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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=NC2=C(C=CC=C2)C(=C1)C(O)CCC3CCNCC3

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

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.

Approval Year

PubMed

PubMed

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

Sample Use Guides

rats: 2.0 and 4.0 mg/kg, whereas 8.0 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:12:52 GMT 2023
Edited
by admin
on Sat Dec 16 20:12:52 GMT 2023
Record UNII
JAH39J59YH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Quinacainol hydrochloride
Common Name English
4-Quinolinemethanol, 2-(1,1-dimethylethyl)-α-[2-(4-piperidinyl)ethyl]-, hydrochloride (1:2)
Systematic Name English
4-Quinolinemethanol, 2-(1,1-dimethylethyl)-α-[2-(4-piperidinyl)ethyl]-, dihydrochloride, (±)-
Common Name English
4-Quinolinemethanol, 2-(1,1-dimethylethyl)-α-[2-(4-piperidinyl)ethyl]-, dihydrochloride
Common Name English
Code System Code Type Description
CAS
83255-74-7
Created by admin on Sat Dec 16 20:12:52 GMT 2023 , Edited by admin on Sat Dec 16 20:12:52 GMT 2023
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EPA CompTox
DTXSID601003223
Created by admin on Sat Dec 16 20:12:52 GMT 2023 , Edited by admin on Sat Dec 16 20:12:52 GMT 2023
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PUBCHEM
3068237
Created by admin on Sat Dec 16 20:12:52 GMT 2023 , Edited by admin on Sat Dec 16 20:12:52 GMT 2023
PRIMARY
FDA UNII
JAH39J59YH
Created by admin on Sat Dec 16 20:12:52 GMT 2023 , Edited by admin on Sat Dec 16 20:12:52 GMT 2023
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