Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H21NO2 |
Molecular Weight | 259.3434 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C)NC[C@@H](O)COC1=C2C=CC=CC2=CC=C1
InChI
InChIKey=AQHHHDLHHXJYJD-CQSZACIVSA-N
InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3/t14-/m1/s1
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/19108278
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19108278
(R)-(+)-Propranolol (also known as DEXPROPRANOLOL) is the less active enantiomer of propranolol and is an antagonist of the beta-adrenergic receptor. It is known, that propranolol had been used for myocardial infarction; arrhythmia, anxiety and some other disease, but adverse effects instigated the replacement by newer drugs.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19108278 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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The biological properties of the optical isomers of propranolol and their effects on cardiac arrhythmias. | 1968 Sep |
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Modulation by drugs of human hepatic sodium-dependent bile acid transporter (sodium taurocholate cotransporting polypeptide) activity. | 1999 Dec |
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Ectopic and abnormal hormone receptors in adrenal Cushing's syndrome. | 2001 Feb |
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Potentiation by aminoethylisothiourea of the extra-cellular Ca(2+) component of norepinephrine-induced contraction in rat femoral arteries. | 2001 Jan 1 |
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Structural basis for enantiomer binding and separation of a common beta-blocker: crystal structure of cellobiohydrolase Cel7A with bound (S)-propranolol at 1.9 A resolution. | 2001 Jan 5 |
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Enantioselective metabolism of propanolol in isolated hepatocytes prepared from untreated, PB- or 3-MC-pretreated rats. | 2001 Mar 1 |
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KCNQ1 and KCNH2 mutations associated with long QT syndrome in a Chinese population. | 2002 Dec |
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Solubility, metastable zone width, and racemic characterization of propranolol hydrochloride. | 2002 May 5 |
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The effect of various surfactants on the release rate of propranolol hydrochloride from hydroxypropylmethylcellulose (HPMC)-Eudragit matrices. | 2002 Nov |
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Renal mechanisms involved in stress-induced antinatriuresis and antidiuresis in rats. | 2003 Jul |
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Solubilization of cationic drugs in lung surfactant. | 2003 Nov |
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[Psychosomatic ratios and their correction in the autonomic dysfunction of the sinus node]. | 2004 |
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Catecholaminergic consolidation of motor cortical neuroplasticity in humans. | 2004 Nov |
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Evaluation of endoscopic variceal ligation (EVL) versus propanolol plus isosorbide mononitrate/nadolol (ISMN) in the prevention of variceal rebleeding: comparison of cirrhotic and noncirrhotic patients. | 2005 Aug |
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Prediction of genotoxicity of chemical compounds by statistical learning methods. | 2005 Jun |
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Activation of BK channels in GH3 cells by a c-PLA2-dependent G-protein signaling pathway. | 2005 Jun |
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Barakol suppresses norepinephrine-induced inhibition of spontaneous longitudinal smooth muscle contractions in isolated rat small intestine. | 2005 Oct 3 |
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Insights into cyclodextrin interactions during sample stacking using capillary isotachophoresis with on-line microcoil NMR detection. | 2005 Sep |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19108278
in cats: received an intravenous infusion of (+)-propranolol at 0.5 mg/min exhibited a prompt return to sinus rhythm after a mean total dose of 6.5 + 0.9 mg/kg. The final heart rate was an average of 48 beats/min below the initial rate. The difference between the antiarrhythmic doses of (+)- and (- )-propranolol was statistically significant (P<0.01).
Route of Administration:
Intravenous
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C29576
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)