You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on DrugBank.
Identification
NameSalmeterol
Accession NumberDB00938  (APRD00277)
TypeSmall Molecule
GroupsApproved
DescriptionSalmeterol is a long-acting beta2-adrenergic receptor agonist drug that is currently prescribed for the treatment of asthma and chronic obstructive pulmonary disease COPD.
Structure
Thumb
Synonyms
GR-33343-X
GR-33343X
Salmaterol
Salmeterol
Salmeterolum
Serevent
Serevent diskus
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Serevent (25mcg/actuation)metered-dose aerosol25 mcginhalation; oralGlaxosmithkline Inc1998-04-092006-07-12Canada
Serevent Diskhaler Disk (50mcg/dose)powder50 mcginhalation; oralGlaxosmithkline Inc1998-02-11Not applicableCanada
Serevent Diskuspowder, metered50 ug/1oral; respiratory (inhalation)Glaxo Smith Kline Llc1997-12-01Not applicableUs
Serevent Diskuspowder, metered50 ug/1oral; respiratory (inhalation)Glaxo Smith Kline Llc1997-11-25Not applicableUs
Serevent Diskuspowder, metered50 ug/1oral; respiratory (inhalation)Dispensing Solutions, Inc.1997-11-25Not applicableUs
Serevent Diskus (50mcg/dose)powder50 mcginhalationGlaxosmithkline Inc1998-04-01Not applicableCanada
Serevent- Aem 25mcg/aemmetered-dose aerosol25 mcginhalation; oralGlaxo Canada Inc1994-12-311998-07-30Canada
Serevent-pwr 50mcg/blister Packpowder50 mcginhalation; oralGlaxo Canada Inc1994-12-311998-07-30Canada
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
Aeromax DiskusNot Available
ArialNot Available
SalmetedurNot Available
SereventNot Available
Brand mixtures
NameLabellerIngredients
Advair 100 DiskusGlaxosmithkline Inc
Advair 125Glaxosmithkline Inc
Advair 250Glaxosmithkline Inc
Advair 250 DiskusGlaxosmithkline Inc
Advair 500 DiskusGlaxosmithkline Inc
Advair DiskusGlaxo Smith Kline Llc
Advair HFAGlaxo Smith Kline Llc
Advairdiskus DiskusREMEDYREPACK INC.
Salts
Name/CASStructureProperties
Salmeterol xinafoate
ThumbNot applicableDBSALT001372
Categories
UNII2I4BC502BT
CAS number89365-50-4
WeightAverage: 415.5656
Monoisotopic: 415.272258677
Chemical FormulaC25H37NO4
InChI KeyInChIKey=GIIZNNXWQWCKIB-UHFFFAOYSA-N
InChI
InChI=1S/C25H37NO4/c27-20-23-18-22(13-14-24(23)28)25(29)19-26-15-7-1-2-8-16-30-17-9-6-12-21-10-4-3-5-11-21/h3-5,10-11,13-14,18,25-29H,1-2,6-9,12,15-17,19-20H2
IUPAC Name
4-(1-hydroxy-2-{[6-(4-phenylbutoxy)hexyl]amino}ethyl)-2-(hydroxymethyl)phenol
SMILES
OCC1=C(O)C=CC(=C1)C(O)CNCCCCCCOCCCCC1=CC=CC=C1
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzyl alcohols. These are organic compounds containing the phenylmethanol substructure.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzyl alcohols
Direct ParentBenzyl alcohols
Alternative Parents
Substituents
  • Benzyl alcohol
  • Aralkylamine
  • Phenol
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Secondary amine
  • Ether
  • Secondary aliphatic amine
  • Dialkyl ether
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationFor the treatment of asthma and chronic obstructive pulmonary disease (COPD).
PharmacodynamicsSalmeterol is a long acting beta2-adrenoceptor agonist (LABA), usually only prescribed for severe persistent asthma following previous treatment with a short-acting beta agonist such as salbutamol and is prescribed concurrently with a corticosteroid, such as beclometasone. The primary noticable difference of salmeterol to salbutamol is that the duration of action lasts approximately 12 hours in comparison with 4-6 hours of salbutamol. When used regularly every day as presecribed, inhaled salmeterol decreases the number and severity of asthma attacks. However, it is not for use for relieving an asthma attack that has already started. Inhaled salmeterol works like other beta 2-agonists, causing bronchodilatation by relaxing the smooth muscle in the airway so as to treat the exacerbation of asthma. Salmeterol is similar in action to formoterol, however formoterol has been demonstrated to have a faster onset of action than salmeterol as a result of a lower lipophilicity, and has also been demonstrated to be more potent - a 12 µg dose of formoterol has been demonstrated to be equivalent to a 50 µg dose of salmeterol.
