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Identification
NameEsomeprazole
Accession NumberDB00736  (APRD00363)
TypeSmall Molecule
GroupsApproved, Investigational
DescriptionA highly effective inhibitor of gastric acid secretion used in the therapy of stomach ulcers and zollinger-ellison syndrome. The drug inhibits the H(+)-K(+)-ATPase (H(+)-K(+)-exchanging ATPase) in the proton pump of gastric parietal cells. [PubChem]
Structure
Thumb
Synonyms
(−)-omeprazole
(S)-(−)-omeprazole
(S)-omeprazole
Esomeprazol
Ésoméprazole
Esomeprazolum
Omeprazole S-form
Perprazole
External Identifiers
  • H 199/18
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Act EsomeprazoleTablet, delayed release20 mgOralActavis Pharma Company2015-11-09Not applicableCanada
Act EsomeprazoleTablet, delayed release40 mgOralActavis Pharma Company2015-11-09Not applicableCanada
EsomeprazoleTablet, delayed release20 mgOralTeva Canada LimitedNot applicableNot applicableCanada
EsomeprazoleTablet, delayed release20 mgOralEthypharm IncNot applicableNot applicableCanada
EsomeprazoleTablet, delayed release40 mgOralSanis Health Inc2014-09-22Not applicableCanada
EsomeprazoleTablet, delayed release40 mgOralTeva Canada LimitedNot applicableNot applicableCanada
EsomeprazoleTablet, delayed release40 mgOralEthypharm IncNot applicableNot applicableCanada
EsomeprazoleTablet, delayed release20 mgOralSivem Pharmaceuticals Ulc2015-07-22Not applicableCanada
EsomeprazoleTablet, delayed release20 mgOralPro Doc Limitee2013-06-06Not applicableCanada
EsomeprazoleTablet, delayed release40 mgOralSivem Pharmaceuticals Ulc2015-07-22Not applicableCanada
EsomeprazoleTablet, delayed release20 mgOralRanbaxy Pharmaceuticals Canada Inc.Not applicableNot applicableCanada
EsomeprazoleTablet, delayed release40 mgOralPro Doc Limitee2012-11-22Not applicableCanada
EsomeprazoleTablet, delayed release40 mgOralRanbaxy Pharmaceuticals Canada Inc.Not applicableNot applicableCanada
Esomeprazole DrCapsule, delayed release20 mgOralLaboratoire Riva IncNot applicableNot applicableCanada
Esomeprazole DrCapsule, delayed release40 mgOralLaboratoire Riva IncNot applicableNot applicableCanada
Esomeprazole StrontiumCapsule, delayed release40 mg/1OralAmneal Pharmaceuticals of New York, LLC2013-08-12Not applicableUs
Esomeprazole StrontiumCapsule, delayed release20 mg/1OralAmneal Pharmaceuticals, LLC2013-08-12Not applicableUs
Esomeprazole StrontiumCapsule, delayed release24.65 mg/1OralPara Pro Llc2016-10-28Not applicableUs
Esomeprazole StrontiumCapsule, delayed release20 mg/1OralR2 Pharma, Llc2016-09-15Not applicableUs
Esomeprazole StrontiumCapsule, delayed release40 mg/1OralAmneal Pharmaceuticals, LLC2013-08-12Not applicableUs
Esomeprazole StrontiumCapsule, delayed release49.3 mg/1OralPara Pro Llc2016-10-28Not applicableUs
Esomeprazole StrontiumCapsule, delayed release40 mg/1OralR2 Pharma, Llc2016-09-15Not applicableUs
Esomeprazole StrontiumCapsule, delayed release20 mg/1OralAmneal Pharmaceuticals of New York, LLC2013-08-12Not applicableUs
Mylan-esomeprazoleTablet, delayed release40 mgOralMylan Pharmaceuticals Ulc2012-08-14Not applicableCanada
Mylan-esomeprazoleCapsule, delayed release40 mgOralMylan Pharmaceuticals UlcNot applicableNot applicableCanada
Mylan-esomeprazoleTablet, delayed release20 mgOralMylan Pharmaceuticals Ulc2012-08-14Not applicableCanada
Mylan-esomeprazoleCapsule, delayed release20 mgOralMylan Pharmaceuticals UlcNot applicableNot applicableCanada
NexiumCapsule, delayed release20 mg/1OralA S Medication Solutions Llc2001-06-28Not applicableUs
NexiumGranule, delayed release20 mg/1OralAstra Zeneca Pharmaceuticals Lp2007-03-19Not applicableUs
NexiumCapsule, delayed release20 mg/1OralSTAT Rx USA LLC2010-08-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralCardinal Health2001-03-19Not applicableUs
NexiumCapsule, delayed release20 mg/1OralREMEDYREPACK INC.2013-02-22Not applicableUs
NexiumCapsule, delayed release20 mg/1OralCardinal Health2010-08-19Not applicableUs
NexiumCapsule, delayed release20 mg/1OralAstra Zeneca Pharmaceuticals Lp2001-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralA S Medication Solutions2001-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralUnit Dose Services2001-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralA S Medication Solutions Llc2001-06-28Not applicableUs
NexiumGranule, delayed release2.5 mg/1OralAstra Zeneca Pharmaceuticals Lp2012-06-01Not applicableUs
NexiumGranule, delayed release10 mgOralAstrazeneca Canada Inc2008-01-02Not applicableCanada
NexiumCapsule, delayed release20 mg/1OralRebel Distributors Corp2011-07-08Not applicableUs
NexiumCapsule, delayed release40 mg/1Oralbryant ranch prepack2001-03-19Not applicableUs
NexiumCapsule, delayed release20 mg/1OralAstra Zeneca Pharmaceuticals Lp2001-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralCardinal Health2010-08-19Not applicableUs
NexiumCapsule, delayed release20 mg/1OralAvera Mc Kennan Hospital2015-04-06Not applicableUs
NexiumCapsule, delayed release40 mg/1OralAvera Mc Kennan Hospital2015-03-31Not applicableUs
NexiumCapsule, delayed release40 mg/1OralPhysicians Total Care, Inc.2002-05-02Not applicableUs
NexiumGranule, delayed release40 mg/1OralAstra Zeneca Pharmaceuticals Lp2007-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralRebel Distributors Corp2011-07-08Not applicableUs
NexiumCapsule, delayed release20 mg/1Oralbryant ranch prepack2001-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralClinical Solutions Wholesale2001-03-19Not applicableUs
NexiumGranule, delayed release40 mg/1OralCardinal Health2007-03-19Not applicableUs
NexiumCapsule, delayed release40 mg/1OralAstra Zeneca Pharmaceuticals Lp2001-03-19Not applicableUs
NexiumGranule, delayed release10 mg/1OralAstra Zeneca Pharmaceuticals Lp2008-07-07Not applicableUs
NexiumCapsule, delayed release20 mg/1OralPhysicians Total Care, Inc.2002-06-17Not applicableUs
NexiumGranule, delayed release5 mg/1OralAstra Zeneca Pharmaceuticals Lp2012-06-01Not applicableUs
NexiumCapsule, delayed release40 mg/1OralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2011-02-25Not applicableUs
NexiumCapsule, delayed release40 mg/1OralREMEDYREPACK INC.2012-07-18Not applicableUs
NexiumCapsule, delayed release40 mg/1OralAstra Zeneca Pharmaceuticals Lp2001-03-19Not applicableUs
Nexium - 20mgTablet, delayed release20 mgOralAstrazeneca Canada Inc2001-08-20Not applicableCanada
Nexium - 40mgTablet, delayed release40 mgOralAstrazeneca Canada Inc2001-08-20Not applicableCanada
Nexium ControlTablet, delayed release20 mgOralPfizer Consumer Healthcare Ltd2013-08-26Not applicableEu
Nexium ControlTablet, delayed release20 mgOralPfizer Consumer Healthcare Ltd2013-08-26Not applicableEu
