochloride,

form

solid

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’.

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Sami Haddad et al.
Journal of pharmaceutical sciences, 99(10), 4406-4426 (2010-03-24)
Drug-drug interactions (DDIs) are a great concern to the selection of new drug candidates. While in vitro screening assays for DDI are a routine procedure in preclinical research, their interpretation and relevance for the in vivo situation still represent a
Nina Nordman et al.
Journal of chromatography. A, 1218(5), 739-745 (2010-12-28)
Monolithically integrated, polymer (SU-8) microchips comprising an electrophoretic separation unit, a sheath flow interface, and an electrospray ionization (ESI) emitter were developed to improve the speed and throughput of metabolism research. Validation of the microchip method was performed using bufuralol
S S Shah et al.
Journal of veterinary pharmacology and therapeutics, 30(5), 422-428 (2007-09-07)
In this study we examined activities of cytochrome P450 (CYP)1A, 2C, 2D and 3A using hepatic microsomes from five male and five female cats. CYP1A, 2C, 2D and 3A activities were referred by ethoxyresorufin O-deethylation (EROD), tolbutamide hydroxylation (TBH), bufuralol
Evangelos P Daskalopoulos et al.
Molecular pharmacology, 82(4), 668-678 (2012-07-10)
Various hormonal and monoaminergic systems play determinant roles in the regulation of several cytochromes P450 (P450s) in the liver. Growth hormone (GH), prolactin, and insulin are involved in P450 regulation, and their release is under dopaminergic control. This study focused
Alois Bonifacio et al.
Biochemical and biophysical research communications, 343(3), 772-779 (2006-03-28)
Cytochrome P450 2D6 (CYP2D6) is one of the most important drug-metabolizing enzymes in humans. Resonance Raman data, reported for the first time for CYP2D6, show that the CYP2D6 heme is found to be in a six-coordinated low-spin state in the
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