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Identification
NameMefloquine
Accession NumberDB00358  (APRD00300)
TypeSmall Molecule
GroupsApproved
DescriptionA phospholipid-interacting antimalarial drug (antimalarials). It is very effective against plasmodium falciparum with very few side effects. [PubChem]
Structure
Thumb
Synonyms
[(R*,S*)-2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol
alpha-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol
Mefloquin
Mefloquina
Méfloquine
Mefloquine
Mefloquinum
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Lariam Tab 250mgTablet250 mgOralHoffmann La Roche Limited1993-12-312013-05-02Canada
MefloquineTablet250 mgOralAa Pharma Inc2002-07-23Not applicableCanada
Approved Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Mefloquine HydrochlorideTablet250 mg/1OralA S Medication Solutions2004-01-06Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralSandoz Inc2002-02-202016-03-31Us
Mefloquine HydrochlorideTablet250 mg/1OralPhysicians Total Care, Inc.2005-09-26Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralWest Ward Pharmaceuticals Corp2010-04-21Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralRebel Distributors Corp2003-12-29Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralWest Ward Pharmaceuticals Corp.2004-10-01Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralPreferred Pharmaceuticals Inc.2016-11-21Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralRebel Distributors Corp2010-04-21Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralTeva Pharmaceuticals Usa, Inc.2004-01-06Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralA S Medication Solutions2004-01-06Not applicableUs
Mefloquine HydrochlorideTablet250 mg/1OralH.J. Harkins Company, Inc.2010-04-21Not applicableUs
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
EloquineUnifarm
FacitalZydus Cadila
FalcitalCadila HC
LariamHoffmann–La Roche
LarimefIpca
MefaxAlkem
MefliamCipla Medpro
MeflonACI
MefloquinaAC Farma
MefqueZydus Cadila
MephaquinHisamitsu Seiyaku
Mephaquin LactabMepha
MequinAtlantic
MqfSun
SutonNewai Chem
TropicurInvesti
Brand mixturesNot Available
Salts
Name/CASStructureProperties
Mefloquine Hydrochloride
Thumb
  • InChI Key: WESWYMRNZNDGBX-YLCXCWDSSA-N
  • Monoisotopic Mass: 414.093360113
  • Average Mass: 414.773
DBSALT000311
Categories
UNIITML814419R
CAS number53230-10-7
WeightAverage: 378.3122
Monoisotopic: 378.116682374
Chemical FormulaC17H16F6N2O
InChI KeyXEEQGYMUWCZPDN-UHFFFAOYSA-N
InChI
InChI=1S/C17H16F6N2O/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11/h3-5,8,12,15,24,26H,1-2,6-7H2
IUPAC Name
[2,8-bis(trifluoromethyl)quinolin-4-yl](piperidin-2-yl)methanol
SMILES
OC(C1CCCCN1)C1=CC(=NC2=C1C=CC=C2C(F)(F)F)C(F)(F)F
Pharmacology
IndicationFor the treatment of mild to moderate acute malaria caused by Mefloquineuine-susceptible strains of Plasmodium falciparum (both chloroquine-susceptible and resistant strains) or by Plasmodium vivax. Also for the prophylaxis of Plasmodium falciparum and Plasmodium vivax malaria infections, including prophylaxis of chloroquine-resistant strains of Plasmodium falciparum.
Structured Indications
PharmacodynamicsMefloquine is an antimalarial agent which acts as a blood schizonticide. Mefloquine is active against the erythrocytic stages of Plasmodium species. However, the drug has no effect against the exoerythrocytic (hepatic) stages of the parasite. Mefloquine is effective against malaria parasites resistant to chloroquine. Mefloquine is a chiral molecule. According to some research, the (+) enantiomer is more effective in treating malaria, and the (-) enantiomer specifically binds to adenosine receptors in the central nervous system, which may explain some of its psychotropic effects.
Mechanism of actionMefloquine has been found to produce swelling of the Plasmodium falciparum food vacuoles. It may act by forming toxic complexes with free heme that damage membranes and interact with other plasmodial components.