Nexium I.V.Injection20 mg/5mLIntravenousAstra Zeneca Pharmaceuticals Lp2005-05-03Not applicableUs
Nexium I.V.Injection40 mg/5mLIntravenousAstra Zeneca Pharmaceuticals Lp2005-05-03Not applicableUs
Nexium I.V.Injection40 mg/5mLIntravenousCardinal Health2005-05-03Not applicableUs
PMS-esomeprazole DrCapsule, delayed release40 mgOralPharmascience Inc2014-06-12Not applicableCanada
PMS-esomeprazole DrCapsule, delayed release20 mgOralPharmascience IncNot applicableNot applicableCanada
Ran-esomeprazoleTablet, delayed release20 mgOralRanbaxy Pharmaceuticals Canada Inc.2014-10-09Not applicableCanada
Ran-esomeprazoleTablet, delayed release40 mgOralRanbaxy Pharmaceuticals Canada Inc.2014-10-09Not applicableCanada
Riva-esomeprazole DrCapsule, delayed release20 mgOralLaboratoire Riva IncNot applicableNot applicableCanada
Riva-esomeprazole DrCapsule, delayed release40 mgOralLaboratoire Riva IncNot applicableNot applicableCanada
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Apo-esomeprazoleTablet, delayed release20 mgOralApotex Inc2012-03-02Not applicableCanada
Apo-esomeprazoleTablet, delayed release40 mgOralApotex Inc2011-03-07Not applicableCanada
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralDr. Reddy's Laboratories Limited2015-09-25Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralTeva Pharmaceuticals Usa, Inc.2015-02-17Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 1/1OralTorrent Pharmaceuticals Limited2015-10-19Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release pellets20 mg/1OralMylan Pharmaceuticals Inc.2015-08-03Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 1/1Oralbryant ranch prepack2015-06-04Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralDr. Reddy's Laboratories Inc2015-12-10Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralDr. Reddy's Laboratories Limited2015-09-25Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralTeva Pharmaceuticals Usa, Inc.2015-02-17Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 1/1OralTorrent Pharmaceuticals Limited2015-10-19Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release pellets40 mg/1OralMylan Pharmaceuticals Inc.2015-08-03Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release pellets20 mg/1OralMylan Institutional Inc.2016-06-01Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralDIRECT RX2014-01-01Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralAurobindo Pharma Limited2016-04-21Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralCamber Pharmaceuticals, Inc.2015-09-21Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralMajor Pharmaceuticals2015-12-10Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralUnit Dose Services2015-02-17Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release pellets40 mg/1OralMylan Institutional Inc.2016-05-31Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralAurobindo Pharma Limited2016-04-21Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralCamber Pharmaceuticals, Inc.2015-09-21Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release20 mg/1OralDr. Reddy's Laboratories Inc2015-12-10Not applicableUs
Esomeprazole MagnesiumCapsule, delayed release40 mg/1OralMajor Pharmaceuticals2015-12-10Not applicableUs
Esomeprazole Magnesium D/rCapsule, delayed release40 mg/1OralDIRECT RX2015-01-01Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution20 mg/1IntravenousAuro Medics Pharma Llc2016-08-10Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution20 mg/5mLIntravenousSun Pharmaceutical Industries Limited2014-12-15Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution20 mg/5mLIntravenousSun Pharma Global FZE2014-01-03Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution40 mg/1IntravenousAuro Medics Pharma Llc2016-08-10Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution40 mg/5mLIntravenousSun Pharmaceutical Industries Limited2014-12-15Not applicableUs
Esomeprazole SodiumInjection, powder, lyophilized, for solution40 mg/5mLIntravenousSun Pharma Global FZE2014-01-03Not applicableUs
Esomeprazole SodiumInjection40 mg/5mLIntravenousAccord Healthcare Inc.2015-12-10Not applicableUs
NexiumCapsule, delayed release40 mg/1OralDIRECT RX2014-01-01Not applicableUs
Approved Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Nexium 24hrTablet20 mg/1OralPfizer Consumer Healthcare2016-02-06Not applicableUs
Nexium 24hrCapsule, delayed release20 mg/1OralA S Medication Solutions2014-05-27Not applicableUs
Nexium 24hrCapsule, delayed release20 mg/1OralPfizer Consumer Healthcare2014-05-27Not applicableUs
Nexium 24hrCapsule, delayed release20 mg/1OralA S Medication Solutions2014-05-27Not applicableUs
Nexium 24hrCapsule, delayed release20 mgOralPfizer Consumer Healthcare A Division Of Pfizer Canada Inc2016-08-10Not applicableCanada
Nexium 24hrCapsule, delayed release20 mg/1OralA S Medication Solutions2014-05-27Not applicableUs
Unapproved/Other Products Not Available
International Brands
NameCompany
AleniaDelta
Awa-BlockUsawa
AxagonSimesa
CorPrater
CronopepBiotoscana
EmaneraKrka
EmepAristopharma
EmozulHYGIA
ES-ODPiramal Healthcare
EsmepHYGIA
EsoAsiatic Lab
EsofagMicro Labs
EsogastrosedolNova Argentia
EsolokIbn Sina
EsomarfanMarfan
EsomentaRAK
EsomepACI
Esomeprazol GenfarGenfar S.A
EsopralMaquifarma
EsorestCentaur
Inexium paranovaNot Available
LucenMalesci
NexiamAstraZeneca
Brand mixtures
NameLabellerIngredients
VimovoAstra Zeneca Lp
Salts
Name/CASStructureProperties
Esomeprazole magnesium
161973-10-0
Thumb
  • InChI Key: KWORUUGOSLYAGD-YPPDDXJESA-N
  • Monoisotopic Mass: 712.19881695
  • Average Mass: 713.12
DBSALT001222
Esomeprazole magnesium dihydrate
217087-10-0
Thumb
  • InChI Key: DBOUSUONOXEWHU-VCKZSRROSA-N
  • Monoisotopic Mass: 748.21994632
  • Average Mass: 749.15
DBSALT001223
Esomeprazole magnesium trihydrate
217087-09-7
Thumb
  • InChI Key: VEVZQDGATGBLIC-UHFFFAOYSA-N
  • Monoisotopic Mass: 766.230511
  • Average Mass: 767.17
DBSALT001836
Esomeprazole sodium
161796-78-7
Thumb
  • InChI Key: RYXPMWYHEBGTRV-JIDHJSLPSA-N
  • Monoisotopic Mass: 367.09665691
  • Average Mass: 367.4
DBSALT000968
Esomeprazole strontium
914613-86-8
Thumb
  • InChI Key: FEVPVZSYBDUVGY-YPPDDXJESA-N
  • Monoisotopic Mass: 776.119388
  • Average Mass: 776.44
DBSALT001224
Esomeprazole strontium hydrate
934714-36-0
Thumb
  • InChI Key: NCGHIAKEJNQSMS-QLGOZJDFSA-N
  • Monoisotopic Mass: 848.161647
  • Average Mass: 848.5
DBSALT001837
Categories
UNIIN3PA6559FT
CAS number119141-88-7
WeightAverage: 345.416
Monoisotopic: 345.114712179
Chemical FormulaC17H19N3O3S
InChI KeySUBDBMMJDZJVOS-DEOSSOPVSA-N
InChI
InChI=1S/C17H19N3O3S/c1-10-8-18-15(11(2)16(10)23-4)9-24(21)17-19-13-6-5-12(22-3)7-14(13)20-17/h5-8H,9H2,1-4H3,(H,19,20)/t24-/m0/s1