Mechanism of actionSalmeterol's long, lipophilic side chain binds to exosites near beta(2)-receptors in the lungs and on bronchiolar smooth muscle, allowing the active portion of the molecule to remain at the receptor site, continually binding and releasing. Beta(2)-receptor stimulation in the lung causes relaxation of bronchial smooth muscle, bronchodilation, and increased bronchial airflow.
Related Articles
AbsorptionBecause of the small therapeutic dose, systemic levels of salmeterol are low or undetectable after inhalation of recommended doses.
Volume of distributionNot Available
Protein binding96%
Metabolism

Hepatic, metabolized by hydroxylation via CYP3A4

SubstrateEnzymesProduct
Salmeterol
alpha-hydroxysalmeterolDetails
Route of eliminationNot Available
Half life5.5 hours
ClearanceNot Available
ToxicitySymptoms of overdose include angina (chest pain), dizziness, dry mouth, fatigue, flu-like symptoms, headache, heart irregularities, high or low blood pressure, high blood sugar, insomnia, muscle cramps, nausea, nervousness, rapid heartbeat, seizures, and tremor. By the oral route, no deaths occurred in rats at 1,000 mg/kg (approximately 81,000 times the maximum recommended daily inhalation dose in adults and approximately 38,000 times the maximum recommended daily inhalation dose in children on a mg/m2 basis).
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8516
Blood Brain Barrier-0.8862
Caco-2 permeable-0.6968
P-glycoprotein substrateSubstrate0.7767
P-glycoprotein inhibitor IInhibitor0.539
P-glycoprotein inhibitor IIInhibitor0.7663
Renal organic cation transporterNon-inhibitor0.6106
CYP450 2C9 substrateNon-substrate0.8
CYP450 2D6 substrateNon-substrate0.9116
CYP450 3A4 substrateNon-substrate0.5937
CYP450 1A2 substrateInhibitor0.9106
CYP450 2C9 inhibitorNon-inhibitor0.9099
CYP450 2D6 inhibitorInhibitor0.8931
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.6121
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8618
Ames testNon AMES toxic0.807
CarcinogenicityNon-carcinogens0.9378
BiodegradationReady biodegradable0.5587
Rat acute toxicity2.0830 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Strong inhibitor0.741
hERG inhibition (predictor II)Inhibitor0.7149
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Glaxosmithkline
  • Glaxo group ltd dba glaxosmithkline
Packagers
Dosage forms
FormRouteStrength
Powderinhalation
Aerosol, metered doseinhalation
Powderoral; respiratory (inhalation)
Powderrespiratory (inhalation)
Aerosol, meteredrespiratory (inhalation)
Powderinhalation; oral50 mcg
Powder, meteredoral; respiratory (inhalation)50 ug/1
Powderinhalation50 mcg
Metered-dose aerosolinhalation; oral25 mcg
Prices
Unit descriptionCostUnit
Serevent Diskus 60 50 mcg/dose Powder Inhaler182.81USD inhaler
Serevent Diskhaler Device6.15USD device
Serevent 50 mcg/dose Disk4.21USD disk
Serevent diskus 50 mcg3.71USD each
Serevent Diskus 50 mcg/dose Metered Inhalation Powder1.05USD dose
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
CA1335999 No1995-06-202012-06-20Canada
CA2165830 No2005-04-262014-06-30Canada
US5590645 No1994-03-012011-03-01Us
US5873360 Yes1996-08-232016-08-23Us
US6161724 Yes1998-07-162018-07-16Us
US6170717 Yes1998-06-232018-06-23Us
US6315173 Yes1998-06-232018-06-23Us
US6431168 Yes1998-12-082018-12-08Us
US6435372 Yes1998-07-162018-07-16Us
US6510969 Yes1998-06-232018-06-23Us
US6743413 Yes2001-12-012021-12-01Us
US6938796 Yes1998-07-162018-07-16Us
US6966467 Yes1998-06-232018-06-23Us
US6997349 Yes1998-07-162018-07-16Us
US7107986 Yes1998-12-082018-12-08Us
US7143908 Yes1998-07-162018-07-16Us
US7350676 Yes1999-02-242019-02-24Us
US7500444 Yes2006-08-262026-08-26Us
US7832351 Yes2003-12-192023-12-19Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point75.5-76.5 °CNot Available
water solubilitySparingly solubleNot Available
logP4.2Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00226 mg/mLALOGPS
logP3.82ALOGPS
logP3.61ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)10.12ChemAxon
pKa (Strongest Basic)9.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area81.95 Å2ChemAxon
Rotatable Bond Count16ChemAxon
Refractivity122.39 m3·mol-1ChemAxon
Polarizability50.6 Å3ChemAxon
Number of Rings2ChemAxon
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
References
Synthesis Reference

Panayiotis Procopiou, “Novel process for preparing salmeterol.” U.S. Patent US20030162840, issued August 28, 2003.