TargetKindPharmacological actionActionsOrganismUniProt ID
Fe(II)-protoporphyrin IXSmall moleculeyes
antagonist
Plasmodium falciparumnot applicabledetails
Hemoglobin subunit alphaProteinyes
antagonist
HumanP69905 details
Adenosine receptor A2aProteinunknown
antagonist
HumanP29274 details
Related Articles
AbsorptionWell absorbed from the gastrointestinal tract. The presence of food significantly enhances the rate and extent of absorption.
Volume of distribution
  • 20 L/kg [healthy adults]
Protein binding98%
Metabolism

Hepatic. Two metabolites have been identified in humans. The main metabolite, 2,8-bis-trifluoromethyl-4-quinoline carboxylic acid, is inactive against Plasmodium falciparum. The second metabolite, an alcohol, is present in minute quantities.

SubstrateEnzymesProduct
Mefloquine
Not Available
2,8-bis-trifluoromethyl-4-quinoline carboxylic acidDetails
Route of eliminationThere is evidence that mefloquine is excreted mainly in the bile and feces. Urinary excretion of unchanged mefloquine and its main metabolite under steady-state condition accounted for about 9% and 4% of the dose, respectively.
Half life2 to 4 weeks
Clearance
  • 30 mL/min
ToxicityOral, rat: LD50 = 880 mg/kg. Symptoms of overdose include nausea, vomiting, and weight loss.
Affected organisms
  • Plasmodium
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
16-BromoepiandrosteroneThe risk or severity of adverse effects can be increased when 16-Bromoepiandrosterone is combined with Mefloquine.Investigational
19-norandrostenedioneThe risk or severity of adverse effects can be increased when 19-norandrostenedione is combined with Mefloquine.Experimental, Illicit
2-Aminobenzoic AcidThe therapeutic efficacy of 2-Aminobenzoic Acid can be decreased when used in combination with Mefloquine.Experimental
4-AndrostenedioneThe risk or severity of adverse effects can be increased when 4-Androstenedione is combined with Mefloquine.Experimental, Illicit
5-androstenedioneThe risk or severity of adverse effects can be increased when 5-androstenedione is combined with Mefloquine.Experimental, Illicit
7-NitroindazoleThe therapeutic efficacy of 7-Nitroindazole can be decreased when used in combination with Mefloquine.Experimental
AcebutololMefloquine may increase the bradycardic activities of Acebutolol.Approved
AcepromazineThe serum concentration of Acepromazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
AceprometazineThe serum concentration of Aceprometazine can be increased when it is combined with Mefloquine.Approved
AcetaminophenThe serum concentration of Acetaminophen can be increased when it is combined with Mefloquine.Approved
AcetazolamideThe therapeutic efficacy of Acetazolamide can be decreased when used in combination with Mefloquine.Approved, Vet Approved
AcetylcholineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Acetylcholine.Approved
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be increased when it is combined with Mefloquine.Approved, Vet Approved
AclidiniumThe therapeutic efficacy of Aclidinium can be decreased when used in combination with Mefloquine.Approved
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Mefloquine.Approved
AlclometasoneThe risk or severity of adverse effects can be increased when Alclometasone is combined with Mefloquine.Approved
AldosteroneThe serum concentration of Aldosterone can be increased when it is combined with Mefloquine.Experimental
AlimemazineThe serum concentration of Alimemazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
AlitretinoinThe serum concentration of Alitretinoin can be increased when it is combined with Mefloquine.Approved, Investigational
AlprenololMefloquine may increase the bradycardic activities of Alprenolol.Approved, Withdrawn
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Mefloquine.Approved, Investigational
AmcinonideThe risk or severity of adverse effects can be increased when Amcinonide is combined with Mefloquine.Approved
AmiodaroneThe metabolism of Mefloquine can be decreased when combined with Amiodarone.Approved, Investigational
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Mefloquine.Approved
