EMAKALIM

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H16N2O3
Molecular Weight	296.3205
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)OC2=C(C=C(C=C2)C#N)[C@H]([C@@H]1O)N3C=CC=CC3=O

InChI

InChIKey=MMSFHQSHXRMPLJ-CVEARBPZSA-N

InChI=1S/C17H16N2O3/c1-17(2)16(21)15(19-8-4-3-5-14(19)20)12-9-11(10-18)6-7-13(12)22-17/h3-9,15-16,21H,1-2H3/t15-,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C17H16N2O3
Molecular Weight	296.3205
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description

Emakalim (EMD 56431) is ATP-sensitive potassium channel opener. It exerts vasorelaxant and cardioprotective effects. Emakalim was being developed for the treatment of hypertension and ischaemic heart disorders.

Originator

Approval Year

PubMed

Title	Date	PubMed
Effect of the potassium channel opener EMD 56431 on globally ischemic rat hearts.	1992	1465473
Relaxation of human coronary artery and arteria mammaria by K(+)-channel openers.	1992	1282170

Sample Use Guides

In Vitro Use Guide

The effect of the ATP-sensitive potassium channel opener emakalim (EMD 56431) on coronary vasodilation and cardioprotection in isolated rat hearts was investigated. EMD 56431 caused a significant increase in pre-ischemic coronary flow. Time to contracture and reperfusion function were significantly increased at 3, 10 and 30 microM concentrations. LDH release was significantly reduced at 10 and 30 microM concentrations. 1 microM glyburide completely abolished the protective effects found with 10 microM EMD 56431. When given during reperfusion only, 10 microM EMD 56431 showed no cardioprotection.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:02:30 GMT 2023` Edited by `admin` on `Fri Dec 15 16:02:30 GMT 2023`
Record UNII	F1ZL87F3PM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EMAKALIM

Official Name

English

(-)-(3S,4R)-3-HYDROXY-2,2-DIMETHYL-4-(2-OXO-1(2H)-PYRIDYL)-6-CHROMANCARBONITRILE

Systematic Name

English

emakalim [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C270