US20030162840
General References
  1. Salpeter SR, Buckley NS, Ormiston TM, Salpeter EE: Meta-analysis: effect of long-acting beta-agonists on severe asthma exacerbations and asthma-related deaths. Ann Intern Med. 2006 Jun 20;144(12):904-12. Epub 2006 Jun 5. [PubMed:16754916 ]
External Links
ATC CodesR03AK06R03AK12R03AC12
AHFS Codes
  • 12:12.08.12
PDB EntriesNot Available
FDA labelDownload (132 KB)
MSDSDownload (51 KB)
Interactions
Drug Interactions
Drug
7,8-DICHLORO-1,2,3,4-TETRAHYDROISOQUINOLINEThe risk or severity of adverse effects can be increased when 7,8-DICHLORO-1,2,3,4-TETRAHYDROISOQUINOLINE is combined with Salmeterol.
AcebutololAcebutolol may decrease the bronchodilatory activities of Salmeterol.
AlprenololAlprenolol may decrease the bronchodilatory activities of Salmeterol.
AmineptineThe risk or severity of adverse effects can be increased when Amineptine is combined with Salmeterol.
AmiodaroneThe serum concentration of Salmeterol can be increased when it is combined with Amiodarone.
AmiodaroneSalmeterol may increase the QTc-prolonging activities of Amiodarone.
AmitriptylineThe risk or severity of adverse effects can be increased when Amitriptyline is combined with Salmeterol.
AmodiaquineThe serum concentration of Amodiaquine can be increased when it is combined with Salmeterol.
AnagrelideSalmeterol may increase the QTc-prolonging activities of Anagrelide.
AprepitantThe serum concentration of Salmeterol can be increased when it is combined with Aprepitant.
Arsenic trioxideSalmeterol may increase the QTc-prolonging activities of Arsenic trioxide.
ArtemetherSalmeterol may increase the QTc-prolonging activities of Artemether.
AsenapineSalmeterol may increase the QTc-prolonging activities of Asenapine.
AtazanavirThe serum concentration of Salmeterol can be increased when it is combined with Atazanavir.
AtenololAtenolol may decrease the bronchodilatory activities of Salmeterol.
AtomoxetineThe serum concentration of Salmeterol can be increased when it is combined with Atomoxetine.
AtosibanThe risk or severity of adverse effects can be increased when Salmeterol is combined with Atosiban.
AzithromycinSalmeterol may increase the QTc-prolonging activities of Azithromycin.
BedaquilineSalmeterol may increase the QTc-prolonging activities of Bedaquiline.
BendroflumethiazideSalmeterol may increase the hypokalemic activities of Bendroflumethiazide.
BenmoxinThe risk or severity of adverse effects can be increased when Benmoxin is combined with Salmeterol.
BetahistineThe therapeutic efficacy of Salmeterol can be decreased when used in combination with Betahistine.
BetaxololBetaxolol may decrease the bronchodilatory activities of Salmeterol.
BexaroteneThe serum concentration of Salmeterol can be decreased when it is combined with Bexarotene.
BisoprololBisoprolol may decrease the bronchodilatory activities of Salmeterol.
BoceprevirThe serum concentration of Salmeterol can be increased when it is combined with Boceprevir.
BopindololBopindolol may decrease the bronchodilatory activities of Salmeterol.
BortezomibThe serum concentration of Salmeterol can be increased when it is combined with Bortezomib.
BosentanThe serum concentration of Salmeterol can be decreased when it is combined with Bosentan.
BumetanideSalmeterol may increase the hypokalemic activities of Bumetanide.