IUPAC Name
5-methoxy-2-[(S)-(4-methoxy-3,5-dimethylpyridin-2-yl)methanesulfinyl]-1H-1,3-benzodiazole
SMILES
COC1=CC2=C(NC(=N2)[S@@](=O)CC2=NC=C(C)C(OC)=C2C)C=C1
Pharmacology
IndicationFor the treatment of acid-reflux disorders (GERD), peptic ulcer disease, H. pylori eradication, and prevention of gastroinetestinal bleeds with NSAID use.
Structured Indications
PharmacodynamicsEsomeprazole is a compound that inhibits gastric acid secretion and is indicated in the treatment of gastroesophageal reflux disease (GERD), the healing of erosive esophagitis, and H. pylori eradication to reduce the risk of duodenal ulcer recurrence. Esomeprazole belongs to a new class of antisecretory compounds, the substituted benzimidazoles, that do not exhibit anticholinergic or H2 histamine antagonistic properties, but that suppress gastric acid secretion by specific inhibition of the H+/K+ ATPase at the secretory surface of the gastric parietal cell. By doing so, it inhibits acid secretion into the gsatric lumen. This effect is dose-related and leads to inhibition of both basal and stimulated acid secretion irrespective of the stimulus.
Mechanism of actionEsomeprazole is a proton pump inhibitor that suppresses gastric acid secretion by specific inhibition of the H+/K+-ATPase in the gastric parietal cell. By acting specifically on the proton pump, Esomeprazole blocks the final step in acid production, thus reducing gastric acidity.
TargetKindPharmacological actionActionsOrganismUniProt ID
Potassium-transporting ATPase alpha chain 1Proteinyes
inhibitor
HumanP20648 details
Related Articles
Absorption90%
Volume of distribution
  • 16 L [healthy volunteers]
Protein binding97%
Metabolism

Mainly hepatic. Esomeprazole is completely metabolized by the cytochrome P450 system via CYP2C19 and CYP3A4. Metabolism produces inactive hydroxy and desmethyl metabolites, which have no effect on gastric acid secretion. Less than 1% of the parent drug is excreted in urine.

SubstrateEnzymesProduct
Esomeprazole
5-hydroxyesomeprazoleDetails
Esomeprazole
Not Available
Active Metabolite of EsomeprazoleDetails
Route of eliminationApproximately 80% of the administered dose of esomeprazole is excreted as metabolites in urine and the remaining 20% is excreted in feces.
Half life1-1.5 hours
ClearanceNot Available
ToxicityBlurred vision, confusion, drowsiness, dry mouth, flushing headache, nausea, rapid heartbeat, sweating
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Esomeprazole Action PathwayDrug actionSMP00225
Esomeprazole Metabolism PathwayDrug metabolismSMP00612
SNP Mediated Effects
Interacting Gene/EnzymeSNP RS IDAllele nameDefining changeEffectReference(s)
Cytochrome P450 2C19
Gene symbol: CYP2C19
UniProt: P33261
rs4244285 CYP2C19*2A Allele, homozygotePoor metabolizer, lower dose requirement, improved drug efficacy9867757
Cytochrome P450 2C19
Gene symbol: CYP2C19
UniProt: P33261
rs4986893 CYP2C19*3A Allele, homozygotePoor metabolizer, lower dose requirement, improved drug efficacy9867757
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
AbirateroneThe metabolism of Esomeprazole can be decreased when combined with Abiraterone.Approved
AcenocoumarolThe serum concentration of Acenocoumarol can be increased when it is combined with Esomeprazole.Approved
AdinazolamThe metabolism of Adinazolam can be decreased when combined with Esomeprazole.Approved
Alendronic acidThe therapeutic efficacy of Alendronic acid can be decreased when used in combination with Esomeprazole.Approved
AlmotriptanThe metabolism of Almotriptan can be decreased when combined with Esomeprazole.Approved, Investigational
AmbrisentanThe metabolism of Ambrisentan can be decreased when combined with Esomeprazole.Approved, Investigational
AminophenazoneThe metabolism of Aminophenazone can be decreased when combined with Esomeprazole.Approved, Withdrawn
AmiodaroneThe metabolism of Esomeprazole can be decreased when combined with Amiodarone.Approved, Investigational
AmitriptylineThe metabolism of Amitriptyline can be decreased when combined with Esomeprazole.Approved
AmoxicillinThe metabolism of Amoxicillin can be decreased when combined with Esomeprazole.Approved, Vet Approved
AmphetamineEsomeprazole can cause an increase in the absorption of Amphetamine resulting in an increased serum concentration and potentially a worsening of adverse effects.Approved, Illicit
AntipyrineThe metabolism of Antipyrine can be decreased when combined with Esomeprazole.Approved
ApixabanThe metabolism of Apixaban can be decreased when combined with Esomeprazole.Approved
AprepitantThe serum concentration of Esomeprazole can be increased when it is combined with Aprepitant.Approved, Investigational
ArformoterolThe metabolism of Arformoterol can be decreased when combined with Esomeprazole.Approved, Investigational
ArmodafinilThe metabolism of Esomeprazole can be decreased when combined with Armodafinil.Approved, Investigational
ArtemetherThe metabolism of Artemether can be decreased when combined with Esomeprazole.Approved
AtazanavirThe serum concentration of Atazanavir can be decreased when it is combined with Esomeprazole.Approved, Investigational
AtomoxetineThe metabolism of Esomeprazole can be decreased when combined with Atomoxetine.Approved
AxitinibThe metabolism of Axitinib can be decreased when combined with Esomeprazole.Approved, Investigational
AzelastineThe metabolism of Azelastine can be decreased when combined with Esomeprazole.Approved
BenzatropineThe metabolism of Benzatropine can be decreased when combined with Esomeprazole.Approved
BexaroteneThe serum concentration of Esomeprazole can be decreased when it is combined with Bexarotene.Approved, Investigational
BoceprevirThe metabolism of Esomeprazole can be decreased when combined with Boceprevir.Approved
BortezomibThe metabolism of Esomeprazole can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Esomeprazole can be decreased when it is combined with Bosentan.Approved, Investigational
BosutinibThe serum concentration of Bosutinib can be decreased when it is combined with Esomeprazole.Approved
BromazepamThe metabolism of Bromazepam can be decreased when combined with Esomeprazole.Approved, Illicit
BrompheniramineThe metabolism of Brompheniramine can be decreased when combined with Esomeprazole.Approved
BupivacaineThe metabolism of Bupivacaine can be decreased when combined with Esomeprazole.Approved, Investigational
CarbamazepineThe metabolism of Esomeprazole can be increased when combined with Carbamazepine.Approved, Investigational
CarbinoxamineThe metabolism of Carbinoxamine can be decreased when combined with Esomeprazole.Approved