AmodiaquineThe risk or severity of adverse effects can be increased when Amodiaquine is combined with Mefloquine.Approved
AnagrelideMefloquine may increase the QTc-prolonging activities of Anagrelide.Approved
AnecortaveThe risk or severity of adverse effects can be increased when Anecortave is combined with Mefloquine.Investigational
Anisotropine MethylbromideThe therapeutic efficacy of Anisotropine Methylbromide can be decreased when used in combination with Mefloquine.Approved
Aop200704Mefloquine may increase the bradycardic activities of Aop200704.Investigational
ApixabanThe serum concentration of Apixaban can be increased when it is combined with Mefloquine.Approved
AprepitantThe serum concentration of Mefloquine can be increased when it is combined with Aprepitant.Approved, Investigational
ArecolineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Arecoline.Experimental
AripiprazoleThe serum concentration of Aripiprazole can be increased when it is combined with Mefloquine.Approved, Investigational
ArotinololMefloquine may increase the bradycardic activities of Arotinolol.Approved
Arsenic trioxideMefloquine may increase the QTc-prolonging activities of Arsenic trioxide.Approved, Investigational
ArtemetherThe risk or severity of adverse effects can be increased when Artemether is combined with Mefloquine.Approved
AsenapineMefloquine may increase the QTc-prolonging activities of Asenapine.Approved
AtazanavirThe metabolism of Mefloquine can be decreased when combined with Atazanavir.Approved, Investigational
AtenololMefloquine may increase the bradycardic activities of Atenolol.Approved
AtomoxetineThe metabolism of Mefloquine can be decreased when combined with Atomoxetine.Approved
Atracurium besylateThe therapeutic efficacy of Atracurium besylate can be decreased when used in combination with Mefloquine.Approved
AtropineThe therapeutic efficacy of Atropine can be decreased when used in combination with Mefloquine.Approved, Vet Approved
AxitinibThe serum concentration of Axitinib can be increased when it is combined with Mefloquine.Approved, Investigational
AzithromycinMefloquine may increase the QTc-prolonging activities of Azithromycin.Approved
BarbexacloneThe therapeutic efficacy of Barbexaclone can be decreased when used in combination with Mefloquine.Experimental
BeclamideThe therapeutic efficacy of Beclamide can be decreased when used in combination with Mefloquine.Experimental
BeclomethasoneThe risk or severity of adverse effects can be increased when Beclomethasone is combined with Mefloquine.Investigational
Beclomethasone dipropionateThe risk or severity of adverse effects can be increased when Beclomethasone dipropionate is combined with Mefloquine.Approved, Investigational
BedaquilineMefloquine may increase the QTc-prolonging activities of Bedaquiline.Approved
BefunololMefloquine may increase the bradycardic activities of Befunolol.Experimental
BenactyzineThe therapeutic efficacy of Benactyzine can be decreased when used in combination with Mefloquine.Withdrawn
BenzatropineThe therapeutic efficacy of Benzatropine can be decreased when used in combination with Mefloquine.Approved
BetamethasoneThe serum concentration of Betamethasone can be increased when it is combined with Mefloquine.Approved, Vet Approved
BetamethasoneThe risk or severity of adverse effects can be increased when Betamethasone is combined with Mefloquine.Approved, Vet Approved
BetaxololMefloquine may increase the bradycardic activities of Betaxolol.Approved
BethanecholThe risk or severity of adverse effects can be increased when Mefloquine is combined with Bethanechol.Approved
BevantololMefloquine may increase the bradycardic activities of Bevantolol.Approved
BexaroteneThe serum concentration of Mefloquine can be decreased when it is combined with Bexarotene.Approved, Investigational
BiperidenThe therapeutic efficacy of Biperiden can be decreased when used in combination with Mefloquine.Approved
BisoprololMefloquine may increase the bradycardic activities of Bisoprolol.Approved
BL-1020The serum concentration of BL-1020 can be increased when it is combined with Mefloquine.Investigational
