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Identification
NameAtenolol
Accession NumberDB00335  (APRD00172)
TypeSmall Molecule
GroupsApproved
Description

A cardioselective beta-adrenergic blocker possessing properties and potency similar to propranolol, but without a negative inotropic effect. [PubChem]

Structure
Thumb
Synonyms
1-p-Carbamoylmethylphenoxy-3-isopropylamino-2-propanol
2-(p-(2-Hydroxy-3-(isopropylamino)propoxy)phenyl)acetamide
4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)benzeneacetamide
Atenololum
External Identifiers Not Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Act Atenololtablet100 mgoralActavis Pharma Company2004-08-13Not applicableCanada
Act Atenololtablet50 mgoralActavis Pharma Company2004-08-13Not applicableCanada
Ag-atenololtablet100 mgoralAngita Pharma Inc.Not applicableNot applicableCanada
Ag-atenololtablet50 mgoralAngita Pharma Inc.Not applicableNot applicableCanada
Ag-atenololtablet25 mgoralAngita Pharma Inc.Not applicableNot applicableCanada
Atenololtablet50 mgoralMeliapharm Inc2011-04-082014-06-25Canada
Atenololtablet100 mgoralMeliapharm Inc2011-04-082014-06-25Canada
Atenololtablet100 mgoralPro Doc Limitee1989-12-31Not applicableCanada
Atenololtablet25 mgoralMeliapharm Inc2011-04-082014-06-25Canada
Atenololtablet100 mgoralIvax Pharmaceuticals IncorporatedNot applicableNot applicableCanada
Atenololtablet25 mgoralPro Doc Limitee2009-06-15Not applicableCanada
Atenololtablet25 mgoralSivem Pharmaceuticals Ulc2003-04-21Not applicableCanada
Atenololtablet50 mgoralIvax Pharmaceuticals IncorporatedNot applicableNot applicableCanada
Atenololtablet100 mgoralSivem Pharmaceuticals Ulc1999-03-09Not applicableCanada
Atenololtablet50 mgoralSivem Pharmaceuticals Ulc1999-09-03Not applicableCanada
Atenololtablet50 mgoralPro Doc Limitee1989-12-31Not applicableCanada
Atenolol - Tab 100mgtablet100 mgoralSchein Pharmaceutical Canada Inc.1996-09-052005-07-27Canada
Atenolol - Tab 50mgtablet50 mgoralSchein Pharmaceutical Canada Inc.1996-09-052005-07-27Canada
Atenolol Tablets 100mgtablet100 mgoralPrempharm Inc1996-12-302005-08-05Canada
Atenolol Tablets 50mgtablet50 mgoralPrempharm Inc1996-12-302005-08-05Canada
Atenolol Tablets, BPtablet100 mgoralFc Pharma Inc.1999-06-152000-11-15Canada
Atenolol Tablets, BPtablet50 mgoralFc Pharma Inc.1999-06-152000-11-15Canada
Ava-atenololtablet25 mgoralAvanstra Inc2011-09-152014-08-21Canada
Bci Atenololtablet100 mgoralBaker Cummins Inc2005-07-042009-09-21Canada
Bci Atenololtablet50 mgoralBaker Cummins Inc2005-07-042009-09-22Canada
Bio-atenololtablet25 mgoralBiomed Pharma2013-03-26Not applicableCanada
Bio-atenololtablet100 mgoralBiomed Pharma2013-03-26Not applicableCanada
Bio-atenololtablet50 mgoralBiomed Pharma2013-03-26Not applicableCanada
Dom-atenolol - 100mgtablet100 mgoralDominion Pharmacal1996-10-17Not applicableCanada
Dom-atenolol - 50mgtablet50 mgoralDominion Pharmacal1996-10-17Not applicableCanada
Ftp-atenololtablet100 mgoralFtp Pharmacal Inc.1998-10-092004-08-03Canada
Ftp-atenololtablet50 mgoralFtp Pharmacal Inc.1998-10-092004-08-03Canada
Ipg-atenololtablet25 mgoralInternational Pharmaceutical Generics LtdNot applicableNot applicableCanada
Ipg-atenololtablet100 mgoralInternational Pharmaceutical Generics LtdNot applicableNot applicableCanada
Ipg-atenololtablet50 mgoralInternational Pharmaceutical Generics LtdNot applicableNot applicableCanada
Jamp-atenololtablet50 mgoralJamp Pharma Corporation2011-06-09Not applicableCanada
Jamp-atenololtablet100 mgoralJamp Pharma Corporation2011-06-09Not applicableCanada
Jamp-atenololtablet25 mgoralJamp Pharma Corporation2011-06-09Not applicableCanada
Mar-atenololtablet50 mgoralMarcan Pharmaceuticals Inc2012-10-22Not applicableCanada
Mar-atenololtablet25 mgoralMarcan Pharmaceuticals Inc2012-10-22Not applicableCanada
Mar-atenololtablet100 mgoralMarcan Pharmaceuticals Inc2012-10-22Not applicableCanada
Med Atenolol - Tab 100mgtablet100 mgoralMedican Pharma Incorporated1996-07-302011-03-29Canada
Med Atenolol - Tab 50mgtablet50 mgoralMedican Pharma Incorporated1996-07-302011-03-29Canada
Mint-atenoltablet100 mgoralMint Pharmaceuticals Inc2011-06-13Not applicableCanada
Mint-atenoltablet50 mgoralMint Pharmaceuticals Inc2011-06-13Not applicableCanada
Mint-atenoltablet25 mgoralMint Pharmaceuticals Inc2011-06-13Not applicableCanada
