ETAFENONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H27NO2
Molecular Weight	325.4446
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN(CC)CCOC1=CC=CC=C1C(=O)CCC2=CC=CC=C2

InChI

InChIKey=OEGDFSLNGABBKJ-UHFFFAOYSA-N

InChI=1S/C21H27NO2/c1-3-22(4-2)16-17-24-21-13-9-8-12-19(21)20(23)15-14-18-10-6-5-7-11-18/h5-13H,3-4,14-17H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C21H27NO2
Molecular Weight	325.4446
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23 | https://www.ncbi.nlm.nih.gov/pubmed/238542
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/6482088 | https://www.ncbi.nlm.nih.gov/pubmed/582134 | https://www.ncbi.nlm.nih.gov/pubmed/469443 | https://www.ncbi.nlm.nih.gov/pubmed/94412 | http://www.drugfuture.com/chemdata/etafenone.html | https://www.ncbi.nlm.nih.gov/pubmed/582134 | https://www.ncbi.nlm.nih.gov/pubmed/94412 | https://www.ncbi.nlm.nih.gov/pubmed/1037264 | https://www.ncbi.nlm.nih.gov/pubmed/1786372

Etafenone is an antiarrhythmic and coronary vasodilator drug. Etafenone exerts negative inotropic action on myocardium. It is able to block calcium channels. As a coronary vasodilator which produces a decrease in the heart rate and myocardial oxygen consumption, etafenone has been used in the therapy of ischemic heart disease.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Dopamine D1 receptor 101 Target ID: CHEMBL3071 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10888308	Binding Agent 1064	2.43 µM [Ki]
Dopamine D2 receptor 297 Target ID: CHEMBL3427 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10888308	Binding Agent 1064	3.92 µM [Ki]
Muscarinic acetylcholine receptor 160 Target ID: CHEMBL2097162 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10888308	Binding Agent 1064	0.184 µM [Ki]
vascular smooth muscle contraction 5 Target ID: GO:0014829 Sources: http://www.kegg.jp/entry/D01440 \| https://www.ncbi.nlm.nih.gov/pubmed/23 \| https://www.ncbi.nlm.nih.gov/pubmed/238542	Inhibitor 8297
Voltage-gated calcium channel 37 Target ID: CHEMBL2363032 Sources: http://www.drugfuture.com/chemdata/etafenone.html \| https://www.ncbi.nlm.nih.gov/pubmed/582134 \| https://www.ncbi.nlm.nih.gov/pubmed/94412 \| https://www.ncbi.nlm.nih.gov/pubmed/1037264 \| https://www.ncbi.nlm.nih.gov/pubmed/1786372	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Angina pectoris 106 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6482088	Primary		Approved 8429	DIALICOR Approved Use Unknown

PubMed

Title	Date	PubMed
[Clinical study of a new synthetic drug with coronary-dilatatory action (LG-11457)].	1960 Sep 1	13722451
[Pharmacological study of some properties of LG-11457. Action on ventricular extrasystoles, on spasm of smooth muscles and on the peripheral circulation].	1960 Sep 1	13721592
[Preliminary observations on the treatment of coronary insufficiency with 2'-(2-diethylaminoethoxy)-3-phenylpropiophenone hydrochloride (LG--11457)].	1960 Sep 1	13692742
[Pharmacological and toxicological studies on the effect characterization of etafenone].	1969 Oct	5395365
[Modification of the cardiostimulatory and coronary dilator effect of isopreenaline caused by etafenone].	1975 Jan	238542
Effect of etafenone on total and regional myocardial blood flow.	1975 Sep	23
Effects of etafenone and antiarrhythmic drugs on Na and Ca channels of guinea pig atrial muscle.	1979 Sep-Oct	94412
Effects of etafenone on myocardial energy metabolism as studied by an organ redoximeter and biochemical analyses.	1984 Jul	6482088
Propiverine-induced Parkinsonism: a case report and a pharmacokinetic/pharmacodynamic study in mice.	2000 May	10888308

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Parenteral

In Vitro Use Guide

After etafenone 1 uM, there was a significant prolongation of the time to the detectable or the maximum increase in NADH fluorescence in isolated perfused guinea pig heart

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:38:48 UTC 2023` Edited by `admin` on `Fri Dec 15 16:38:48 UTC 2023`
Record UNII	0I14K589E7
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ETAFENONE

Official Name

English

ETAFENONE [MI]

Common Name

English

etafenone [INN]

Common Name

English

Etafenone [WHO-DD]

Common Name

English

2'-(2-(DIETHYLAMINO)ETHOXY)-3-PHENYLPROPIOPHENONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C48149