BoceprevirThe metabolism of Mefloquine can be decreased when combined with Boceprevir.Approved
BopindololMefloquine may increase the bradycardic activities of Bopindolol.Approved
BortezomibThe metabolism of Mefloquine can be decreased when combined with Bortezomib.Approved, Investigational
BosentanThe serum concentration of Mefloquine can be decreased when it is combined with Bosentan.Approved, Investigational
BosutinibThe serum concentration of Bosutinib can be increased when it is combined with Mefloquine.Approved
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be increased when it is combined with Mefloquine.Approved
BrivaracetamThe therapeutic efficacy of Brivaracetam can be decreased when used in combination with Mefloquine.Investigational
BromocriptineThe serum concentration of Bromocriptine can be increased when it is combined with Mefloquine.Approved, Investigational
BucindololMefloquine may increase the bradycardic activities of Bucindolol.Investigational
BudesonideThe risk or severity of adverse effects can be increased when Budesonide is combined with Mefloquine.Approved
BufuralolMefloquine may increase the bradycardic activities of Bufuralol.Experimental, Investigational
BupranololMefloquine may increase the bradycardic activities of Bupranolol.Approved
CabazitaxelThe serum concentration of Cabazitaxel can be increased when it is combined with Mefloquine.Approved
CaffeineThe serum concentration of Caffeine can be increased when it is combined with Mefloquine.Approved
CamptothecinThe serum concentration of Camptothecin can be increased when it is combined with Mefloquine.Experimental
CanagliflozinThe serum concentration of Canagliflozin can be increased when it is combined with Mefloquine.Approved
CarbacholThe risk or severity of adverse effects can be increased when Mefloquine is combined with Carbachol.Approved
CarbamazepineThe therapeutic efficacy of Carbamazepine can be decreased when used in combination with Mefloquine.Approved, Investigational
CarfilzomibThe serum concentration of Carfilzomib can be increased when it is combined with Mefloquine.Approved
CarisbamateThe therapeutic efficacy of Carisbamate can be decreased when used in combination with Mefloquine.Investigational
CarteololMefloquine may increase the bradycardic activities of Carteolol.Approved
CarvedilolMefloquine may increase the bradycardic activities of Carvedilol.Approved, Investigational
CeliprololMefloquine may increase the bradycardic activities of Celiprolol.Approved, Investigational
CeritinibThe serum concentration of Mefloquine can be increased when it is combined with Ceritinib.Approved
CerivastatinThe serum concentration of Cerivastatin can be increased when it is combined with Mefloquine.Withdrawn
CevimelineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Cevimeline.Approved
ChloroquineThe risk or severity of adverse effects can be increased when Chloroquine is combined with Mefloquine.Approved, Vet Approved
ChlorphenoxamineThe therapeutic efficacy of Chlorphenoxamine can be decreased when used in combination with Mefloquine.Withdrawn
ChlorpromazineThe serum concentration of Chlorpromazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
CiclesonideThe risk or severity of adverse effects can be increased when Ciclesonide is combined with Mefloquine.Approved, Investigational
CimetidineThe serum concentration of Cimetidine can be increased when it is combined with Mefloquine.Approved
CiprofloxacinMefloquine may increase the QTc-prolonging activities of Ciprofloxacin.Approved, Investigational
CisaprideMefloquine may increase the QTc-prolonging activities of Cisapride.Approved, Investigational, Withdrawn
CisplatinThe serum concentration of Cisplatin can be increased when it is combined with Mefloquine.Approved
CitalopramMefloquine may increase the QTc-prolonging activities of Citalopram.Approved
ClarithromycinThe metabolism of Mefloquine can be decreased when combined with Clarithromycin.Approved
ClemastineThe metabolism of Mefloquine can be decreased when combined with Clemastine.Approved
ClobazamThe therapeutic efficacy of Clobazam can be decreased when used in combination with Mefloquine.Approved, Illicit