Mylan-atenololtablet50 mgoralMylan Pharmaceuticals Ulc1995-12-31Not applicableCanada
Mylan-atenololtablet25 mgoralMylan Pharmaceuticals Ulc2007-12-13Not applicableCanada
Mylan-atenololtablet100 mgoralMylan Pharmaceuticals Ulc1995-12-31Not applicableCanada
Ntp-atenoltablet100 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-atenoltablet50 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Ntp-atenoltablet25 mgoralTeva Canada LimitedNot applicableNot applicableCanada
Nu-atenol Tab 100mgtablet100 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Nu-atenol Tab 50mgtablet50 mgoralNu Pharm Inc1990-12-312012-09-04Canada
Orb-atenololtablet100 mgoralOrbus Pharma IncNot applicableNot applicableCanada
Orb-atenololtablet50 mgoralOrbus Pharma IncNot applicableNot applicableCanada
Penta-atenolol - 100mgtablet100 mgoralPentapharm Ltd.Not applicableNot applicableCanada
Penta-atenolol - 50mgtablet50 mgoralPentapharm Ltd.Not applicableNot applicableCanada
PMS-atenololtablet50 mgoralPharmascience Inc1998-03-31Not applicableCanada
PMS-atenololtablet100 mgoralPharmascience Inc1998-03-31Not applicableCanada
PMS-atenololtablet25 mgoralPharmascience Inc2002-11-28Not applicableCanada
Ran-atenololtablet100 mgoralRanbaxy Pharmaceuticals Canada Inc.2005-07-05Not applicableCanada
Ran-atenololtablet50 mgoralRanbaxy Pharmaceuticals Canada Inc.2005-07-05Not applicableCanada
Ran-atenololtablet25 mgoralRanbaxy Pharmaceuticals Canada Inc.2012-01-18Not applicableCanada
Ratio-atenololtablet100 mgoralTeva Canada Limited1995-12-31Not applicableCanada
Ratio-atenololtablet50 mgoralTeva Canada Limited1995-12-31Not applicableCanada
Riva-atenololtablet25 mgoralLaboratoire Riva Inc2006-07-12Not applicableCanada
Riva-atenolol 100 mgtablet100 mgoralLaboratoire Riva Inc2000-05-23Not applicableCanada
Riva-atenolol 50 mgtablet50 mgoralLaboratoire Riva Inc2000-05-23Not applicableCanada
Sandoz Atenololtablet100 mgoralSandoz Canada Incorporated2000-06-07Not applicableCanada
Sandoz Atenololtablet50 mgoralSandoz Canada Incorporated2000-06-07Not applicableCanada
Septa-atenololtablet100 mgoralSepta Pharmaceuticals Inc2011-07-07Not applicableCanada
Septa-atenololtablet50 mgoralSepta Pharmaceuticals Inc2011-07-07Not applicableCanada
Septa-atenololtablet25 mgoralSepta Pharmaceuticals Inc2011-07-07Not applicableCanada
Taro-atenolol Tab 100mgtablet100 mgoralTaro Pharmaceuticals Inc1993-12-311998-10-21Canada
Taro-atenolol Tab 50mgtablet50 mgoralTaro Pharmaceuticals Inc1993-12-311998-10-21Canada
Tenormintablet100 mg/1oralAstra Zeneca Pharmaceuticals Lp1990-09-012016-04-23Us
Tenormintablet100 mg/1oralALMATICA PHARMA INC.2015-04-152016-04-05Us
Tenormintablet50 mg/1oralALMATICA PHARMA INC.2015-04-152016-04-05Us
Tenormintablet25 mg/1oralALMATICA PHARMA INC.2015-04-152016-04-05Us
Tenormintablet25 mg/1oralAstra Zeneca Pharmaceuticals Lp1991-02-012016-04-23Us
Tenormintablet50 mg/1oralAstra Zeneca Pharmaceuticals Lp1990-09-012016-04-23Us
Tenormin 100mgtablet100 mgoralAstrazeneca Canada Inc1994-12-31Not applicableCanada
Tenormin 50mgtablet50 mgoralAstrazeneca Canada Inc1995-12-31Not applicableCanada
Teva-atenololtablet50 mgoralTeva Canada Limited1991-12-312015-07-24Canada
Teva-atenololtablet100 mgoralTeva Canada Limited1991-12-312015-07-24Canada
Teva-atenololtablet25 mgoralTeva Canada Limited2005-11-17Not applicableCanada
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-atenol Tab 100mgtablet100 mgoralApotex Inc1988-12-31Not applicableCanada
Apo-atenol Tab 50mgtablet50 mgoralApotex Inc1988-12-31Not applicableCanada
Atenololtablet50 mg/1oralCadila Healthcare Limited2005-08-102016-04-05Us
Atenololtablet100 mg/1oralPreferred Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet100 mg/1oralAphena Pharma Solutions Tennessee, Llc1991-09-172016-04-05Us
Atenololtablet50 mg/1oralBlenheim Pharmacal, Inc.2010-01-072016-04-05Us
Atenololtablet25 mg/1oralNcs Health Care Of Ky, Inc Dba Vangard Labs1992-05-012016-04-23Us
Atenololtablet50 mg/1oralTeva Pharmaceuticals USA Inc1995-02-222016-04-23Us
Atenololtablet100 mg/1oralRebel Distributors Corp.1991-12-272016-04-05Us
Atenololtablet100 mg/1oralAurolife Pharma LLC2011-06-202016-04-05Us
Atenololtablet25 mg/1oralBlenheim Pharmacal, Inc.2012-01-192016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2011-04-252016-04-05Us
Atenololtablet50 mg/1oralAv Kare, Inc.2013-06-172016-04-05Us
Atenololtablet25 mg/1oralAidarex Pharmaceuticals LLC2007-12-042016-04-05Us