CarisoprodolThe metabolism of Carisoprodol can be decreased when combined with Esomeprazole.Approved
CefditorenThe serum concentration of Cefditoren can be decreased when it is combined with Esomeprazole.Approved
CeritinibThe serum concentration of Esomeprazole can be increased when it is combined with Ceritinib.Approved
ChloramphenicolThe metabolism of Esomeprazole can be decreased when combined with Chloramphenicol.Approved, Vet Approved
ChlorpropamideThe metabolism of Chlorpropamide can be decreased when combined with Esomeprazole.Approved
CholecalciferolThe metabolism of Esomeprazole can be decreased when combined with Cholecalciferol.Approved, Nutraceutical
CilostazolThe serum concentration of Cilostazol can be increased when it is combined with Esomeprazole.Approved
CimetidineThe metabolism of Esomeprazole can be decreased when combined with Cimetidine.Approved
CisaprideThe metabolism of Cisapride can be decreased when combined with Esomeprazole.Approved, Investigational, Withdrawn
CitalopramThe serum concentration of Citalopram can be increased when it is combined with Esomeprazole.Approved
ClarithromycinThe metabolism of Esomeprazole can be decreased when combined with Clarithromycin.Approved
ClemastineThe metabolism of Esomeprazole can be decreased when combined with Clemastine.Approved
ClobazamThe metabolism of Clobazam can be decreased when combined with Esomeprazole.Approved, Illicit
ClodronateThe therapeutic efficacy of Clodronate can be decreased when used in combination with Esomeprazole.Approved, Investigational, Vet Approved
clomethiazoleThe metabolism of clomethiazole can be decreased when combined with Esomeprazole.Investigational
ClomipramineThe metabolism of Clomipramine can be decreased when combined with Esomeprazole.Approved, Vet Approved
ClopidogrelEsomeprazole may decrease the antiplatelet activities of Clopidogrel.Approved, Nutraceutical
ClotiazepamThe metabolism of Clotiazepam can be decreased when combined with Esomeprazole.Approved, Illicit
ClotrimazoleThe metabolism of Esomeprazole can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineThe metabolism of Clozapine can be decreased when combined with Esomeprazole.Approved
CobicistatThe metabolism of Esomeprazole can be decreased when combined with Cobicistat.Approved
ConivaptanThe serum concentration of Esomeprazole can be increased when it is combined with Conivaptan.Approved, Investigational
CrizotinibThe metabolism of Esomeprazole can be decreased when combined with Crizotinib.Approved
CyclophosphamideThe metabolism of Cyclophosphamide can be decreased when combined with Esomeprazole.Approved, Investigational
CyclosporineThe metabolism of Esomeprazole can be decreased when combined with Cyclosporine.Approved, Investigational, Vet Approved
CysteamineThe therapeutic efficacy of Cysteamine can be decreased when used in combination with Esomeprazole.Approved, Investigational
Dabigatran etexilateThe serum concentration of the active metabolites of Dabigatran etexilate can be reduced when Dabigatran etexilate is used in combination with Esomeprazole resulting in a loss in efficacy.Approved
DabrafenibThe serum concentration of Dabrafenib can be decreased when it is combined with Esomeprazole.Approved
DapsoneThe metabolism of Dapsone can be decreased when combined with Esomeprazole.Approved, Investigational
DarunavirThe metabolism of Esomeprazole can be decreased when combined with Darunavir.Approved
DasatinibThe serum concentration of Dasatinib can be decreased when it is combined with Esomeprazole.Approved, Investigational
DeferasiroxThe serum concentration of Esomeprazole can be decreased when it is combined with Deferasirox.Approved, Investigational
DelavirdineThe serum concentration of Delavirdine can be decreased when it is combined with Esomeprazole.Approved
DesipramineThe metabolism of Desipramine can be decreased when combined with Esomeprazole.Approved
DexamethasoneThe serum concentration of Esomeprazole can be decreased when it is combined with Dexamethasone.Approved, Investigational, Vet Approved
DexmethylphenidateEsomeprazole can cause an increase in the absorption of Dexmethylphenidate resulting in an increased serum concentration and potentially a worsening of adverse effects.Approved
DextroamphetamineEsomeprazole can cause an increase in the absorption of Dextroamphetamine resulting in an increased serum concentration and potentially a worsening of adverse effects.Approved, Illicit
DextromethorphanThe metabolism of Dextromethorphan can be decreased when combined with Esomeprazole.Approved
DiazepamThe metabolism of Diazepam can be decreased when combined with Esomeprazole.Approved, Illicit, Vet Approved
DiclofenacThe metabolism of Diclofenac can be decreased when combined with Esomeprazole.Approved, Vet Approved
DicoumarolThe serum concentration of Dicoumarol can be increased when it is combined with Esomeprazole.Approved
DihydroergotamineThe metabolism of Esomeprazole can be decreased when combined with Dihydroergotamine.Approved
DiltiazemThe metabolism of Esomeprazole can be decreased when combined with Diltiazem.Approved
DiphenhydramineThe metabolism of Diphenhydramine can be decreased when combined with Esomeprazole.Approved
DopamineThe metabolism of Dopamine can be decreased when combined with Esomeprazole.Approved
DoxazosinThe metabolism of Doxazosin can be decreased when combined with Esomeprazole.Approved
DoxepinThe metabolism of Doxepin can be decreased when combined with Esomeprazole.Approved
DoxycyclineThe metabolism of Esomeprazole can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronabinolThe metabolism of Dronabinol can be decreased when combined with Esomeprazole.Approved, Illicit
DronedaroneThe metabolism of Esomeprazole can be decreased when combined with Dronedarone.Approved
EfavirenzThe serum concentration of Esomeprazole can be decreased when it is combined with Efavirenz.Approved, Investigational
EletriptanThe metabolism of Eletriptan can be decreased when combined with Esomeprazole.Approved, Investigational
EnfuvirtideThe metabolism of Enfuvirtide can be decreased when combined with Esomeprazole.Approved, Investigational
EnzalutamideThe serum concentration of Esomeprazole can be decreased when it is combined with Enzalutamide.Approved
ErlotinibThe serum concentration of Erlotinib can be decreased when it is combined with Esomeprazole.Approved, Investigational
ErythromycinThe metabolism of Esomeprazole can be decreased when combined with Erythromycin.Approved, Vet Approved
EscitalopramThe metabolism of Escitalopram can be decreased when combined with Esomeprazole.Approved, Investigational
