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drugbank:absorption Propranolol is almost completely absorbed from the GI tract; however, plasma concentrations attained are quite variable among individuals.
drugbank:affectedOrganism Humans and other mammals
drugbank:ahfsCode 24:24.00
drugbank:atcCode C07AA05
drugbank:biotransformation Hepatic
drugbank:brandName Angilol
drugbank:brandName Apsolol
drugbank:brandName Avlocardyl
drugbank:brandName Bedranol
drugbank:brandName Beprane
drugbank:brandName Berkolol
drugbank:brandName Beta-Neg
drugbank:brandName Beta-Propranolol
drugbank:brandName Beta-Tablinen
drugbank:brandName Beta-Timelets
drugbank:brandName Betachron
drugbank:brandName Betalong
drugbank:brandName Cardinol
drugbank:brandName Caridolol
drugbank:brandName Corpendol
drugbank:brandName Deralin
drugbank:brandName Dociton
drugbank:brandName Duranol
drugbank:brandName Efektolol
drugbank:brandName Elbrol
drugbank:brandName Etalong
drugbank:brandName Euprovasin
drugbank:brandName Frekven
drugbank:brandName Inderal
drugbank:brandName Inderal La
drugbank:brandName Inderide
drugbank:brandName Indobloc
drugbank:brandName Innopran XL
drugbank:brandName Intermigran
drugbank:brandName Kemi S
drugbank:brandName Migrastat
drugbank:brandName Obsidan
drugbank:brandName Oposim
drugbank:brandName Prano-Puren
drugbank:brandName Propanix
drugbank:brandName Prophylux
drugbank:brandName Propranolol Hcl Intensol
drugbank:brandName Propranur
drugbank:brandName Proprasylyt
drugbank:brandName Pylapron
drugbank:brandName Rapynogen
drugbank:brandName Reducor
drugbank:brandName Reducor Line
drugbank:brandName Sagittol
drugbank:brandName Servanolol
drugbank:brandName Sloprolol
drugbank:brandName Sumial
drugbank:brandName Tesnol
drugbank:casRegistryNumber <http://bio2rdf.org/cas:525-66-6>
drugbank:chemicalFormula C16H21NO2
drugbank:chemicalIupacName 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
drugbank:contraindicationInsert <http://129.128.185.122/drugbank2/drugs/DB00571/inserts/1170/full>
drugbank:creationDate 2005-06-13 13:24:05 UTC
drugbank:description A widely used non-cardioselective beta-adrenergic antagonist. Propranolol is used in the treatment or prevention of many disorders including acute myocardial infarction, arrhythmias, angina pectoris, hypertension, hypertensive emergencies, hyperthyroidism, migraine, pheochromocytoma, menopause, and anxiety. [PubChem]
drugbank:dosageForm <http://www4.wiwiss.fu-berlin.de/drugbank/resource/dosageforms/capsuleExtendedReleaseOral>
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drugbank:dosageForm <http://www4.wiwiss.fu-berlin.de/drugbank/resource/dosageforms/tabletOral>
drugbank:dpdDrugIdNumber 00663719
drugbank:drugCategory <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugcategory/adrenergicAgents>
drugbank:drugCategory <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugcategory/adrenergicBeta-antagonists>
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drugbank:drugCategory <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugcategory/vasodilatorAgents>
drugbank:drugIdNumberPage <http://205.193.93.51/dpdonline/searchRequest.do?din=00663719>
drugbank:drugType <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugtype/approved>
drugbank:drugType <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugtype/investigational>
drugbank:drugType <http://www4.wiwiss.fu-berlin.de/drugbank/resource/drugtype/smallMolecule>
drugbank:enzyme <http://www4.wiwiss.fu-berlin.de/drugbank/resource/enzymes/2>
drugbank:experimentalCaco2Permeability -4.58 [ADME Research, USCD]
drugbank:experimentalLogpHydrophobicity 3
drugbank:experimentalWaterSolubility 0.070 mg/mL (HCl salt)
drugbank:fdaLabelFiles 2004-06-01 /drugs/571/fda_labels/395 2004-08-01 /drugs/571/fda_labels/648
drugbank:foodInteraction Avoid alcohol.
drugbank:foodInteraction Avoid natural licorice.
drugbank:foodInteraction Take with food.
drugbank:genericName Propranolol
drugbank:halfLife 4 hours
drugbank:inchiIdentifier InChI=1/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
drugbank:inchiKey AQHHHDLHHXJYJD-UHFFFAOYAS
drugbank:indication For the prophylaxis of migraine.