Atenololtablet50 mg/1oralMylan Institutional Inc.1997-07-242016-04-05Us
Atenololtablet100 mg/1oralLake Erie Medical DBA Quality Care Products LLC1991-09-172016-04-05Us
Atenololtablet50 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2011-03-162016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2012-11-272016-04-05Us
Atenololtablet50 mg/1oralPd Rx Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet100 mg/1oralMylan Institutional Inc.1997-07-232016-04-05Us
Atenololtablet50 mg/1oralState of Florida DOH Central Pharmacy2014-11-012016-04-05Us
Atenololtablet25 mg/1oralDIRECT RX2014-01-012016-04-05Us
Atenololtablet100 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet25 mg/1oralGolden State Medical Supply, Inc.2014-02-202016-04-05Us
Atenololtablet25 mg/1oralCadila Healthcare Limited2005-08-102016-04-05Us
Atenololtablet100 mg/1oralPd Rx Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralRanbaxy Pharmaceuticals Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralAphena Pharma Solutions Tennessee, Llc1995-02-222016-04-05Us
Atenololtablet50 mg/1oralDIRECT RX2014-01-012016-04-05Us
Atenololtablet50 mg/1oralContract Pharmacy Services Pa2010-04-072016-04-05Us
Atenololtablet100 mg/1oralNorthstar Rx LLC2009-11-102015-12-29Us
Atenololtablet25 mg/1oralMajor Pharmaceuticals2010-09-282016-04-05Us
Atenololtablet100 mg/1oralNcs Health Care Of Ky, Inc Dba Vangard Labs2012-04-302016-04-23Us
Atenololtablet50 mg/1oralRebel Distributors Corp.1991-12-272016-04-05Us
Atenololtablet50 mg/1oralAurolife Pharma LLC2011-06-202016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2011-04-142016-04-05Us
Atenololtablet25 mg/1oralAv Kare, Inc.2013-06-172016-04-05Us
Atenololtablet100 mg/1oralIngenus Pharmaceuticals, LLC2011-01-302016-04-05Us
Atenololtablet50 mg/1oralLake Erie Medical DBA Quality Care Products LLC2010-05-242016-04-05Us
Atenololtablet25 mg/1oralMutual Pharmaceutical Company, Inc.1997-07-302016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2012-08-282016-04-05Us
Atenololtablet25 mg/1oralPd Rx Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralState of Florida DOH Central Pharmacy2014-11-012016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2015-12-102016-04-05Us
Atenololtablet100 mg/1oralGolden State Medical Supply, Inc.2014-02-202016-04-05Us
Atenololtablet25 mg/1oralTYA Pharmaceuticals2007-12-042016-04-05Us
Atenololtablet25 mg/1oralRanbaxy Pharmaceuticals Inc.2007-12-042016-04-05Us
Atenololtablet25 mg/1oralAphena Pharma Solutions Tennessee, Llc1992-05-012016-04-05Us
Atenololtablet50 mg/1oralMed Vantx, Inc.1995-02-222016-04-05Us
Atenololtablet50 mg/1oralNorthstar Rx LLC2009-11-102015-12-29Us
Atenololtablet50 mg/1oralPreferred Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet25 mg/1oralRebel Distributors Corp.1995-07-192016-04-05Us
Atenololtablet25 mg/1oralAurolife Pharma LLC2011-06-202016-04-05Us
Atenololtablet25 mg/1oralAphena Pharma Solutions Tennessee, Llc2004-11-162016-04-05Us
Atenololtablet50 mg/1oralRebel Distributors Corp2007-12-042016-04-05Us
Atenololtablet50 mg/1oralIngenus Pharmaceuticals, LLC2011-01-302016-04-05Us
Atenololtablet100 mg/1oralREMEDYREPACK INC.2011-09-292016-04-05Us
Atenololtablet100 mg/1oralMutual Pharmaceutical Company, Inc.1993-03-302016-04-05Us
Atenololtablet50 mg/1oralNorthwind Pharmaceuticals, LLC2015-03-262016-04-05Us
Atenololtablet25 mg/1oralCardinal Health2011-06-202016-04-05Us
Atenololtablet50 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet100 mg/1oralREMEDYREPACK INC.2015-06-122016-04-05Us
Atenololtablet50 mg/1oralGolden State Medical Supply, Inc.2014-02-202016-04-05Us
Atenololtablet50 mg/1oralReady Meds1991-09-172016-04-05Us
Atenololtablet25 mg/1oralProficient Rx LP2004-11-162016-04-05Us
Atenololtablet50 mg/1oralAphena Pharma Solutions Tennessee, Llc1991-09-172016-04-05Us
Atenololtablet50 mg/1oralMed Vantx, Inc.2009-11-102016-04-05Us
Atenololtablet25 mg/1oralNorthstar Rx LLC2009-11-102015-12-29Us
Atenololtablet25 mg/1oralPreferred Pharmaceuticals, Inc.2007-12-042016-04-05Us
Atenololtablet100 mg/1oralSandoz Inc1991-09-172016-04-05Us
Atenololtablet50 mg/1oralNcs Health Care Of Ky, Inc Dba Vangard Labs2013-02-182016-04-23Us
Atenololtablet50 mg/1oralAphena Pharma Solutions Tennessee, Llc1993-03-302016-04-05Us
Atenololtablet100 mg/1oralRebel Distributors Corp2007-12-042016-04-05Us
