Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H23NO2 |
Molecular Weight | 249.3486 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)NC[C@@H](O)COC1=C(CC=C)C=CC=C1
InChI
InChIKey=PAZJSJFMUHDSTF-CQSZACIVSA-N
InChI=1S/C15H23NO2/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/t14-/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/4394971
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4394971
(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.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2111395 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4398743 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Effects of (plus or minus)-propranolol, (plus or minus)-,(plus)-, and (minus)-alprenolol on unanaesthetized dogs with ventricular arrhythmias resulting from coronary artery ligation. | 1970 Aug |
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Steric aspects of adrenergic drugs. XVI. Beta adrenergic receptors of guinea-pig atria and trachea. | 1971 Mar |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4394971
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4398743
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.
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4146VEC819
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203685
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23846-72-2
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SUBSTANCE RECORD