ClobetasolThe risk or severity of adverse effects can be increased when Clobetasol is combined with Mefloquine.Investigational
Clobetasol propionateThe risk or severity of adverse effects can be increased when Clobetasol propionate is combined with Mefloquine.Approved
ClocortoloneThe risk or severity of adverse effects can be increased when Clocortolone is combined with Mefloquine.Approved
clomethiazoleThe therapeutic efficacy of clomethiazole can be decreased when used in combination with Mefloquine.Investigational
ClomifeneThe serum concentration of Clomifene can be increased when it is combined with Mefloquine.Approved, Investigational
ClonazepamThe therapeutic efficacy of Clonazepam can be decreased when used in combination with Mefloquine.Approved, Illicit
ClonidineThe serum concentration of Clonidine can be increased when it is combined with Mefloquine.Approved
ClopidogrelThe serum concentration of Clopidogrel can be increased when it is combined with Mefloquine.Approved, Nutraceutical
ClorazepateThe therapeutic efficacy of Clorazepate can be decreased when used in combination with Mefloquine.Approved, Illicit
ClotrimazoleThe metabolism of Mefloquine can be decreased when combined with Clotrimazole.Approved, Vet Approved
ClozapineMefloquine may increase the QTc-prolonging activities of Clozapine.Approved
CobicistatThe metabolism of Mefloquine can be decreased when combined with Cobicistat.Approved
CobimetinibThe serum concentration of Cobimetinib can be increased when it is combined with Mefloquine.Approved
ColchicineThe serum concentration of Colchicine can be increased when it is combined with Mefloquine.Approved
ConivaptanThe serum concentration of Mefloquine can be increased when it is combined with Conivaptan.Approved, Investigational
Conjugated Equine EstrogensThe serum concentration of Conjugated Equine Estrogens can be increased when it is combined with Mefloquine.Approved
Cortisone acetateThe risk or severity of adverse effects can be increased when Cortisone acetate is combined with Mefloquine.Approved
CppThe therapeutic efficacy of Cpp can be decreased when used in combination with Mefloquine.Investigational
CrizotinibMefloquine may increase the QTc-prolonging activities of Crizotinib.Approved
CyclopentolateThe therapeutic efficacy of Cyclopentolate can be decreased when used in combination with Mefloquine.Approved
CyclosporineThe metabolism of Mefloquine can be decreased when combined with Cyclosporine.Approved, Investigational, Vet Approved
Dabigatran etexilateThe serum concentration of the active metabolites of Dabigatran etexilate can be increased when Dabigatran etexilate is used in combination with Mefloquine.Approved
DabrafenibThe serum concentration of Mefloquine can be decreased when it is combined with Dabrafenib.Approved
DactinomycinThe serum concentration of Dactinomycin can be increased when it is combined with Mefloquine.Approved
DapagliflozinThe serum concentration of Dapagliflozin can be increased when it is combined with Mefloquine.Approved
DapsoneThe risk or severity of adverse effects can be increased when Mefloquine is combined with Dapsone.Approved, Investigational
DarifenacinThe therapeutic efficacy of Darifenacin can be decreased when used in combination with Mefloquine.Approved, Investigational
DarunavirThe metabolism of Mefloquine can be decreased when combined with Darunavir.Approved
DasatinibThe serum concentration of Mefloquine can be increased when it is combined with Dasatinib.Approved, Investigational
DaunorubicinThe serum concentration of Daunorubicin can be increased when it is combined with Mefloquine.Approved
DebrisoquinThe serum concentration of Debrisoquin can be increased when it is combined with Mefloquine.Approved
DeferasiroxThe serum concentration of Mefloquine can be decreased when it is combined with Deferasirox.Approved, Investigational
dehydroepiandrosterone sulfateThe risk or severity of adverse effects can be increased when dehydroepiandrosterone sulfate is combined with Mefloquine.Investigational
DelavirdineThe metabolism of Mefloquine can be decreased when combined with Delavirdine.Approved
