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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H27NO3
Molecular Weight 341.444
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPAFENONE, (R)-

SMILES

CCCNC[C@@H](O)COC1=C(C=CC=C1)C(=O)CCC2=CC=CC=C2

InChI

InChIKey=JWHAUXFOSRPERK-GOSISDBHSA-N
InChI=1S/C21H27NO3/c1-2-14-22-15-18(23)16-25-21-11-7-6-10-19(21)20(24)13-12-17-8-4-3-5-9-17/h3-11,18,22-23H,2,12-16H2,1H3/t18-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H27NO3
Molecular Weight 341.444
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Propafenone, (R)- is an enantiomer Propafenone with anti-arrhythmic activity, and without beta-adrenoceptor antagonist activity. In humans (R)-Propafenone administration resulted in no significant changes in systolic blood pressure, PR interval, QRS duration, and QT and QTc values. The difference between the effects of (R)- and (S)-propafenone on systolic blood pressure and rate pressure product was significant. (R)- and (S)-propafenone exert different beta-blocking actions but equal effects on the sodium channel-dependent antiarrhythmic class 1 activity. Antiarrhythmic class 1 therapy with reduction of beta-blocking side effects may be attained with optically pure (R)-propafenone hydrochloride instead of the currently used racemic mixture.

Originator

Sources: Liebigs Annalen der Chemie (1987), (6), 561-3.

Approval Year

PubMed

PubMed

TitleDatePubMed
Different stereoselective effects of (R)- and (S)-propafenone: clinical pharmacologic, electrophysiologic, and radioligand binding studies.
1990 Jun
Patents

Patents

Sample Use Guides

150 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:21:54 UTC 2023
Edited
by admin
on Sat Dec 16 09:21:54 UTC 2023
Record UNII
X44T90MGR0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPAFENONE, (R)-
Common Name English
(+)-PROPAFENONE
Common Name English
(R)-PROPAFENONE
Common Name English
1-PROPANONE, 1-(2-((2R)-2-HYDROXY-3-(PROPYLAMINO)PROPOXY)PHENYL)-3-PHENYL-
Systematic Name English
(+)-(R)-PROPAFENONE
Common Name English
Code System Code Type Description
FDA UNII
X44T90MGR0
Created by admin on Sat Dec 16 09:21:54 UTC 2023 , Edited by admin on Sat Dec 16 09:21:54 UTC 2023
PRIMARY
PUBCHEM
184819
Created by admin on Sat Dec 16 09:21:54 UTC 2023 , Edited by admin on Sat Dec 16 09:21:54 UTC 2023
PRIMARY
CAS
107381-31-7
Created by admin on Sat Dec 16 09:21:54 UTC 2023 , Edited by admin on Sat Dec 16 09:21:54 UTC 2023
PRIMARY