Atenololtablet25 mg/1oralIngenus Pharmaceuticals, LLC2011-01-302016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2011-08-102016-04-05Us
Atenololtablet50 mg/1oralMutual Pharmaceutical Company, Inc.1993-03-302016-04-05Us
Atenololtablet25 mg/1oralNorthwind Pharmaceuticals, LLC2014-06-242016-04-05Us
Atenololtablet50 mg/1oralCardinal Health2011-06-202016-04-05Us
Atenololtablet25 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2015-04-022016-04-05Us
Atenololtablet100 mg/1oralClinical Solutions Wholesale2007-12-042016-04-05Us
Atenololtablet25 mg/1oralReady Meds1992-05-012016-04-05Us
Atenololtablet50 mg/1oralProficient Rx LP1991-09-172016-04-05Us
Atenololtablet100 mg/1oralRed Pharm Drug Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralMed Vantx, Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralMc Kesson Contract Packaging2011-12-282016-04-05Us
Atenololtablet50 mg/mgoralLegacy Pharmaceutical Packaging2005-10-082016-04-05Us
Atenololtablet50 mg/1oralSandoz Inc1991-09-172016-04-05Us
Atenololtablet100 mg/1oralMylan Pharmaceuticals Inc.2013-02-182016-04-23Us
Atenololtablet50 mg/1oralSTAT Rx USA LLC2007-12-042016-04-05Us
Atenololtablet50 mg/1oralBlenheim Pharmacal, Inc.2014-01-062016-04-05Us
Atenololtablet25 mg/1oralUnit Dose Services2010-06-102016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2011-08-102016-04-05Us
Atenololtablet25 mg/1oralH.J. Harkins Company, Inc.2007-12-042016-04-05Us
Atenololtablet100 mg/1oralMed Health Pharma, LLC2011-01-202016-04-05Us
Atenololtablet100 mg/1oralCardinal Health2011-06-202016-04-05Us
Atenololtablet100 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2015-04-022016-04-05Us
Atenololtablet50 mg/1oralClinical Solutions Wholesale2007-12-042016-04-05Us
Atenololtablet100 mg/1oralbryant ranch prepack2007-12-042016-04-05Us
Atenololtablet50 mg/1oralProficient Rx LP2007-12-042016-04-05Us
Atenololtablet100 mg/1oralRed Pharm Drug Inc.2007-12-042016-04-05Us
Atenololtablet100 mg/1oralAurobindo Pharma Limited2007-10-312016-04-05Us
Atenololtablet25 mg/1oralMc Kesson Contract Packaging2011-10-032016-04-05Us
Atenololtablet50 mg/1oralLegacy Pharmaceutical Packaging2007-12-042016-04-05Us
Atenololtablet25 mg/1oralSandoz Inc1992-05-012016-04-05Us
Atenololtablet50 mg/1oralMylan Pharmaceuticals Inc.2013-02-182016-04-23Us
Atenololtablet25 mg/1oralSTAT Rx USA LLC2007-12-042016-04-05Us
Atenololtablet100 mg/1oralBlenheim Pharmacal, Inc.2013-11-152016-04-05Us
Atenololtablet100 mg/1oralPd Rx Pharmaceuticals, Inc.1991-09-172016-04-05Us
Atenololtablet25 mg/1oralLake Erie Medical DBA Quality Care Products LLC1992-05-012016-04-05Us
Atenololtablet100 mg/1oralUnit Dose Services2007-12-042016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2011-07-082016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2013-05-222016-04-05Us
Atenololtablet50 mg/1oralMed Health Pharma, LLC2011-01-202016-04-05Us
Atenololtablet25 mg/1oralPhysicians Total Care, Inc.1995-07-192016-04-05Us
Atenololtablet25 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet100 mg/1oralSt Marys Medical Park Pharmacy2013-07-102016-04-05Us
Atenololtablet25 mg/1oralClinical Solutions Wholesale2007-12-042016-04-05Us
Atenololtablet25 mg/1oralbryant ranch prepack2007-12-042016-04-05Us
Atenololtablet50 mg/1oralAmerican Health Packaging2004-08-042016-04-05Us
Atenololtablet25 mg/1oralRed Pharm Drug Inc.2007-12-042016-04-05Us
Atenololtablet50 mg/1oralAurobindo Pharma Limited2007-10-312016-04-05Us
Atenololtablet25 mg/1oralAvera Mc Kennan Hospital2015-03-202016-04-05Us
Atenololtablet100 mg/1oralZydus Pharmaceuticals (USA) Inc.2005-10-082016-04-05Us
Atenololtablet100 mg/1oralSandoz Inc1991-09-172016-04-05Us
Atenololtablet25 mg/1oralMylan Pharmaceuticals Inc.2013-02-182016-04-23Us
Atenololtablet100 mg/1oralPack Pharmaceuticals LLC2010-06-102016-04-05Us
Atenololtablet25 mg/1oralBlenheim Pharmacal, Inc.2013-11-152016-04-05Us
Atenololtablet25 mg/1oralPd Rx Pharmaceuticals, Inc.1992-05-012016-04-05Us
Atenololtablet50 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2011-01-302016-04-05Us
Atenololtablet100 mg/1oralPhysicians Total Care, Inc.1999-03-042016-04-05Us
Atenololtablet50 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet25 mg/1oralSt Marys Medical Park Pharmacy2007-12-042016-04-05Us
Atenololtablet50 mg/1oralClinical Solutions Wholesale, Llc1991-09-172016-04-05Us