DelorazepamThe therapeutic efficacy of Delorazepam can be decreased when used in combination with Mefloquine.Approved, Illicit
deramciclaneThe therapeutic efficacy of deramciclane can be decreased when used in combination with Mefloquine.Investigational
DesloratadineThe therapeutic efficacy of Desloratadine can be decreased when used in combination with Mefloquine.Approved, Investigational
DesoximetasoneThe risk or severity of adverse effects can be increased when Desoximetasone is combined with Mefloquine.Approved
Desoxycorticosterone acetateThe risk or severity of adverse effects can be increased when Desoxycorticosterone acetate is combined with Mefloquine.Approved
Desoxycorticosterone PivalateThe risk or severity of adverse effects can be increased when Desoxycorticosterone Pivalate is combined with Mefloquine.Experimental, Vet Approved
DexamethasoneThe serum concentration of Mefloquine can be decreased when it is combined with Dexamethasone.Approved, Investigational, Vet Approved
Dexamethasone isonicotinateThe risk or severity of adverse effects can be increased when Dexamethasone isonicotinate is combined with Mefloquine.Vet Approved
DexetimideThe therapeutic efficacy of Dexetimide can be decreased when used in combination with Mefloquine.Withdrawn
DiazepamThe therapeutic efficacy of Diazepam can be decreased when used in combination with Mefloquine.Approved, Illicit, Vet Approved
DicyclomineThe therapeutic efficacy of Dicyclomine can be decreased when used in combination with Mefloquine.Approved
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be increased when it is combined with Mefloquine.Approved
DiflorasoneThe risk or severity of adverse effects can be increased when Diflorasone is combined with Mefloquine.Approved
DifluocortoloneThe risk or severity of adverse effects can be increased when Difluocortolone is combined with Mefloquine.Approved
DifluprednateThe risk or severity of adverse effects can be increased when Difluprednate is combined with Mefloquine.Approved
DigitoxinThe serum concentration of Digitoxin can be increased when it is combined with Mefloquine.Approved
DigoxinThe serum concentration of Digoxin can be increased when it is combined with Mefloquine.Approved
DihydroergotamineThe metabolism of Mefloquine can be decreased when combined with Dihydroergotamine.Approved
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Mefloquine.Illicit
DiltiazemThe metabolism of Mefloquine can be decreased when combined with Diltiazem.Approved
DipyridamoleThe therapeutic efficacy of Mefloquine can be decreased when used in combination with Dipyridamole.Approved
DisopyramideMefloquine may increase the QTc-prolonging activities of Disopyramide.Approved
DocetaxelThe serum concentration of Docetaxel can be increased when it is combined with Mefloquine.Approved, Investigational
DofetilideMefloquine may increase the QTc-prolonging activities of Dofetilide.Approved
DolasetronMefloquine may increase the QTc-prolonging activities of Dolasetron.Approved
DomperidoneMefloquine may increase the QTc-prolonging activities of Domperidone.Approved, Investigational, Vet Approved
DoramectinThe therapeutic efficacy of Doramectin can be decreased when used in combination with Mefloquine.Vet Approved
DoxorubicinThe serum concentration of Doxorubicin can be increased when it is combined with Mefloquine.Approved, Investigational
DoxycyclineThe metabolism of Mefloquine can be decreased when combined with Doxycycline.Approved, Investigational, Vet Approved
DronedaroneMefloquine may increase the QTc-prolonging activities of Dronedarone.Approved
DroperidolMefloquine may increase the QTc-prolonging activities of Droperidol.Approved, Vet Approved
EdoxabanThe serum concentration of Edoxaban can be increased when it is combined with Mefloquine.Approved
EfavirenzThe serum concentration of Mefloquine can be decreased when it is combined with Efavirenz.Approved, Investigational
EletriptanThe serum concentration of Eletriptan can be increased when it is combined with Mefloquine.Approved, Investigational
EliglustatMefloquine may increase the QTc-prolonging activities of Eliglustat.Approved