BupranololBupranolol may decrease the bronchodilatory activities of Salmeterol.
CarbamazepineThe metabolism of Salmeterol can be increased when combined with Carbamazepine.
CaroxazoneThe risk or severity of adverse effects can be increased when Caroxazone is combined with Salmeterol.
CarteololCarteolol may decrease the bronchodilatory activities of Salmeterol.
CeliprololCeliprolol may decrease the bronchodilatory activities of Salmeterol.
CeritinibThe serum concentration of Salmeterol can be increased when it is combined with Ceritinib.
CeritinibSalmeterol may increase the QTc-prolonging activities of Ceritinib.
ChloroquineSalmeterol may increase the QTc-prolonging activities of Chloroquine.
ChlorothiazideSalmeterol may increase the hypokalemic activities of Chlorothiazide.
ChlorpromazineSalmeterol may increase the QTc-prolonging activities of Chlorpromazine.
ChlorthalidoneSalmeterol may increase the hypokalemic activities of Chlorthalidone.
CiprofloxacinSalmeterol may increase the QTc-prolonging activities of Ciprofloxacin.
CisaprideSalmeterol may increase the QTc-prolonging activities of Cisapride.
CitalopramSalmeterol may increase the QTc-prolonging activities of Citalopram.
ClarithromycinThe serum concentration of Salmeterol can be increased when it is combined with Clarithromycin.
ClarithromycinSalmeterol may increase the QTc-prolonging activities of Clarithromycin.
ClemastineThe serum concentration of Salmeterol can be increased when it is combined with Clemastine.
ClomipramineThe risk or severity of adverse effects can be increased when Clomipramine is combined with Salmeterol.
ClotrimazoleThe serum concentration of Salmeterol can be increased when it is combined with Clotrimazole.
ClozapineSalmeterol may increase the QTc-prolonging activities of Clozapine.
CobicistatThe serum concentration of Salmeterol can be increased when it is combined with Cobicistat.
ConivaptanThe serum concentration of Salmeterol can be increased when it is combined with Conivaptan.
CrizotinibThe serum concentration of Salmeterol can be increased when it is combined with Crizotinib.
CrizotinibSalmeterol may increase the QTc-prolonging activities of Crizotinib.
CyclobenzaprineThe risk or severity of adverse effects can be increased when Cyclobenzaprine is combined with Salmeterol.
CyclosporineThe serum concentration of Salmeterol can be increased when it is combined with Cyclosporine.
DabrafenibThe serum concentration of Salmeterol can be decreased when it is combined with Dabrafenib.
DarunavirThe serum concentration of Salmeterol can be increased when it is combined with Darunavir.
DasatinibThe serum concentration of Salmeterol can be increased when it is combined with Dasatinib.
DeferasiroxThe serum concentration of Salmeterol can be decreased when it is combined with Deferasirox.
DelavirdineThe serum concentration of Salmeterol can be increased when it is combined with Delavirdine.
DesipramineThe risk or severity of adverse effects can be increased when Desipramine is combined with Salmeterol.
DexamethasoneThe serum concentration of Salmeterol can be decreased when it is combined with Dexamethasone.
DihydroergotamineThe serum concentration of Salmeterol can be increased when it is combined with Dihydroergotamine.
DiltiazemThe serum concentration of Salmeterol can be increased when it is combined with Diltiazem.
DisopyramideSalmeterol may increase the QTc-prolonging activities of Disopyramide.
DofetilideSalmeterol may increase the QTc-prolonging activities of Dofetilide.
DolasetronSalmeterol may increase the QTc-prolonging activities of Dolasetron.
DomperidoneSalmeterol may increase the QTc-prolonging activities of Domperidone.
DosulepinThe risk or severity of adverse effects can be increased when Dosulepin is combined with Salmeterol.
DoxepinThe risk or severity of adverse effects can be increased when Doxepin is combined with Salmeterol.
DoxycyclineThe serum concentration of Salmeterol can be increased when it is combined with Doxycycline.
DronedaroneThe serum concentration of Salmeterol can be increased when it is combined with Dronedarone.
DronedaroneSalmeterol may increase the QTc-prolonging activities of Dronedarone.
DroperidolSalmeterol may increase the QTc-prolonging activities of Droperidol.
EfavirenzThe serum concentration of Salmeterol can be decreased when it is combined with Efavirenz.
EliglustatSalmeterol may increase the QTc-prolonging activities of Eliglustat.
