UC168
(±)-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:
Molecular Weight:
297.82
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12161501
EC Number:
262-216-3
MDL number:
Form:
solid
Quality level:
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
Related Categories
Application
CYP2D6 substrate
Biochem/physiol Actions
β-Blocker. Varying β-adrenoceptor agonist/antagonist activity.
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.
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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%.
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
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)
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