Eslicarbazepine acetateThe serum concentration of Esomeprazole can be decreased when it is combined with Eslicarbazepine acetate.Approved
EstradiolThe metabolism of Estradiol can be decreased when combined with Esomeprazole.Approved, Investigational, Vet Approved
Ethyl biscoumacetateThe serum concentration of Ethyl biscoumacetate can be increased when it is combined with Esomeprazole.Withdrawn
Etidronic acidThe therapeutic efficacy of Etidronic acid can be decreased when used in combination with Esomeprazole.Approved
EtravirineThe serum concentration of Esomeprazole can be decreased when it is combined with Etravirine.Approved
FamotidineThe metabolism of Famotidine can be decreased when combined with Esomeprazole.Approved
Ferric CarboxymaltoseEsomeprazole can cause a decrease in the absorption of Ferric Carboxymaltose resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Ferric CitrateEsomeprazole can cause a decrease in the absorption of Ferric Citrate resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Ferric pyrophosphateEsomeprazole can cause a decrease in the absorption of Ferric pyrophosphate resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
FluconazoleThe serum concentration of Esomeprazole can be increased when it is combined with Fluconazole.Approved
FluindioneThe serum concentration of Fluindione can be increased when it is combined with Esomeprazole.Investigational
FlunitrazepamThe metabolism of Flunitrazepam can be decreased when combined with Esomeprazole.Approved, Illicit
FluoxetineThe metabolism of Esomeprazole can be decreased when combined with Fluoxetine.Approved, Vet Approved
FlutamideThe metabolism of Flutamide can be decreased when combined with Esomeprazole.Approved
FluvoxamineThe metabolism of Esomeprazole can be decreased when combined with Fluvoxamine.Approved, Investigational
FormoterolThe metabolism of Formoterol can be decreased when combined with Esomeprazole.Approved, Investigational
FosamprenavirThe metabolism of Esomeprazole can be decreased when combined with Fosamprenavir.Approved
FosaprepitantThe serum concentration of Esomeprazole can be increased when it is combined with Fosaprepitant.Approved
FosphenytoinThe metabolism of Esomeprazole can be increased when combined with Fosphenytoin.Approved
Fusidic AcidThe serum concentration of Esomeprazole can be increased when it is combined with Fusidic Acid.Approved
GefitinibThe serum concentration of Gefitinib can be decreased when it is combined with Esomeprazole.Approved, Investigational
GemfibrozilThe metabolism of Esomeprazole can be decreased when combined with Gemfibrozil.Approved
GliclazideThe metabolism of Gliclazide can be decreased when combined with Esomeprazole.Approved
GlucosamineThe metabolism of Glucosamine can be decreased when combined with Esomeprazole.Approved
GlyburideThe metabolism of Glyburide can be decreased when combined with Esomeprazole.Approved
GuanfacineThe metabolism of Guanfacine can be decreased when combined with Esomeprazole.Approved, Investigational
HaloperidolThe metabolism of Haloperidol can be decreased when combined with Esomeprazole.Approved
HexobarbitalThe metabolism of Hexobarbital can be decreased when combined with Esomeprazole.Approved
IbandronateThe therapeutic efficacy of Ibandronate can be decreased when used in combination with Esomeprazole.Approved, Investigational
IbuprofenThe metabolism of Ibuprofen can be decreased when combined with Esomeprazole.Approved
IdelalisibThe serum concentration of Esomeprazole can be increased when it is combined with Idelalisib.Approved
IfosfamideThe metabolism of Ifosfamide can be decreased when combined with Esomeprazole.Approved
ImatinibThe metabolism of Esomeprazole can be decreased when combined with Imatinib.Approved
ImipramineThe metabolism of Imipramine can be decreased when combined with Esomeprazole.Approved
IndinavirThe serum concentration of Indinavir can be decreased when it is combined with Esomeprazole.Approved
IndomethacinThe metabolism of Indomethacin can be decreased when combined with Esomeprazole.Approved, Investigational
IronEsomeprazole can cause a decrease in the absorption of Iron resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
Iron DextranEsomeprazole can cause a decrease in the absorption of Iron Dextran resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved, Vet Approved
Iron saccharateEsomeprazole can cause a decrease in the absorption of Iron saccharate resulting in a reduced serum concentration and potentially a decrease in efficacy.Approved
IsavuconazoniumThe metabolism of Esomeprazole can be decreased when combined with Isavuconazonium.Approved, Investigational
IsoniazidThe metabolism of Esomeprazole can be decreased when combined with Isoniazid.Approved
IsradipineThe metabolism of Esomeprazole can be decreased when combined with Isradipine.Approved
ItraconazoleThe serum concentration of Itraconazole can be decreased when it is combined with Esomeprazole.Approved, Investigational
IvacaftorThe serum concentration of Esomeprazole can be increased when it is combined with Ivacaftor.Approved
IxazomibThe metabolism of Ixazomib can be decreased when combined with Esomeprazole.Approved
KetobemidoneThe metabolism of Ketobemidone can be decreased when combined with Esomeprazole.Approved
KetoconazoleThe serum concentration of Ketoconazole can be decreased when it is combined with Esomeprazole.Approved, Investigational
KetoconazoleThe metabolism of Esomeprazole can be decreased when combined with Ketoconazole.Approved, Investigational
LansoprazoleThe metabolism of Lansoprazole can be decreased when combined with Esomeprazole.Approved, Investigational
LapatinibThe metabolism of Lapatinib can be decreased when combined with Esomeprazole.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be decreased when it is combined with Esomeprazole.Approved
LevomilnacipranThe metabolism of Levomilnacipran can be decreased when combined with Esomeprazole.Approved
LopinavirThe metabolism of Esomeprazole can be decreased when combined with Lopinavir.Approved
LorcaserinThe metabolism of Lorcaserin can be decreased when combined with Esomeprazole.Approved
LovastatinThe metabolism of Esomeprazole can be decreased when combined with Lovastatin.Approved, Investigational
LuliconazoleThe serum concentration of Esomeprazole can be increased when it is combined with Luliconazole.Approved
LumacaftorThe serum concentration of Esomeprazole can be decreased when it is combined with Lumacaftor.Approved
LumiracoxibThe metabolism of Lumiracoxib can be decreased when combined with Esomeprazole.Approved, Investigational