EnzalutamideThe serum concentration of Salmeterol can be decreased when it is combined with Enzalutamide.
ErythromycinThe serum concentration of Salmeterol can be increased when it is combined with Erythromycin.
ErythromycinSalmeterol may increase the QTc-prolonging activities of Erythromycin.
EscitalopramSalmeterol may increase the QTc-prolonging activities of Escitalopram.
Eslicarbazepine acetateThe serum concentration of Salmeterol can be decreased when it is combined with Eslicarbazepine acetate.
EsmirtazapineThe risk or severity of adverse effects can be increased when Esmirtazapine is combined with Salmeterol.
EsmololEsmolol may decrease the bronchodilatory activities of Salmeterol.
Etacrynic acidSalmeterol may increase the hypokalemic activities of Etacrynic acid.
EtravirineThe serum concentration of Salmeterol can be decreased when it is combined with Etravirine.
FlecainideSalmeterol may increase the QTc-prolonging activities of Flecainide.
FluconazoleThe serum concentration of Salmeterol can be increased when it is combined with Fluconazole.
FluoxetineSalmeterol may increase the QTc-prolonging activities of Fluoxetine.
FlupentixolSalmeterol may increase the QTc-prolonging activities of Flupentixol.
FluvoxamineThe serum concentration of Salmeterol can be increased when it is combined with Fluvoxamine.
FosamprenavirThe serum concentration of Salmeterol can be increased when it is combined with Fosamprenavir.
FosaprepitantThe serum concentration of Salmeterol can be increased when it is combined with Fosaprepitant.
FosphenytoinThe metabolism of Salmeterol can be increased when combined with Fosphenytoin.
FurazolidoneThe risk or severity of adverse effects can be increased when Furazolidone is combined with Salmeterol.
FurosemideSalmeterol may increase the hypokalemic activities of Furosemide.
Fusidic AcidThe serum concentration of Salmeterol can be increased when it is combined with Fusidic Acid.
Gadobenic acidSalmeterol may increase the QTc-prolonging activities of Gadobenic acid.
GemifloxacinSalmeterol may increase the QTc-prolonging activities of Gemifloxacin.
GoserelinSalmeterol may increase the QTc-prolonging activities of Goserelin.
GranisetronSalmeterol may increase the QTc-prolonging activities of Granisetron.
HaloperidolSalmeterol may increase the QTc-prolonging activities of Haloperidol.
HydracarbazineThe risk or severity of adverse effects can be increased when Hydracarbazine is combined with Salmeterol.
HydrochlorothiazideSalmeterol may increase the hypokalemic activities of Hydrochlorothiazide.
HydroflumethiazideSalmeterol may increase the hypokalemic activities of Hydroflumethiazide.
IbutilideSalmeterol may increase the QTc-prolonging activities of Ibutilide.
IdelalisibThe serum concentration of Salmeterol can be increased when it is combined with Idelalisib.
IloperidoneSalmeterol may increase the QTc-prolonging activities of Iloperidone.
ImatinibThe serum concentration of Salmeterol can be increased when it is combined with Imatinib.
ImipramineThe risk or severity of adverse effects can be increased when Imipramine is combined with Salmeterol.
IndapamideSalmeterol may increase the hypokalemic activities of Indapamide.
IndinavirThe serum concentration of Salmeterol can be increased when it is combined with Indinavir.
IproclozideThe risk or severity of adverse effects can be increased when Iproclozide is combined with Salmeterol.
IproniazidThe risk or severity of adverse effects can be increased when Iproniazid is combined with Salmeterol.
IsavuconazoniumThe serum concentration of Salmeterol can be increased when it is combined with Isavuconazonium.
IsocarboxazidThe risk or severity of adverse effects can be increased when Isocarboxazid is combined with Salmeterol.
IsradipineThe serum concentration of Salmeterol can be increased when it is combined with Isradipine.
ItraconazoleThe serum concentration of Salmeterol can be increased when it is combined with Itraconazole.
IvacaftorThe serum concentration of Salmeterol can be increased when it is combined with Ivacaftor.
KetoconazoleThe serum concentration of Salmeterol can be increased when it is combined with Ketoconazole.
LenvatinibSalmeterol may increase the QTc-prolonging activities of Lenvatinib.
LeuprolideSalmeterol may increase the QTc-prolonging activities of Leuprolide.