Atenololtablet50 mg/1oralbryant ranch prepack2007-12-042016-04-05Us
Atenololtablet50 mg/1oralDIRECT RX2015-01-012016-04-05Us
Atenololtablet25 mg/1oralRed Pharm Drug Inc.2007-12-042016-04-05Us
Atenololtablet25 mg/1oralAurobindo Pharma Limited2007-10-312016-04-05Us
Atenololtablet100 mg/1oralPreferred Pharmaceutials Inc.2015-08-202016-04-05Us
Atenololtablet50 mg/1oralZydus Pharmaceuticals (USA) Inc.2005-10-082016-04-05Us
Atenololtablet25 mg/1oralA S Medication Solutions2005-10-082016-04-05Us
Atenololtablet50 mg/1oralSandoz Inc1991-09-172016-04-05Us
Atenololtablet25 mg/1oralTeva Pharmaceuticals USA Inc2004-11-162016-04-23Us
Atenololtablet50 mg/1oralPack Pharmaceuticals LLC2010-06-102016-04-05Us
Atenololtablet25 mg/1oralBlenheim Pharmacal, Inc.2013-09-032016-04-05Us
Atenololtablet50 mg/1oralPd Rx Pharmaceuticals, Inc.1991-09-172016-04-05Us
Atenololtablet100 mg/1oralAidarex Pharmaceuticals LLC2007-12-042016-04-05Us
Atenololtablet50 mg/1oralUnit Dose Services2007-12-042016-04-05Us
Atenololtablet100 mg/1oralREMEDYREPACK INC.2011-07-132016-04-05Us
Atenololtablet50 mg/1oralREMEDYREPACK INC.2013-05-282016-04-05Us
Atenololtablet25 mg/1oralMed Health Pharma, LLC2011-01-202016-04-05Us
Atenololtablet100 mg/1oralRanbaxy Pharmaceuticals Inc.2007-12-042016-04-05Us
Atenololtablet25 mg/1oralDIRECT RX2015-01-012016-04-05Us
Atenololtablet50 mg/1oralContract Pharmacy Services Pa2011-01-302016-04-05Us
Atenololtablet100 mg/1oralCadila Healthcare Limited2005-08-102016-04-05Us
Atenololtablet50 mg/1oralPreferred Pharmaceuticals, Inc.2014-10-092016-04-05Us
Atenololtablet25 mg/1oralZydus Pharmaceuticals (USA) Inc.2005-10-082016-04-05Us
Atenololtablet25 mg/1oralSandoz Inc1992-05-012016-04-05Us
Atenololtablet100 mg/1oralTeva Pharmaceuticals USA Inc1995-02-172016-04-23Us
Atenololtablet25 mg/1oralPack Pharmaceuticals LLC2010-06-102016-04-05Us
Atenololtablet50 mg/1oralBlenheim Pharmacal, Inc.2010-10-212016-04-05Us
Atenololtablet100 mg/1oralAv Kare, Inc.2013-06-172016-04-05Us
Atenololtablet50 mg/1oralAidarex Pharmaceuticals LLC2007-12-042016-04-05Us
Atenololtablet25 mg/1oralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-04-182016-04-05Us
Atenololtablet100 mg/1oralREMEDYREPACK INC.2011-06-062016-04-05Us
Atenololtablet25 mg/1oralREMEDYREPACK INC.2013-05-082016-04-05Us
Atenololtablet25 mg/1oralMylan Institutional Inc.1999-06-162016-04-05Us
Atenololtablet50 mg/1oralPhysicians Total Care, Inc.1995-04-242016-04-05Us
Atenololtablet100 mg/1oralState of Florida DOH Central Pharmacy2009-07-012016-04-05Us
Atenololtablet50 mg/1oralSt Marys Medical Park Pharmacy2007-12-042016-04-05Us
Atenololtablet25 mg/1oralClinical Solutions Wholesale, Llc1992-05-012016-04-05Us
Over the Counter ProductsNot Available
International Brands
NameCompany
MyocordIvax
NormitenTeva
Brand mixtures
NameLabellerIngredients
Apo-atenidoneApotex Inc
Atenolol and ChlorthalidoneMylan Pharmaceuticals Inc.
Atenolol ScopolamineTps
Ntp-atenolol/chlorthalidoneTeva Canada Limited
TenoreticAstra Zeneca Pharmaceuticals Lp
Tenoretic 100/25mg TabAstrazeneca Canada Inc
Tenoretic 50/25mg TabAstrazeneca Canada Inc
Teva-atenolol/chlorthalidoneTeva Canada Limited
SaltsNot Available
Categories
UNII50VV3VW0TI
CAS number29122-68-7
WeightAverage: 266.3361
Monoisotopic: 266.16304258
Chemical FormulaC14H22N2O3
InChI KeyMETKIMKYRPQLGS-UHFFFAOYSA-N
InChI
InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)
IUPAC Name
2-(4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)acetamide
SMILES
CC(C)NCC(O)COC1=CC=C(CC(N)=O)C=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetamides
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • Phenol ether
  • Alkyl aryl ether
  • Secondary alcohol
  • Primary carboxylic acid amide
  • Carboxamide group
  • 1,2-aminoalcohol
  • Secondary amine
  • Ether
  • Secondary aliphatic amine
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationFor the management of hypertention and long-term management of patients with angina pectoris
PharmacodynamicsAtenolol, a competitive beta(1)-selective adrenergic antagonist, has the lowest lipid solubility of this drug class. Although it is similar to metoprolol, atenolol differs from pindolol and propranolol in that it does not have intrinsic sympathomimetic properties or membrane-stabilizing activity. Atenolol is used alone or with chlorthalidone in the management of hypertension and edema.
