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Details

Stereochemistry RACEMIC
Molecular Formula C21H30N2O.2ClH
Molecular Weight 399.398
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Quinacainol hydrochloride

SMILES

Cl.Cl.CC(C)(C)C1=CC(C(O)CCC2CCNCC2)=C3C=CC=CC3=N1

InChI

InChIKey=JBFXAZXAVFRMKF-UHFFFAOYSA-N
InChI=1S/C21H30N2O.2ClH/c1-21(2,3)20-14-17(16-6-4-5-7-18(16)23-20)19(24)9-8-15-10-12-22-13-11-15;;/h4-7,14-15,19,22,24H,8-13H2,1-3H3;2*1H

HIDE SMILES / InChI

Molecular Formula C21H30N2O
Molecular Weight 326.4757
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 2 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Quinacainol (also known as PK 10139 or RP 54272) is a quinolinemethanol derivative patented by Pharmindustrie as an antiarrhythmic agent. Quinacainol acts as a sodium channel antagonist and demonstrated both class Ia and Ic antiarrhythmic properties. Quinacainol blocked sodium currents in a concentration-dependent manner and with a potency similar to that of quinidine. Quinacainol produces a slowing of action potential conduction, consistent with a block of sodium channels, and a slight prolongation of action potential duration, consistent with a block of potassium currents.

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
rats: 2.0 and 4.0 mg/kg, whereas 8.0 mg/kg
Route of Administration: Oral
Substance Class Chemical
Record UNII
JAH39J59YH
Record Status Validated (UNII)
Record Version