LevofloxacinSalmeterol may increase the QTc-prolonging activities of Levofloxacin.
LopinavirThe serum concentration of Salmeterol can be increased when it is combined with Lopinavir.
LopinavirSalmeterol may increase the QTc-prolonging activities of Lopinavir.
LovastatinThe serum concentration of Salmeterol can be increased when it is combined with Lovastatin.
LuliconazoleThe serum concentration of Salmeterol can be increased when it is combined with Luliconazole.
LumefantrineSalmeterol may increase the QTc-prolonging activities of Lumefantrine.
MebanazineThe risk or severity of adverse effects can be increased when Mebanazine is combined with Salmeterol.
MethadoneSalmeterol may increase the QTc-prolonging activities of Methadone.
MethyclothiazideSalmeterol may increase the hypokalemic activities of Methyclothiazide.
Methylene blueThe risk or severity of adverse effects can be increased when Methylene blue is combined with Salmeterol.
MetolazoneSalmeterol may increase the hypokalemic activities of Metolazone.
MetoprololMetoprolol may decrease the bronchodilatory activities of Salmeterol.
MifepristoneThe serum concentration of Salmeterol can be increased when it is combined with Mifepristone.
MifepristoneSalmeterol may increase the QTc-prolonging activities of Mifepristone.
MinaprineThe risk or severity of adverse effects can be increased when Minaprine is combined with Salmeterol.
MirtazapineThe risk or severity of adverse effects can be increased when Mirtazapine is combined with Salmeterol.
MitotaneThe serum concentration of Salmeterol can be decreased when it is combined with Mitotane.
MoclobemideThe risk or severity of adverse effects can be increased when Moclobemide is combined with Salmeterol.
ModafinilThe serum concentration of Salmeterol can be decreased when it is combined with Modafinil.
MoxifloxacinSalmeterol may increase the QTc-prolonging activities of Moxifloxacin.
NadololNadolol may decrease the bronchodilatory activities of Salmeterol.
NafcillinThe serum concentration of Salmeterol can be decreased when it is combined with Nafcillin.
NebivololNebivolol may decrease the bronchodilatory activities of Salmeterol.
NefazodoneThe serum concentration of Salmeterol can be increased when it is combined with Nefazodone.
NelfinavirThe serum concentration of Salmeterol can be increased when it is combined with Nelfinavir.
NetupitantThe serum concentration of Salmeterol can be increased when it is combined with Netupitant.
NevirapineThe serum concentration of Salmeterol can be increased when it is combined with Nevirapine.
NialamideThe risk or severity of adverse effects can be increased when Nialamide is combined with Salmeterol.
NilotinibThe serum concentration of Salmeterol can be increased when it is combined with Nilotinib.
NilotinibSalmeterol may increase the QTc-prolonging activities of Nilotinib.
NortriptylineThe risk or severity of adverse effects can be increased when Nortriptyline is combined with Salmeterol.
OctamoxinThe risk or severity of adverse effects can be increased when Octamoxin is combined with Salmeterol.
OfloxacinSalmeterol may increase the QTc-prolonging activities of Ofloxacin.
OlaparibThe serum concentration of Salmeterol can be increased when it is combined with Olaparib.
OndansetronSalmeterol may increase the QTc-prolonging activities of Ondansetron.
OsimertinibThe serum concentration of Salmeterol can be increased when it is combined with Osimertinib.
OxprenololOxprenolol may decrease the bronchodilatory activities of Salmeterol.
PalbociclibThe serum concentration of Salmeterol can be increased when it is combined with Palbociclib.
PaliperidoneSalmeterol may increase the QTc-prolonging activities of Paliperidone.
PanobinostatSalmeterol may increase the QTc-prolonging activities of Panobinostat.
PargylineThe risk or severity of adverse effects can be increased when Pargyline is combined with Salmeterol.
PazopanibSalmeterol may increase the QTc-prolonging activities of Pazopanib.
PenbutololPenbutolol may decrease the bronchodilatory activities of Salmeterol.
PentamidineSalmeterol may increase the QTc-prolonging activities of Pentamidine.
PentobarbitalThe metabolism of Salmeterol can be increased when combined with Pentobarbital.
PerflutrenSalmeterol may increase the QTc-prolonging activities of Perflutren.
PhenelzineThe risk or severity of adverse effects can be increased when Phenelzine is combined with Salmeterol.
PheniprazineThe risk or severity of adverse effects can be increased when Pheniprazine is combined with Salmeterol.
