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Safety Information

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
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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

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Show Differences

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This Item
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(±)-Bufuralol hydrochloride

UC168

(±)-Bufuralol hydrochloride

Labetalol hydrochloride >98% (TLC), powder

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Labetalol hydrochloride

Benoxathian hydrochloride solid

B016

Benoxathian hydrochloride

Halofantrine hydrochloride ≥98% (HPLC), solid

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Halofantrine hydrochloride

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

solubility

H2O: soluble, methanol: soluble

solubility

H2O: soluble, ethanol: soluble

solubility

H2O: soluble (Aqueous solutions may be stored for several weeks at -20 °C.), ethanol: soluble, isopropanol: soluble

solubility

DMSO: >10 mg/mL

color

white to off-white

color

white

color

white

color

white to off-white

mp

143-146 °C

mp

-

mp

-

mp

-

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[1].

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

Regulatory Information

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000407022
    0000354757
    0000354758
    0000071250
    0000119955

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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
    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
    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
    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
    Duanpen Sandee et al.
    Pharmacogenetics and genomics, 20(11), 677-686 (2010-10-14)
    Cytochrome P450 (P450) oxidoreductase (POR) donates electrons to all microsomal cytochrome P450s, including drug-metabolizing and steroidogenic enzymes. Severe POR mutations cause skeletal malformations and disordered steroidogenesis. The POR polymorphism A503V is found on approximately 28% of human alleles and decreases
    View All Related Papers

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