MacitentanThe metabolism of Macitentan can be decreased when combined with Esomeprazole.Approved
MelatoninThe metabolism of Melatonin can be decreased when combined with Esomeprazole.Approved, Nutraceutical, Vet Approved
MephenytoinThe metabolism of Mephenytoin can be decreased when combined with Esomeprazole.Investigational, Withdrawn
MeprobamateThe metabolism of Meprobamate can be decreased when combined with Esomeprazole.Approved, Illicit
MesalazineThe therapeutic efficacy of Mesalazine can be decreased when used in combination with Esomeprazole.Approved
MethadoneThe metabolism of Methadone can be decreased when combined with Esomeprazole.Approved
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Esomeprazole.Approved
MethsuximideThe metabolism of Methsuximide can be decreased when combined with Esomeprazole.Approved
MethylphenidateEsomeprazole can cause an increase in the absorption of Methylphenidate resulting in an increased serum concentration and potentially a worsening of adverse effects.Approved, Investigational
MethylphenobarbitalThe metabolism of Methylphenobarbital can be decreased when combined with Esomeprazole.Approved
MetoprololThe metabolism of Metoprolol can be decreased when combined with Esomeprazole.Approved, Investigational
MifepristoneThe serum concentration of Esomeprazole can be increased when it is combined with Mifepristone.Approved, Investigational
MitotaneThe serum concentration of Esomeprazole can be decreased when it is combined with Mitotane.Approved
MoclobemideThe metabolism of Moclobemide can be decreased when combined with Esomeprazole.Approved
ModafinilThe serum concentration of Esomeprazole can be decreased when it is combined with Modafinil.Approved, Investigational
Mycophenolic acidThe serum concentration of Mycophenolic acid can be decreased when it is combined with Esomeprazole.Approved
NafcillinThe serum concentration of Esomeprazole can be decreased when it is combined with Nafcillin.Approved
NefazodoneThe metabolism of Esomeprazole can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe serum concentration of the active metabolites of Nelfinavir can be reduced when Nelfinavir is used in combination with Esomeprazole resulting in a loss in efficacy.Approved
NetupitantThe serum concentration of Esomeprazole can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Esomeprazole can be increased when combined with Nevirapine.Approved
NicardipineThe metabolism of Esomeprazole can be decreased when combined with Nicardipine.Approved
NicotineThe metabolism of Nicotine can be decreased when combined with Esomeprazole.Approved
NilotinibThe serum concentration of Nilotinib can be decreased when it is combined with Esomeprazole.Approved, Investigational
NilutamideThe metabolism of Nilutamide can be decreased when combined with Esomeprazole.Approved
NortriptylineThe metabolism of Nortriptyline can be decreased when combined with Esomeprazole.Approved
OlaparibThe metabolism of Esomeprazole can be decreased when combined with Olaparib.Approved
OmeprazoleThe metabolism of Esomeprazole can be decreased when combined with Omeprazole.Approved, Investigational, Vet Approved
OsimertinibThe serum concentration of Esomeprazole can be increased when it is combined with Osimertinib.Approved
OspemifeneThe metabolism of Ospemifene can be decreased when combined with Esomeprazole.Approved
OxiconazoleThe metabolism of Oxiconazole can be decreased when combined with Esomeprazole.Approved
PalbociclibThe serum concentration of Esomeprazole can be increased when it is combined with Palbociclib.Approved
PamidronateThe therapeutic efficacy of Pamidronate can be decreased when used in combination with Esomeprazole.Approved
PantoprazoleThe metabolism of Esomeprazole can be decreased when combined with Pantoprazole.Approved
PazopanibThe serum concentration of Pazopanib can be decreased when it is combined with Esomeprazole.Approved
PentamidineThe metabolism of Pentamidine can be decreased when combined with Esomeprazole.Approved
PentobarbitalThe metabolism of Esomeprazole can be increased when combined with Pentobarbital.Approved, Vet Approved
PerphenazineThe metabolism of Perphenazine can be decreased when combined with Esomeprazole.Approved
PethidineThe metabolism of Pethidine can be decreased when combined with Esomeprazole.Approved
PhenacetinThe metabolism of Phenacetin can be decreased when combined with Esomeprazole.Withdrawn
PhenindioneThe serum concentration of Phenindione can be increased when it is combined with Esomeprazole.Approved
PhenobarbitalThe metabolism of Esomeprazole can be increased when combined with Phenobarbital.Approved
PhenprocoumonThe serum concentration of Phenprocoumon can be increased when it is combined with Esomeprazole.Approved
PhenytoinThe metabolism of Esomeprazole can be increased when combined with Phenytoin.Approved, Vet Approved
PipotiazineThe metabolism of Pipotiazine can be decreased when combined with Esomeprazole.Approved
PodofiloxThe metabolism of Podofilox can be decreased when combined with Esomeprazole.Approved
PosaconazoleThe serum concentration of Posaconazole can be decreased when it is combined with Esomeprazole.Approved, Investigational, Vet Approved
PrasugrelThe metabolism of Prasugrel can be decreased when combined with Esomeprazole.Approved
PraziquantelThe metabolism of Praziquantel can be decreased when combined with Esomeprazole.Approved, Vet Approved
PrimidoneThe metabolism of Esomeprazole can be increased when combined with Primidone.Approved, Vet Approved
ProgesteroneThe metabolism of Progesterone can be decreased when combined with Esomeprazole.Approved, Vet Approved
ProguanilThe metabolism of Proguanil can be decreased when combined with Esomeprazole.Approved
PromazineThe metabolism of Promazine can be decreased when combined with Esomeprazole.Approved, Vet Approved
PropofolThe metabolism of Propofol can be decreased when combined with Esomeprazole.Approved, Investigational, Vet Approved
PropranololThe metabolism of Propranolol can be decreased when combined with Esomeprazole.Approved, Investigational
QuazepamThe metabolism of Quazepam can be decreased when combined with Esomeprazole.Approved, Illicit
QuetiapineThe metabolism of Quetiapine can be decreased when combined with Esomeprazole.Approved
QuinineThe metabolism of Quinine can be decreased when combined with Esomeprazole.Approved
RabeprazoleThe metabolism of Rabeprazole can be decreased when combined with Esomeprazole.Approved, Investigational
RaltegravirThe serum concentration of Raltegravir can be increased when it is combined with Esomeprazole.Approved
RamelteonThe metabolism of Ramelteon can be decreased when combined with Esomeprazole.Approved, Investigational