PhenobarbitalThe metabolism of Salmeterol can be increased when combined with Phenobarbital.
PhenoxypropazineThe risk or severity of adverse effects can be increased when Phenoxypropazine is combined with Salmeterol.
PhenytoinThe metabolism of Salmeterol can be increased when combined with Phenytoin.
PimozideSalmeterol may increase the QTc-prolonging activities of Pimozide.
PindololPindolol may decrease the bronchodilatory activities of Salmeterol.
PiretanideSalmeterol may increase the hypokalemic activities of Piretanide.
PirlindoleThe risk or severity of adverse effects can be increased when Pirlindole is combined with Salmeterol.
PivhydrazineThe risk or severity of adverse effects can be increased when Pivhydrazine is combined with Salmeterol.
PolythiazideSalmeterol may increase the hypokalemic activities of Polythiazide.
PosaconazoleThe serum concentration of Salmeterol can be increased when it is combined with Posaconazole.
PrimaquineSalmeterol may increase the QTc-prolonging activities of Primaquine.
PrimidoneThe metabolism of Salmeterol can be increased when combined with Primidone.
ProcainamideSalmeterol may increase the QTc-prolonging activities of Procainamide.
PromazineSalmeterol may increase the QTc-prolonging activities of Promazine.
PropafenoneSalmeterol may increase the QTc-prolonging activities of Propafenone.
PropranololPropranolol may decrease the bronchodilatory activities of Salmeterol.
ProtriptylineThe risk or severity of adverse effects can be increased when Protriptyline is combined with Salmeterol.
QuetiapineSalmeterol may increase the QTc-prolonging activities of Quetiapine.
QuinethazoneSalmeterol may increase the hypokalemic activities of Quinethazone.
QuinidineSalmeterol may increase the QTc-prolonging activities of Quinidine.
QuinineSalmeterol may increase the QTc-prolonging activities of Quinine.
RanolazineThe serum concentration of Salmeterol can be increased when it is combined with Ranolazine.
RasagilineThe risk or severity of adverse effects can be increased when Rasagiline is combined with Salmeterol.
RifabutinThe metabolism of Salmeterol can be increased when combined with Rifabutin.
RifampicinThe metabolism of Salmeterol can be increased when combined with Rifampicin.
RifapentineThe metabolism of Salmeterol can be increased when combined with Rifapentine.
RitonavirThe serum concentration of Salmeterol can be increased when it is combined with Ritonavir.
SafrazineThe risk or severity of adverse effects can be increased when Safrazine is combined with Salmeterol.
SaquinavirThe serum concentration of Salmeterol can be increased when it is combined with Saquinavir.
SaquinavirSalmeterol may increase the QTc-prolonging activities of Saquinavir.
SelegilineThe risk or severity of adverse effects can be increased when Selegiline is combined with Salmeterol.
SildenafilThe serum concentration of Salmeterol can be increased when it is combined with Sildenafil.
SiltuximabThe serum concentration of Salmeterol can be decreased when it is combined with Siltuximab.
SimeprevirThe serum concentration of Salmeterol can be increased when it is combined with Simeprevir.
SotalolSotalol may decrease the bronchodilatory activities of Salmeterol.
SotalolSalmeterol may increase the QTc-prolonging activities of Sotalol.
St. John's WortThe serum concentration of Salmeterol can be decreased when it is combined with St. John's Wort.
StiripentolThe serum concentration of Salmeterol can be increased when it is combined with Stiripentol.
SulfisoxazoleThe serum concentration of Salmeterol can be increased when it is combined with Sulfisoxazole.
SulfisoxazoleSalmeterol may increase the QTc-prolonging activities of Sulfisoxazole.
TelaprevirThe serum concentration of Salmeterol can be increased when it is combined with Telaprevir.
TelavancinSalmeterol may increase the QTc-prolonging activities of Telavancin.
TelithromycinThe serum concentration of Salmeterol can be increased when it is combined with Telithromycin.
TelithromycinSalmeterol may increase the QTc-prolonging activities of Telithromycin.
TetrabenazineSalmeterol may increase the QTc-prolonging activities of Tetrabenazine.
ThioridazineSalmeterol may increase the QTc-prolonging activities of Thioridazine.
TianeptineThe risk or severity of adverse effects can be increased when Tianeptine is combined with Salmeterol.
