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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

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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D Magometschnigg et al.
International journal of clinical pharmacology and biopharmacy, 17(11), 429-432 (1979-11-01)
In this hemodynamic study a new beta-receptor blocker, Bufuralol-hydrochloride was compared with Pindolol under an Isoproterenol infusion with increasing doses in healthy male volunteers. We found the following results: 1. Before Isoproterenol peripheral resistance increased after acute i.v. application of
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
Jialin Mao et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(4), 706-716 (2012-01-10)
Cryopreserved human hepatocytes suspended in human plasma (HHSHP) have previously provided accurate CYP3A drug-drug interaction (DDI) predictions from a single IC(50) that captures both reversible and time-dependent inhibition. The goal of this study was to compare the accuracy of DDI
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
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
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