Mechanism of actionLike metoprolol, atenolol 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.
Related Articles
AbsorptionApproximately 50% of an oral dose is absorbed from the gastrointestinal tract, the remainder being excreted unchanged in the feces.
Volume of distributionNot Available
Protein bindingPlasma protein binding is 6-16%
Metabolism

Hepatic (minimal)

Route of eliminationApproximately 50% of an oral dose is absorbed from the gastrointestinal tract, the remainder being excreted unchanged in the feces. Unlike propranolol or metoprolol, but like nadolol, atenolol undergoes little or no metabolism by the liver, and the absorbed portion is eliminated primarily by renal excretion.
Half life6-7 hours
ClearanceNot Available
ToxicityLD50=2000-3000 mg/kg(orally in mice). Symptoms of an atenolol overdose include a slow heart beat, shortness of breath, fainting, dizziness, weakness, confusion, nausea, and vomiting.
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Atenolol Action PathwayDrug actionSMP00298
SNP Mediated Effects
Interacting Gene/EnzymeSNP RS IDAllele nameDefining changeEffectReference(s)
Beta-1 adrenergic receptor
Gene symbol: ADRB1
UniProt: P08588
rs1801253 Not AvailableG > CBetter response to drug therapy22192668
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9831
Blood Brain Barrier-0.9505
Caco-2 permeable-0.7922
P-glycoprotein substrateSubstrate0.6773
P-glycoprotein inhibitor INon-inhibitor0.9446
P-glycoprotein inhibitor IINon-inhibitor0.9856
Renal organic cation transporterNon-inhibitor0.8959
CYP450 2C9 substrateNon-substrate0.8416
CYP450 2D6 substrateSubstrate0.5468
CYP450 3A4 substrateNon-substrate0.6826
CYP450 1A2 substrateNon-inhibitor0.9045
CYP450 2C9 inhibitorNon-inhibitor0.9163
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.9379
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9537
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8691
BiodegradationNot ready biodegradable0.8969
Rat acute toxicity2.0932 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.996
hERG inhibition (predictor II)Non-inhibitor0.8861
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Astrazeneca pharmaceuticals lp
  • Able laboratories inc
  • Apothecon sub bristol myers squibb co
  • Aurobindo pharma ltd
  • Caraco pharmaceutical laboratories ltd
  • Dava pharmaceuticals inc
  • Genpharm pharmaceuticals inc
  • Ipca laboratories ltd
  • Ipr pharmaceuticals inc
  • Mutual pharmaceutical co inc
  • Mylan pharmaceuticals inc
  • Northstar healthcare holdings ltd
  • Nostrum laboratories inc
  • Pliva inc
  • Sandoz inc
  • Scs pharmaceuticals
  • Teva pharmaceuticals usa inc
  • Teva pharmaceuticals usa
  • Unique pharmaceutical laboratories
  • Watson laboratories inc
  • Zydus pharmaceuticals usa inc
  • Astrazeneca lp
Packagers
Dosage forms
FormRouteStrength
Tabletoral100 mg/1
Tabletoral25 mg/1
Tabletoral50 mg/1
Tabletoral50 mg/mg
Tabletbuccal; oral; sublingual; transmucosal
Tabletoral25 mg
Tabletoral
Tabletoral100 mg
Tabletoral50 mg
Prices
Unit descriptionCostUnit
Atenolol powder5.14USD g
Tenormin 100 mg tablet2.28USD tablet
Tenormin 25 mg tablet1.94USD tablet
Tenormin 50 mg tablet1.52USD tablet
Atenolol 100 mg tablet1.26USD tablet
Atenolol 50 mg tablet0.85USD tablet
Atenolol 25 mg tablet0.81USD tablet
Apo-Atenol 100 mg Tablet0.6USD tablet
Co Atenolol 100 mg Tablet0.6USD tablet
Mylan-Atenolol 100 mg Tablet0.6USD tablet
Novo-Atenol 100 mg Tablet0.6USD tablet
Phl-Atenolol 100 mg Tablet0.6USD tablet
Pms-Atenolol 100 mg Tablet0.6USD tablet
Ran-Atenolol 100 mg Tablet0.6USD tablet
Ratio-Atenolol 100 mg Tablet0.6USD tablet
Sandoz Atenolol 100 mg Tablet0.6USD tablet
Apo-Atenol 50 mg Tablet0.36USD tablet
Co Atenolol 50 mg Tablet0.36USD tablet
Mylan-Atenolol 50 mg Tablet0.36USD tablet
Novo-Atenol 50 mg Tablet0.36USD tablet
Phl-Atenolol 50 mg Tablet0.36USD tablet
Pms-Atenolol 50 mg Tablet0.36USD tablet
Ran-Atenolol 50 mg Tablet0.36USD tablet
Ratio-Atenolol 50 mg Tablet0.36USD tablet
Sandoz Atenolol 50 mg Tablet0.36USD tablet
Novo-Atenol 25 mg Tablet0.18USD tablet
Pms-Atenolol 25 mg Tablet0.18USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point158-160Barrett, A.M., Carter, J., Hull, R., Le Count, D.J. and Squire, C.J.; U.S. Patent 3,663,607; May 16, 1972; assigned to Imperial Chemical Industries Limited, England. Barrett, A.M., Carter, J., Hull, R., Le Count, D.J. and Squire, C.J.; U.S. Patent 3,836,671; September 17, 1974; assigned to Imperial Chemical Industries Limited, England.