EnzalutamideThe serum concentration of Mefloquine can be decreased when it is combined with Enzalutamide.Approved
EperisoneThe therapeutic efficacy of Eperisone can be decreased when used in combination with Mefloquine.Approved, Investigational
EPIBATIDINEThe risk or severity of adverse effects can be increased when Mefloquine is combined with EPIBATIDINE.Experimental
EpinastineThe serum concentration of Epinastine can be increased when it is combined with Mefloquine.Approved, Investigational
EquileninThe risk or severity of adverse effects can be increased when Equilenin is combined with Mefloquine.Experimental
EquilinThe risk or severity of adverse effects can be increased when Equilin is combined with Mefloquine.Approved
ErlotinibThe serum concentration of Erlotinib can be increased when it is combined with Mefloquine.Approved, Investigational
ErythromycinMefloquine may increase the QTc-prolonging activities of Erythromycin.Approved, Vet Approved
EscitalopramMefloquine may increase the QTc-prolonging activities of Escitalopram.Approved, Investigational
Eslicarbazepine acetateThe therapeutic efficacy of Eslicarbazepine acetate can be decreased when used in combination with Mefloquine.Approved
EsmololMefloquine may increase the bradycardic activities of Esmolol.Approved
EstazolamThe therapeutic efficacy of Estazolam can be decreased when used in combination with Mefloquine.Approved, Illicit
EstradiolThe serum concentration of Estradiol can be increased when it is combined with Mefloquine.Approved, Investigational, Vet Approved
EstriolThe serum concentration of Estriol can be increased when it is combined with Mefloquine.Approved, Vet Approved
EstroneThe serum concentration of Estrone can be increased when it is combined with Mefloquine.Approved
Estrone sulfateThe risk or severity of adverse effects can be increased when Estrone sulfate is combined with Mefloquine.Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be increased when it is combined with Mefloquine.Approved
EthopropazineThe therapeutic efficacy of Ethopropazine can be decreased when used in combination with Mefloquine.Approved
EthosuximideThe therapeutic efficacy of Ethosuximide can be decreased when used in combination with Mefloquine.Approved
EthotoinThe therapeutic efficacy of Ethotoin can be decreased when used in combination with Mefloquine.Approved
EtiracetamThe therapeutic efficacy of Etiracetam can be decreased when used in combination with Mefloquine.Investigational
EtoposideThe serum concentration of Etoposide can be increased when it is combined with Mefloquine.Approved
EtravirineThe serum concentration of Mefloquine can be decreased when it is combined with Etravirine.Approved
EverolimusThe serum concentration of Everolimus can be increased when it is combined with Mefloquine.Approved
EzetimibeThe serum concentration of Ezetimibe can be increased when it is combined with Mefloquine.Approved
EzogabineThe therapeutic efficacy of Ezogabine can be decreased when used in combination with Mefloquine.Approved
FelbamateThe therapeutic efficacy of Felbamate can be decreased when used in combination with Mefloquine.Approved
FesoterodineThe serum concentration of the active metabolites of Fesoterodine can be increased when Fesoterodine is used in combination with Mefloquine.Approved
FexofenadineThe serum concentration of Fexofenadine can be increased when it is combined with Mefloquine.Approved
FidaxomicinThe serum concentration of Fidaxomicin can be increased when it is combined with Mefloquine.Approved
FlecainideMefloquine may increase the QTc-prolonging activities of Flecainide.Approved, Withdrawn
fluasteroneThe risk or severity of adverse effects can be increased when fluasterone is combined with Mefloquine.Investigational
FluconazoleThe metabolism of Mefloquine can be decreased when combined with Fluconazole.Approved
FludiazepamThe therapeutic efficacy of Fludiazepam can be decreased when used in combination with Mefloquine.Approved, Illicit
FludrocortisoneThe risk or severity of adverse effects can be increased when Fludrocortisone is combined with Mefloquine.Approved