TiclopidineThe serum concentration of Salmeterol can be increased when it is combined with Ticlopidine.
TimololTimolol may decrease the bronchodilatory activities of Salmeterol.
TipranavirThe serum concentration of Salmeterol can be increased when it is combined with Tipranavir.
TocilizumabThe serum concentration of Salmeterol can be decreased when it is combined with Tocilizumab.
ToloxatoneThe risk or severity of adverse effects can be increased when Toloxatone is combined with Salmeterol.
TorasemideSalmeterol may increase the hypokalemic activities of Torasemide.
ToremifeneSalmeterol may increase the QTc-prolonging activities of Toremifene.
Trans-2-PhenylcyclopropylamineThe risk or severity of adverse effects can be increased when Trans-2-Phenylcyclopropylamine is combined with Salmeterol.
TranylcypromineThe risk or severity of adverse effects can be increased when Tranylcypromine is combined with Salmeterol.
TrichlormethiazideSalmeterol may increase the hypokalemic activities of Trichlormethiazide.
TrimipramineThe risk or severity of adverse effects can be increased when Trimipramine is combined with Salmeterol.
VandetanibSalmeterol may increase the QTc-prolonging activities of Vandetanib.
VemurafenibSalmeterol may increase the QTc-prolonging activities of Vemurafenib.
VenlafaxineThe serum concentration of Salmeterol can be increased when it is combined with Venlafaxine.
VerapamilThe serum concentration of Salmeterol can be increased when it is combined with Verapamil.
VoriconazoleThe serum concentration of Salmeterol can be increased when it is combined with Voriconazole.
ZiprasidoneThe serum concentration of Salmeterol can be increased when it is combined with Ziprasidone.
ZiprasidoneSalmeterol may increase the QTc-prolonging activities of Ziprasidone.
ZuclopenthixolSalmeterol may increase the QTc-prolonging activities of Zuclopenthixol.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
agonist
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. Rong Y, Arbabian M, Thiriot DS, Seibold A, Clark RB, Ruoho AE: Probing the salmeterol binding site on the beta 2-adrenergic receptor using a novel photoaffinity ligand, [(125)I]iodoazidosalmeterol. Biochemistry. 1999 Aug 31;38(35):11278-86. [PubMed:10471277 ]
  2. Finney PA, Donnelly LE, Belvisi MG, Chuang TT, Birrell M, Harris A, Mak JC, Scorer C, Barnes PJ, Adcock IM, Giembycz MA: Chronic systemic administration of salmeterol to rats promotes pulmonary beta(2)-adrenoceptor desensitization and down-regulation of G(s alpha). Br J Pharmacol. 2001 Mar;132(6):1261-70. [PubMed:11250877 ]
  3. Green SA, Rathz DA, Schuster AJ, Liggett SB: The Ile164 beta(2)-adrenoceptor polymorphism alters salmeterol exosite binding and conventional agonist coupling to G(s). Eur J Pharmacol. 2001 Jun 15;421(3):141-7. [PubMed:11516429 ]
  4. Meliton AY, Munoz NM, Liu J, Lambertino AT, Boetticher E, Myo S, Myou S, Zhu X, Johnson M, Leff AR: Blockade of LTC4 synthesis caused by additive inhibition of gIV-PLA2 phosphorylation: Effect of salmeterol and PDE4 inhibition in human eosinophils. J Allergy Clin Immunol. 2003 Aug;112(2):404-10. [PubMed:12897749 ]
  5. Brogden RN, Faulds D: Salmeterol xinafoate: a review of its pharmacological properties and therapeutic potential in reversible obstructive airways disease. Allergol Immunopathol (Madr). 1992 Mar-Apr;20(2):72-84. [PubMed:1359777 ]
  6. 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
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
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. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxygen binding
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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A5
Uniprot ID:
P20815
Molecular Weight:
57108.065 Da
References
  1. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxygen binding
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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:
CYP3A7
Uniprot ID:
P24462
Molecular Weight:
57525.03 Da
References
  1. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid 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 oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme...
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular Weight:
55824.275 Da
References
  1. Walsky RL, Gaman EA, Obach RS: Examination of 209 drugs for inhibition of cytochrome P450 2C8. J Clin Pharmacol. 2005 Jan;45(1):68-78. [PubMed:15601807 ]
  2. 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 ]
Comments
comments powered by Disqus
Drug created on June 13, 2005 07:24 / Updated on September 28, 2016 03:41