water solubility1.33E+004 mg/L (at 25 °C)MCFARLAND,JW ET AL. (2001)
logP0.16HANSCH,C ET AL. (1995)
Caco2 permeability-6.44ADME Research, USCD
pKa9.6MERCK INDEX (2001)
Predicted Properties
PropertyValueSource
Water Solubility0.429 mg/mLALOGPS
logP0.57ALOGPS
logP0.43ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)14.08ChemAxon
pKa (Strongest Basic)9.67ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area84.58 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity73.51 m3·mol-1ChemAxon
Polarizability29.98 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0zl0000000-e882b8032954e2a624cfView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-hza0000000-3c7f23b7695e5c4dcc4cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-zy00000000-93a18f0e030605aa10aaView in MoNA
MSMass Spectrum (Electron Ionization)splash10-z200000000-6a38697da7945fdb1908View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
References
Synthesis Reference

Barrett, A.M., Carter, J., Hull, R., Le Count, D.J. and Squire, C.J.; U.S. Patent 3,663,607;
May 16, 1972; assigned to Imperial Chemical Industries Limited, England.
Barrett, A.M., Carter, J., Hull, R., Le Count, D.J. and Squire, C.J.; U.S. Patent 3,836,671;
September 17, 1974; assigned to Imperial Chemical Industries Limited, England.

US3663607
General ReferencesNot Available
External Links
ATC CodesC07AB03C07BB03C07CB03C07CB53C07DB01C07FB03
AHFS Codes
  • 24:24.00
PDB EntriesNot Available
FDA labelDownload (112 KB)
MSDSDownload (72.9 KB)
Interactions
Drug Interactions
Drug
AcetylcholineThe risk or severity of adverse effects can be increased when Atenolol is combined with Acetylcholine.
AldesleukinThe risk or severity of adverse effects can be increased when Aldesleukin is combined with Atenolol.
AlfuzosinAtenolol may increase the orthostatic hypotensive activities of Alfuzosin.
AmifostineAtenolol may increase the hypotensive activities of Amifostine.
AmiodaroneAmiodarone may increase the bradycardic activities of Atenolol.
AmpicillinThe bioavailability of Atenolol can be decreased when combined with Ampicillin.
BretyliumBretylium may increase the bradycardic activities of Atenolol.
BrimonidineBrimonidine may increase the antihypertensive activities of Atenolol.
BupivacaineThe serum concentration of Bupivacaine can be increased when it is combined with Atenolol.
ButabarbitalButabarbital may increase the hypotensive activities of Atenolol.
ButethalButethal may increase the hypotensive activities of Atenolol.
CabergolineAtenolol may increase the vasoconstricting activities of Cabergoline.
CarbacholThe risk or severity of adverse effects can be increased when Atenolol is combined with Carbachol.
CeritinibAtenolol may increase the bradycardic activities of Ceritinib.
ChlorpropamideAtenolol may increase the hypoglycemic activities of Chlorpropamide.
DiazoxideDiazoxide may increase the hypotensive activities of Atenolol.
DigoxinAtenolol may increase the bradycardic activities of Digoxin.
DipivefrinDipivefrin may increase the atrioventricular blocking (AV block) activities of Atenolol.
DipyridamoleDipyridamole may increase the bradycardic activities of Atenolol.
DisopyramideDisopyramide may increase the bradycardic activities of Atenolol.
DronedaroneDronedarone may increase the bradycardic activities of Atenolol.
DuloxetineAtenolol may increase the orthostatic hypotensive activities of Duloxetine.
EsmololEsmolol may increase the bradycardic activities of Atenolol.
FingolimodAtenolol may increase the bradycardic activities of Fingolimod.
FloctafenineThe risk or severity of adverse effects can be increased when Floctafenine is combined with Atenolol.
GlycopyrrolateThe serum concentration of Atenolol can be increased when it is combined with Glycopyrrolate.
HeptabarbitalHeptabarbital may increase the hypotensive activities of Atenolol.
HexobarbitalHexobarbital may increase the hypotensive activities of Atenolol.
InfliximabInfliximab may decrease the antihypertensive activities of Atenolol.
IvabradineAtenolol may increase the bradycardic activities of Ivabradine.
LacosamideAtenolol may increase the atrioventricular blocking (AV block) activities of Lacosamide.
LevodopaAtenolol may increase the orthostatic hypotensive activities of Levodopa.
LidocaineThe serum concentration of Lidocaine can be increased when it is combined with Atenolol.
MepivacaineThe serum concentration of Mepivacaine can be increased when it is combined with Atenolol.
MethacholineThe risk or severity of adverse effects can be increased when Atenolol is combined with Methacholine.
MethohexitalMethohexital may increase the hypotensive activities of Atenolol.
