BIMAKALIM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H14N2O2
Molecular Weight	278.3053
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)OC2=CC=C(C=C2C(=C1)N3C=CC=CC3=O)C#N

InChI

InChIKey=JTVSKASWNROQQF-UHFFFAOYSA-N

InChI=1S/C17H14N2O2/c1-17(2)10-14(19-8-4-3-5-16(19)20)13-9-12(11-18)6-7-15(13)21-17/h3-10H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C17H14N2O2
Molecular Weight	278.3053
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/15115902 | https://www.ncbi.nlm.nih.gov/pubmed/7626915 | https://adisinsight.springer.com/drugs/800000127

Bimakalim (also known as EMD 52692), a potassium channel opener, was studied for patients with bronchial asthma and with stable angina pectoris. Besides the drug was used against arrhythmias and hypertension. However, the development of bimakalim has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Dose-related shortening of ventricular tachycardia cycle length after administration of the KATP channel opener bimakalim in a 4-day-old chronic infarct anesthetized pig model.	2009-09	19587223
Protection of human myocardium in vitro by K(ATP) activation with low concentrations of bimakalim.	1999-07	10413083
Reversal of hypothermia-induced action potential lengthening by the KATP channel agonist bimakalim in isolated guinea pig ventricular muscle.	1998-07	9595290
Cardiovascular effects of the novel potassium channel opener bimakalim in conscious pigs after myocardial infarction: a comparative study with nicorandil.	1992-08	1387797
Characterization of a novel K+ channel activator, EMD 52962, in electrophysiological and pharmacological experiments.	1989	2780258

Sample Use Guides

In Vivo Use Guide

86 patients with angiographic signs of CAD were involved in two randomised, placebo-controlled, double-blind trials with single high (0.1, 0.3 or 0.6 mg) and low (0.025 or 0.05 mg) doses of oral bimakalim. Inhaled bimakalim and placebo were delivered by a Pariboy nebulizer. The doses tested in a cumulative manner were 10, 25, 40 and 100 micrograms (total cumulative dose 175 micrograms), each individual dose given at 60-min intervals

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:12:26 GMT 2025` Edited by `admin` on `Mon Mar 31 18:12:26 GMT 2025`
Record UNII	4MP5GR4H9L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BIMAKALIM

Official Name

English

bimakalim [INN]

Preferred Name

English

2,2-DIMETHYL-4-(2-OXO-1(2H)-PYRIDYL)-2H-1-BENZOPYRAN-6-CARBONITRILE

Systematic Name

English

Code System Code Type Description

INN

6727