RanitidineThe metabolism of Ranitidine can be decreased when combined with Esomeprazole.Approved
RanolazineThe metabolism of Esomeprazole can be decreased when combined with Ranolazine.Approved, Investigational
RifabutinThe metabolism of Esomeprazole can be increased when combined with Rifabutin.Approved
RifampicinThe serum concentration of Esomeprazole can be decreased when it is combined with Rifampicin.Approved
RifapentineThe metabolism of Esomeprazole can be increased when combined with Rifapentine.Approved
RilpivirineThe serum concentration of Rilpivirine can be decreased when it is combined with Esomeprazole.Approved
RiociguatThe serum concentration of Riociguat can be decreased when it is combined with Esomeprazole.Approved
RisedronateThe therapeutic efficacy of Risedronate can be decreased when used in combination with Esomeprazole.Approved, Investigational
RitonavirThe metabolism of Esomeprazole can be decreased when combined with Ritonavir.Approved, Investigational
RomidepsinThe metabolism of Romidepsin can be decreased when combined with Esomeprazole.Approved, Investigational
RosuvastatinThe metabolism of Rosuvastatin can be decreased when combined with Esomeprazole.Approved
SaquinavirThe serum concentration of Saquinavir can be increased when it is combined with Esomeprazole.Approved, Investigational
SelegilineThe metabolism of Selegiline can be decreased when combined with Esomeprazole.Approved, Investigational, Vet Approved
SeratrodastThe metabolism of Seratrodast can be decreased when combined with Esomeprazole.Approved, Investigational
SertralineThe metabolism of Sertraline can be decreased when combined with Esomeprazole.Approved
SildenafilThe metabolism of Esomeprazole can be decreased when combined with Sildenafil.Approved, Investigational
SiltuximabThe serum concentration of Esomeprazole can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Esomeprazole can be increased when it is combined with Simeprevir.Approved
St. John's WortThe serum concentration of Esomeprazole can be decreased when it is combined with St. John's Wort.Nutraceutical
StiripentolThe serum concentration of Esomeprazole can be increased when it is combined with Stiripentol.Approved
SulfisoxazoleThe metabolism of Esomeprazole can be decreased when combined with Sulfisoxazole.Approved, Vet Approved
TacrolimusThe serum concentration of Tacrolimus can be increased when it is combined with Esomeprazole.Approved, Investigational
TamoxifenThe metabolism of Tamoxifen can be decreased when combined with Esomeprazole.Approved
TapentadolThe metabolism of Tapentadol can be decreased when combined with Esomeprazole.Approved
Technetium tc 99m etidronateThe therapeutic efficacy of Technetium tc 99m etidronate can be decreased when used in combination with Esomeprazole.Approved
Technetium Tc-99m MedronateThe therapeutic efficacy of Technetium Tc-99m Medronate can be decreased when used in combination with Esomeprazole.Approved
TelaprevirThe metabolism of Esomeprazole can be decreased when combined with Telaprevir.Approved
TelithromycinThe metabolism of Esomeprazole can be decreased when combined with Telithromycin.Approved
TemazepamThe metabolism of Temazepam can be decreased when combined with Esomeprazole.Approved
TeniposideThe metabolism of Teniposide can be decreased when combined with Esomeprazole.Approved
TerbinafineThe metabolism of Terbinafine can be decreased when combined with Esomeprazole.Approved, Investigational, Vet Approved
TestosteroneThe metabolism of Testosterone can be decreased when combined with Esomeprazole.Approved, Investigational
ThalidomideThe metabolism of Thalidomide can be decreased when combined with Esomeprazole.Approved, Investigational, Withdrawn
ThioridazineThe metabolism of Thioridazine can be decreased when combined with Esomeprazole.Approved
TiclopidineThe metabolism of Esomeprazole can be decreased when combined with Ticlopidine.Approved
TiludronateThe therapeutic efficacy of Tiludronate can be decreased when used in combination with Esomeprazole.Approved, Vet Approved
TimololThe metabolism of Timolol can be decreased when combined with Esomeprazole.Approved
TipranavirThe serum concentration of Esomeprazole can be decreased when it is combined with Tipranavir.Approved, Investigational
TocilizumabThe serum concentration of Esomeprazole can be decreased when it is combined with Tocilizumab.Approved
TofacitinibThe metabolism of Tofacitinib can be decreased when combined with Esomeprazole.Approved, Investigational
TolbutamideThe metabolism of Tolbutamide can be decreased when combined with Esomeprazole.Approved
TolterodineThe metabolism of Tolterodine can be decreased when combined with Esomeprazole.Approved, Investigational
TopiramateThe metabolism of Esomeprazole can be decreased when combined with Topiramate.Approved
TrabectedinThe metabolism of Trabectedin can be decreased when combined with Esomeprazole.Approved, Investigational
TranylcypromineThe metabolism of Esomeprazole can be decreased when combined with Tranylcypromine.Approved
TrimethadioneThe metabolism of Trimethadione can be decreased when combined with Esomeprazole.Approved
TrimipramineThe metabolism of Trimipramine can be decreased when combined with Esomeprazole.Approved
TroglitazoneThe metabolism of Troglitazone can be decreased when combined with Esomeprazole.Withdrawn
Valproic AcidThe metabolism of Valproic Acid can be decreased when combined with Esomeprazole.Approved, Investigational
VenlafaxineThe metabolism of Esomeprazole can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Esomeprazole can be decreased when combined with Verapamil.Approved
VoriconazoleThe serum concentration of Esomeprazole can be increased when it is combined with Voriconazole.Approved, Investigational
VortioxetineThe metabolism of Vortioxetine can be decreased when combined with Esomeprazole.Approved
WarfarinThe serum concentration of Warfarin can be increased when it is combined with Esomeprazole.Approved
ZidovudineThe metabolism of Zidovudine can be decreased when combined with Esomeprazole.Approved
ZiprasidoneThe metabolism of Esomeprazole can be decreased when combined with Ziprasidone.Approved
Zoledronic acidThe therapeutic efficacy of Zoledronic acid can be decreased when used in combination with Esomeprazole.Approved
ZolpidemThe metabolism of Zolpidem can be decreased when combined with Esomeprazole.Approved
Food Interactions
  • Take without regard to meals.
References
Synthesis Reference

Manne Reddy, “Amorphous hydrates of esomeprazole magnesium and process for the preparation thereof.” U.S. Patent US20040167173, issued August 26, 2004.