MethylphenidateMethylphenidate may decrease the antihypertensive activities of Atenolol.
MidodrineAtenolol may increase the bradycardic activities of Midodrine.
MolsidomineMolsidomine may increase the hypotensive activities of Atenolol.
MoxonidineMoxonidine may increase the hypotensive activities of Atenolol.
NicorandilNicorandil may increase the hypotensive activities of Atenolol.
NifedipineNifedipine may increase the hypotensive activities of Atenolol.
ObinutuzumabAtenolol may increase the hypotensive activities of Obinutuzumab.
OctreotideOctreotide may increase the bradycardic activities of Atenolol.
OrciprenalineAtenolol may decrease the activities of Orciprenaline.
PentobarbitalPentobarbital may increase the hypotensive activities of Atenolol.
PentoxifyllinePentoxifylline may increase the hypotensive activities of Atenolol.
PhenelzinePhenelzine may increase the orthostatic hypotensive activities of Atenolol.
PrazosinAtenolol may increase the orthostatic hypotensive activities of Prazosin.
PrimidonePrimidone may increase the hypotensive activities of Atenolol.
QuinineQuinine may increase the hypotensive activities of Atenolol.
RegorafenibRegorafenib may increase the bradycardic activities of Atenolol.
ReserpineReserpine may increase the hypotensive activities of Atenolol.
RisperidoneAtenolol may increase the hypotensive activities of Risperidone.
RituximabAtenolol may increase the hypotensive activities of Rituximab.
RivastigmineRivastigmine may increase the bradycardic activities of Atenolol.
RuxolitinibRuxolitinib may increase the bradycardic activities of Atenolol.
SecobarbitalSecobarbital may increase the hypotensive activities of Atenolol.
SufentanilSufentanil may increase the bradycardic activities of Atenolol.
TacrineTacrine may increase the bradycardic activities of Atenolol.
TadalafilTadalafil may increase the antihypertensive activities of Atenolol.
TheophyllineAtenolol may decrease the activities of Theophylline.
TofacitinibTofacitinib may increase the bradycardic activities of Atenolol.
TranylcypromineTranylcypromine may increase the orthostatic hypotensive activities of Atenolol.
TreprostinilTreprostinil may increase the hypotensive activities of Atenolol.
ValsartanThe risk or severity of adverse effects can be increased when Valsartan is combined with Atenolol.
VardenafilVardenafil may increase the antihypertensive activities of Atenolol.
YohimbineYohimbine may decrease the antihypertensive activities of Atenolol.
Food Interactions
  • Consult your doctor before taking large amounts of Vitamin K (Green leafy vegetables).
  • Take 30-60 minutes before meals, take at the same time each day.

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
antagonist
General Function:
Receptor signaling protein activity
Specific Function:
Beta-adrenergic receptors mediate the catecholamine-induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity. Mediates Ras activation through G(s)-alpha- and cAMP-mediated signaling.
Gene Name:
ADRB1
Uniprot ID:
P08588
Molecular Weight:
51322.1 Da
References
  1. Schafer M, Frischkopf K, Taimor G, Piper HM, Schluter KD: Hypertrophic effect of selective beta(1)-adrenoceptor stimulation on ventricular cardiomyocytes from adult rat. Am J Physiol Cell Physiol. 2000 Aug;279(2):C495-503. [PubMed:10913016 ]
  2. Brown RA, Ilg KJ, Chen AF, Ren J: Dietary Mg(2+) supplementation restores impaired vasoactive responses in isolated rat aorta induced by chronic ethanol consumption. Eur J Pharmacol. 2002 May 10;442(3):241-50. [PubMed:12065078 ]
  3. Horinouchi T, Morishima S, Tanaka T, Suzuki F, Tanaka Y, Koike K, Miwa S, Muramatsu I: Different changes of plasma membrane beta-adrenoceptors in rat heart after chronic administration of propranolol, atenolol and bevantolol. Life Sci. 2007 Jul 12;81(5):399-404. Epub 2007 Jun 16. [PubMed:17628611 ]
  4. Alberti C, Monopoli A, Casati C, Forlani A, Sala C, Nador B, Ongini E, Morganti A: Mechanism and pressor relevance of the short-term cardiovascular and renin excitatory actions of the selective A2A-adenosine receptor agonists. J Cardiovasc Pharmacol. 1997 Sep;30(3):320-4. [PubMed:9300315 ]
  5. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Protein homodimerization activity
Specific Function:
Beta-adrenergic receptors mediate the catecholamine-induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine.
Gene Name:
ADRB2
Uniprot ID:
P07550
Molecular Weight:
46458.32 Da
References
  1. Nuttall SL, Routledge HC, Kendall MJ: A comparison of the beta1-selectivity of three beta1-selective beta-blockers. J Clin Pharm Ther. 2003 Jun;28(3):179-86. [PubMed:12795776 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Takara K, Kakumoto M, Tanigawara Y, Funakoshi J, Sakaeda T, Okumura K: Interaction of digoxin with antihypertensive drugs via MDR1. Life Sci. 2002 Feb 15;70(13):1491-500. [PubMed:11895100 ]
  2. Neuhoff S, Ungell AL, Zamora I, Artursson P: pH-dependent bidirectional transport of weakly basic drugs across Caco-2 monolayers: implications for drug-drug interactions. Pharm Res. 2003 Aug;20(8):1141-8. [PubMed:12948010 ]
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Drug created on June 13, 2005 07:24 / Updated on April 22, 2016 16:21