QUINACAINOL

Details

Stereochemistry	RACEMIC
Molecular Formula	C21H30N2O
Molecular Weight	326.4757
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=OPNPUTUBENWDBA-UHFFFAOYSA-N

InChI=1S/C21H30N2O/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

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15730436 | https://www.ncbi.nlm.nih.gov/pubmed/1397036 | https://www.ncbi.nlm.nih.gov/pubmed/2191468

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

Title	Date	PubMed
1-[4-(2-ter-butyl-quinolyl)]-3-(4-piperidyl)propanol (PK 10139): a new potent and long-acting antiarrhythmic agent.	1983 Apr	6834268
Quinacainol, a new antiarrhythmic with class I antiarrhythmic actions in the rat.	1992 Aug 14	1397036

Patents

Sample Use Guides

In Vivo Use Guide

rats: 2.0 and 4.0 mg/kg, whereas 8.0 mg/kg

Route of Administration: Oral

Name

Type

Language

QUINACAINOL

Official Name

English

quinacainol [INN]

Common Name

English

(±)-2-TERT-BUTYL-.ALPHA.-(2-(4-PIPERIDYL)ETHYL)-4-QUINOLINEMETHANOL

Systematic Name

English

4-QUINOLINEMETHANOL, 2-(1,1-DIMETHYLETHYL)-.ALPHA.-(2-(4-PIPERIDINYL)ETHYL)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47793