US20040167173
General References
  1. Lind T, Rydberg L, Kyleback A, Jonsson A, Andersson T, Hasselgren G, Holmberg J, Rohss K: Esomeprazole provides improved acid control vs. omeprazole In patients with symptoms of gastro-oesophageal reflux disease. Aliment Pharmacol Ther. 2000 Jul;14(7):861-7. [PubMed:10886041 ]
External Links
ATC CodesM01AE52A02BC05A02BD06
AHFS Codes
  • 56:28.36
PDB EntriesNot Available
FDA labelDownload (104 KB)
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9968
Blood Brain Barrier-0.6326
Caco-2 permeable+0.8867
P-glycoprotein substrateNon-substrate0.5573
P-glycoprotein inhibitor IInhibitor0.6622
P-glycoprotein inhibitor IINon-inhibitor0.968
Renal organic cation transporterNon-inhibitor0.542
CYP450 2C9 substrateNon-substrate0.7838
CYP450 2D6 substrateSubstrate0.6175
CYP450 3A4 substrateSubstrate0.6901
CYP450 1A2 substrateInhibitor0.7505
CYP450 2C9 inhibitorNon-inhibitor0.907
CYP450 2D6 inhibitorNon-inhibitor0.9231
CYP450 2C19 inhibitorInhibitor0.8994
CYP450 3A4 inhibitorInhibitor0.796
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7895
Ames testNon AMES toxic0.5692
CarcinogenicityNon-carcinogens0.8318
BiodegradationNot ready biodegradable0.9778
Rat acute toxicity2.2254 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.719
hERG inhibition (predictor II)Non-inhibitor0.8977
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Astrazeneca lp
Packagers
Dosage forms
FormRouteStrength
Capsule, delayed releaseOral20 1/1
Capsule, delayed releaseOral40 1/1
Capsule, delayed release pelletsOral20 mg/1
Capsule, delayed release pelletsOral40 mg/1
Injection, powder, lyophilized, for solutionIntravenous20 mg/5mL
Injection, powder, lyophilized, for solutionIntravenous20 mg/1
Injection, powder, lyophilized, for solutionIntravenous40 mg/5mL
Injection, powder, lyophilized, for solutionIntravenous40 mg/1
Capsule, delayed releaseOral24.65 mg/1
Capsule, delayed releaseOral49.3 mg/1
Capsule, delayed releaseOral20 mg/1
Capsule, delayed releaseOral40 mg/1
Granule, delayed releaseOral10 mg/1
Granule, delayed releaseOral10 mg
Granule, delayed releaseOral2.5 mg/1
Granule, delayed releaseOral20 mg/1
Granule, delayed releaseOral40 mg/1
Granule, delayed releaseOral5 mg/1
Tablet, delayed releaseOral20 mg
Tablet, delayed releaseOral40 mg
TabletOral20 mg/1
InjectionIntravenous20 mg/5mL
InjectionIntravenous40 mg/5mL
Capsule, delayed releaseOral20 mg
Capsule, delayed releaseOral40 mg
Tablet, delayed releaseOral
Prices
Unit descriptionCostUnit
Nexium i.v. 20 mg vial33.91USD vial
Nexium i.v. 40 mg vial33.91USD vial
NexIUM 20 mg Delayed Release Capsule6.76USD capsule
NexIUM 40 mg Delayed Release Capsule6.76USD capsule
Nexium 10 mg packet6.5USD each
Nexium 20 mg capsule6.5USD capsule
Nexium 20 mg packet6.5USD each
Nexium 40 mg capsule6.5USD capsule
Nexium 40 mg packet6.5USD each
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
CA1338377 No1996-06-112013-06-11Canada
CA2346988 No2009-02-102019-11-03Canada
US5714504 Yes1995-08-032015-08-03Us
US5877192 No1994-05-272014-05-27Us
US5900424 Yes1996-11-042016-11-04Us
US6147103 Yes1999-04-092019-04-09Us
US6166213 Yes1999-04-092019-04-09Us
US6191148 Yes1999-04-092019-04-09Us
US6369085 Yes1998-11-252018-11-25Us
US6428810 Yes2000-05-032020-05-03Us
US6926907 No2003-02-282023-02-28Us
US7411070 Yes1998-11-252018-11-25Us
US7745466 No1998-10-132018-10-13Us
US8466175 Yes1998-11-252018-11-25Us
US8557285 No2002-05-312022-05-31Us
US8852636 No2002-05-312022-05-31Us
US8858996 No2002-05-312022-05-31Us
US8945621 No2011-10-172031-10-17Us
US9161920 No2002-05-312022-05-31Us
US9198888 No2002-05-312022-05-31Us
US9220698 No2011-03-102031-03-10Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point155 °CNot Available
water solubilityVery slightly soluble in waterNot Available
logP0.6Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.353 mg/mLALOGPS
logP1.66ALOGPS
logP2.43ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.68ChemAxon
pKa (Strongest Basic)4.77ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area77.1 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity93.66 m3·mol-1ChemAxon
Polarizability35.81 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sulfinylbenzimidazoles. These are polycyclic aromatic compounds containing a sulfinyl group attached at the position 2 of a benzimidazole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassSulfinylbenzimidazoles
Direct ParentSulfinylbenzimidazoles
Alternative Parents
Substituents
  • Sulfinylbenzimidazole
  • Anisole
  • Methylpyridine
  • Alkyl aryl ether
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Imidazole
  • Azole
  • Sulfoxide
  • Azacycle
  • Sulfinyl compound
  • Ether
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic anion
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
  • 5-methoxy-2-\{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl\}-1H-benzimidazole (CHEBI:50275 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
inhibitor
General Function:
Sodium:potassium-exchanging atpase activity
Specific Function:
Catalyzes the hydrolysis of ATP coupled with the exchange of H(+) and K(+) ions across the plasma membrane. Responsible for acid production in the stomach.
Gene Name:
ATP4A
Uniprot ID:
P20648
Molecular Weight:
114117.74 Da
References
  1. Saccar CL: The pharmacology of esomeprazole and its role in gastric acid related diseases. Expert Opin Drug Metab Toxicol. 2009 Sep;5(9):1113-24. doi: 10.1517/17425250903124363. [PubMed:19606942 ]
  2. McKeage K, Blick SK, Croxtall JD, Lyseng-Williamson KA, Keating GM: Esomeprazole: a review of its use in the management of gastric acid-related diseases in adults. Drugs. 2008;68(11):1571-607. [PubMed:18627213 ]
  3. Vachhani R, Olds G, Velanovich V: Esomeprazole: a proton pump inhibitor. Expert Rev Gastroenterol Hepatol. 2009 Feb;3(1):15-27. doi: 10.1586/17474124.3.1.15. [PubMed:19210109 ]
  4. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:
CYP2C19
Uniprot ID:
P33261
Molecular Weight:
55930.545 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
  2. Klotz U: Clinical impact of CYP2C19 polymorphism on the action of proton pump inhibitors: a review of a special problem. Int J Clin Pharmacol Ther. 2006 Jul;44(7):297-302. [PubMed:16961157 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Vitamin d3 25-hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:
CYP3A4
Uniprot ID:
P08684
Molecular Weight:
57342.67 Da
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Drug created on June 13, 2005 07:24 / Updated on December 11, 2016 03:56