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drugbank:keggCompoundId <http://bio2rdf.org/cpd:C07407>
rdfs:label Propranolol
drugbank:limsDrugId 571
drugbank:massSpecFile 0
drugbank:mechanismOfAction Like atenolol and metoprolol, propranolol competes with sympathomimetic neurotransmitters such as catecholamines for binding at beta(1)-adrenergic receptors in the heart and vascular smooth muscle, inhibiting sympathetic stimulation. This results in a reduction in resting heart rate, cardiac output, systolic and diastolic blood pressure, and reflex orthostatic hypotension. Higher doses of atenolol also competitively block beta(2)-adrenergic responses in the bronchial and vascular smooth muscles.
drugbank:meltingPoint 163-164oC
drugbank:molecularWeightAverage 259.3434
drugbank:molecularWeightMono 259.1572
drugbank:msdsFiles /drugs/571/safety_sheets/1072
foaf:page <http://dbpedia.org/page/Propranolol>
foaf:page <http://en.wikipedia.org/wiki/Propranolol>
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drugbank:pharmacology Propranolol, the prototype of the beta-adrenergic receptor antagonists, is a competitive, nonselective beta-blocker similar to nadolol without intrinsic sympathomimetic activity. Propanolol is a racemic compound; the l-isomer is responsible for adrenergic blocking activity.
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drugbank:predictedLogpHydrophobicity 3.03
drugbank:predictedLogs -3.51
drugbank:predictedWaterSolubility 7.94e-02 mg/mL
drugbank:primaryAccessionNo DB00571
drugbank:proteinBinding More than 90%
drugbank:pubchemCompoundId 4946
drugbank:pubchemSubstanceId 153977
drugbank:reference
drugbank:rxlistLink <http://www.rxlist.com/cgi/generic/propran.htm>
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drugbank:secondaryAccessionNumber aprd00194
drugbank:smilesStringCanonical CC(C)NCC(O)COC1=CC=CC2=CC=CC=C12
drugbank:smilesStringIsomeric CC(C)NC[C@@H](O)COC1=CC=CC2=CC=CC=C12
drugbank:state Solid
drugbank:structure 1
drugbank:synonym Dl-Propranolol Hydrochloride
drugbank:synonym Propanalol
drugbank:synonym Propanolol
drugbank:synonym Propranalol
drugbank:synonym Propranolol Hcl
drugbank:synonym Propranolol Hydrochloride
drugbank:synonym R,S-Propranolol Hydrochloride
drugbank:synonym propranolol
drugbank:synthesisReference Crowther, Smith, U.S. Pat. 3,337,628 (1967)
drugbank:target <http://www4.wiwiss.fu-berlin.de/drugbank/resource/targets/1517>
drugbank:target <http://www4.wiwiss.fu-berlin.de/drugbank/resource/targets/193>
drugbank:target <http://www4.wiwiss.fu-berlin.de/drugbank/resource/targets/320>
drugbank:target <http://www4.wiwiss.fu-berlin.de/drugbank/resource/targets/766>
drugbank:target <http://www4.wiwiss.fu-berlin.de/drugbank/resource/targets/885>
drugbank:toxicity Symptoms of overdose include bradycardia, cardiac failure, hypotension, and brochospasm. LD<sub>50</sub>=565 mg/kg (orally in mice).
rdf:type drugbank:drugs
rdf:type vocabClass:Offer
drugbank:updateDate 2008-08-26 15:59:44 UTC