BREFONALOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C22H28N2O2
Molecular Weight	352.4699
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(CCC1=CC=CC=C1)NCC(O)C2=CC=C3NC(=O)CCC3=C2

InChI

InChIKey=YYUZPBGIBVJYSI-UHFFFAOYSA-N

InChI=1S/C22H28N2O2/c1-22(2,13-12-16-6-4-3-5-7-16)23-15-20(25)18-8-10-19-17(14-18)9-11-21(26)24-19/h3-8,10,14,20,23,25H,9,11-13,15H2,1-2H3,(H,24,26)

HIDE SMILES / InChI

Molecular Formula	C22H28N2O2
Molecular Weight	352.4699
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1696669 | https://adisinsight.springer.com/drugs/800000172

Brefonalol also known as BDF 8186, a beta-adrenergic blocking agent with vasodilating properties. This drug was being developed for the treatment of hypertension, arrhythmias and angina pectoris. However, these studies were discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Simultaneous determination of (R)- and (S)-brefanolol in human plasma: high-performance liquid chromatographic assay on a chiral stationary phase.	1994-03	8179478
Hemodynamic effects of brefanolol and propranolol assessed by noninvasive methods in patients with arterial hypertension.	1990-07	1696669

Sample Use Guides

In Vivo Use Guide

In a placebo-controlled, randomized, cross-over study, 16 patients (10 males, 6 females; 50.6 +/- 10.4 years; body weight of 74.5 +/- 8.9 kg; mean +/- SD) with arterial hypertension (WHO stages I and II) were administered single oral doses of placebo, 80 mg of propranolol, as well as 50 and 100 mg of brefanolol

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:28:01 GMT 2025` Edited by `admin` on `Mon Mar 31 18:28:01 GMT 2025`
Record UNII	DVO6SSG9S3
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BREFONALOL

Official Name

English

(±)-6-(2-((1,1-DIMETHYL-3-PHENYLPROPYL)AMINO)-1-HYDROXYETHYL)-3,4-DIHYDROCARBOSTYRIL

Preferred Name

English

brefonalol [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C72900