60398-91-6

Basic information

• Product Name: (±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride
• Synonyms: (1)-alpha-(((tert-Butyl)amino)methyl)-7-ethyl-2-benzofuranmethanolhydr ochloride;α-[(tert-Butylamino)methyl]-7-ethyl-2-benzofuranmethanol hydrochloride;Einecs 262-216-3;KJBONRGCLLBWCJ-UHFFFAOYSA-O
• CAS NO: 60398-91-6
• Molecular Formula: C₁₆H₂₃NO₂*ClH
• Molecular Weight: 297.82026
• EINECS: 262-216-3
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 60398-91-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 143-146 °C
• Appearance: white to off-white/
• Storage Temp.: 2-8°C
• Solubility: H2O: soluble
• CAS DataBase Reference: (±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride(60398-91-6)
• EPA Substance Registry System: (±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride(60398-91-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 60398-91-6(Hazardous Substances Data)

Usage

Description

(±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride, also known as Bufuralol hydrochloride (Ro 3-4787 hydrochloride), is a potent non-selective, orally active β-adrenoreceptor antagonist with partial agonist activity. It is a CYP2D6 probe substrate, which makes it useful in the study and evaluation of the CYP2D6 enzyme.
Used in Pharmaceutical Industry:
(±)-alpha-[[(tert-butyl)amino]methyl]-7-ethyl-2-benzofuranmethanol hydrochloride is used as a CYP2D6 substrate for the study and evaluation of the CYP2D6 enzyme. This application is crucial in understanding the enzyme's role in drug metabolism and its potential impact on the efficacy and safety of various medications.

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.

in vitro

Bufuralol is widely used in the characterization of CYP2D6 activity, and possesses aromatic rings and a basic nitrogen that are characteristic of CYP2D6 substrates.

in vivo

Bufuralol metabolism mediated by NADPH exhibits biphasic kinetics and is less efficient than that observed in the presence of cumene hydroperoxide (CuOOH) in and monkey intestines, in agreement with the observations in the livers.

references

[1] fothergill ga, francis rj, hamilton tc, osbond jm, parkes mw. bufuralol, a new beta-adrenoceptor blocking agent. experientia. 1975 nov 15;31(11):1322-3.[2] pringle, t. h.,francis, r.j.,east, p.b., et al. pharmacodynamic and pharmacokinetic studies on bufuralol in man. br.j.clin.pharmac. 22, 527-534 (1986).

Upstream product

• 137206-70-3 2-acetoxymethyl-5-bromo-7-(1-bromoethyl)benzofuran 
• 137206-74-7 2,2-diethoxyethyl (4-bromo-6-ethyl-2-formyl)phenyl ether 
• 137206-71-4 2-acetoxymethyl-5-bromo-7-ethylbenzofuran 
• 137206-69-0 5-bromo-7-ethyl-2-acetoxymethyl-2,3-dihydrobenzofuran 
• 137206-73-6 5-bromo-7-ethyl-2-formylbenzofuran 
• 137206-67-8 3-(4-bromo-3-ethyl-2-hydroxyphenyl)-1,2-epoxypropane 
• 137206-68-9 5-bromo-7-ethyl-2-hydroxymethyl-2,3-dihydrobenzofuran 
• 137206-72-5 5-bromo-7-ethyl-2-hydroxymethylbenzofuran 
• 137206-65-6 4-bromo-2-ethylphenyl allyl ether 
• 137206-66-7 2-allyl-4-bromo-6-ethylphenol 
• 18980-21-7 4-bromo-2-ethylphenol 
• 57704-12-8 5-bromo-3-ethylsalicylaldehyde 
• 85536-86-3 5-bromo-2-(2-tert-butylamino-1-hydroxyethyl)-7-ethylbenzofuran 
• 69543-78-8 5-bromo-7-ethyl-2-(1,2-epoxyethyl)benzofuran 

Relevant articles and documents

Benzofurans. Improved synthesis of bufuralol, 7-ethyl-2-(2-tert-butylamino-1-hydroxyethyl)benzofuran, and 1''-oxobufuralol, 7-acetyl-2-(2-tert-butylamino-1-hydroxyethyl)benzofuran

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