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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H23NO2.ClH
Molecular Weight 285.81
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALPRENOLOL HYDROCHLORIDE, (R)-

SMILES

Cl.CC(C)NC[C@@H](O)COC1=C(CC=C)C=CC=C1

InChI

InChIKey=RRCPAXJDDNWJBI-PFEQFJNWSA-N
InChI=1S/C15H23NO2.ClH/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3;/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3;1H/t14-;/m1./s1

HIDE SMILES / InChI

Molecular Formula C15H23NO2
Molecular Weight 249.3486
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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

(R)-Alprenolol is a less active stereoisomer of antihypertensive beta-blocker alprenolol. Its activity against beta-adrenoreceptor is 100 times lower than the activity of (S)-alprenolol. In a model of ventricular arrhythmias produced by ligation of the left coronary artery, (R)-alprenolol was effective at 15.5 mg/kg, whereas (S)-alprenolol abolished the ventricular arrhythmia by cumulative dose of 7.5 mg/kg.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In a mode of ventricular arrhythmia (R)-Alprenolol was administered to dogs intravenously at 0.5 - 8.0 mg/kg.
Route of Administration: Intravenous
In Vitro Use Guide
Guinea-pig spontaneously beating right atria and tracheal strips were suspended in water-jacketed 10ml tissue baths containing a physiological salt solution. Atria were allowed to equilibrate for 1 hr before any drugs were added. Responses from both tissues were recorded on a Grass polygraph and atrial rates were monitored via 7P4A tachographs. Carbachol (3 × 10 -7 M) was used to induce tone in tracheal strips and added to the bath 15 min prior to determining the relaxing effects of the drug. Selected concentrations of the antagonists were allowed to interact with each tissue for 3, 10, 25, 45, 65, or 120 min before addition of the agonist. All concentrations of antagonists were added in a volume of 0.1 ml.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:46:52 GMT 2023
Edited
by admin
on Sat Dec 16 09:46:52 GMT 2023
Record UNII
674C705RYU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALPRENOLOL HYDROCHLORIDE, (R)-
Common Name English
(+)-ALPRENOLOL HYDROCHLORIDE
Common Name English
(+)-H56/28
Code English
2-PROPANOL, 1-((1-METHYLETHYL)AMINO)-3-(2-(2-PROPENYL)PHENOXY)-, HYDROCHLORIDE, (R)-
Systematic Name English
D-ALPRENOLOL HYDROCHLORIDE
Common Name English
(+)-1-(O-ALLYLPHENOXY)-3-ISOPROPYLAMINO-2-PROPANOL HYDROCHLORIDE
Common Name English
Code System Code Type Description
FDA UNII
674C705RYU
Created by admin on Sat Dec 16 09:46:52 GMT 2023 , Edited by admin on Sat Dec 16 09:46:52 GMT 2023
PRIMARY
PUBCHEM
203684
Created by admin on Sat Dec 16 09:46:52 GMT 2023 , Edited by admin on Sat Dec 16 09:46:52 GMT 2023
PRIMARY
CAS
15020-61-8
Created by admin on Sat Dec 16 09:46:52 GMT 2023 , Edited by admin on Sat Dec 16 09:46:52 GMT 2023
PRIMARY
Related Record Type Details
RACEMATE -> ENANTIOMER