FlumethasoneThe risk or severity of adverse effects can be increased when Flumethasone is combined with Mefloquine.Approved, Vet Approved
FlunarizineThe therapeutic efficacy of Flunarizine can be decreased when used in combination with Mefloquine.Approved
FlunisolideThe risk or severity of adverse effects can be increased when Flunisolide is combined with Mefloquine.Approved, Investigational
Fluocinolone AcetonideThe risk or severity of adverse effects can be increased when Fluocinolone Acetonide is combined with Mefloquine.Approved, Investigational, Vet Approved
FluocinonideThe risk or severity of adverse effects can be increased when Fluocinonide is combined with Mefloquine.Approved, Investigational
FluocortoloneThe risk or severity of adverse effects can be increased when Fluocortolone is combined with Mefloquine.Approved, Withdrawn
FluorometholoneThe risk or severity of adverse effects can be increased when Fluorometholone is combined with Mefloquine.Approved
FluoxetineMefloquine may increase the QTc-prolonging activities of Fluoxetine.Approved, Vet Approved
FlupentixolMefloquine may increase the QTc-prolonging activities of Flupentixol.Approved, Withdrawn
FluphenazineThe serum concentration of Fluphenazine can be increased when it is combined with Mefloquine.Approved
FluprednideneThe risk or severity of adverse effects can be increased when Fluprednidene is combined with Mefloquine.Approved, Withdrawn
FluprednisoloneThe risk or severity of adverse effects can be increased when Fluprednisolone is combined with Mefloquine.Approved
FlurandrenolideThe risk or severity of adverse effects can be increased when Flurandrenolide is combined with Mefloquine.Approved
Fluticasone furoateThe serum concentration of Fluticasone furoate can be increased when it is combined with Mefloquine.Approved
Fluticasone PropionateThe risk or severity of adverse effects can be increased when Fluticasone Propionate is combined with Mefloquine.Approved
FluvoxamineThe metabolism of Mefloquine can be decreased when combined with Fluvoxamine.Approved, Investigational
FormestaneThe risk or severity of adverse effects can be increased when Formestane is combined with Mefloquine.Approved, Investigational, Withdrawn
FosamprenavirThe metabolism of Mefloquine can be decreased when combined with Fosamprenavir.Approved
FosaprepitantThe serum concentration of Mefloquine can be increased when it is combined with Fosaprepitant.Approved
FosphenytoinThe therapeutic efficacy of Fosphenytoin can be decreased when used in combination with Mefloquine.Approved
Fusidic AcidThe serum concentration of Mefloquine can be increased when it is combined with Fusidic Acid.Approved
GabapentinThe therapeutic efficacy of Gabapentin can be decreased when used in combination with Mefloquine.Approved, Investigational
GaboxadolThe therapeutic efficacy of Gaboxadol can be decreased when used in combination with Mefloquine.Investigational
Gadobenic acidMefloquine may increase the QTc-prolonging activities of Gadobenic acid.Approved
Gallamine TriethiodideThe therapeutic efficacy of Gallamine Triethiodide can be decreased when used in combination with Mefloquine.Approved
GefitinibThe serum concentration of Gefitinib can be increased when it is combined with Mefloquine.Approved, Investigational
GemcitabineThe serum concentration of Gemcitabine can be increased when it is combined with Mefloquine.Approved
GemifloxacinMefloquine may increase the QTc-prolonging activities of Gemifloxacin.Approved, Investigational
GlycopyrroniumThe therapeutic efficacy of Glycopyrronium can be decreased when used in combination with Mefloquine.Approved, Investigational, Vet Approved
GoserelinMefloquine may increase the QTc-prolonging activities of Goserelin.Approved
GranisetronMefloquine may increase the QTc-prolonging activities of Granisetron.Approved, Investigational
GrazoprevirThe serum concentration of Grazoprevir can be increased when it is combined with Mefloquine.Approved
GrepafloxacinThe serum concentration of Grepafloxacin can be increased when it is combined with Mefloquine.Withdrawn
GTS-21The risk or severity of adverse effects can be increased when Mefloquine is combined with GTS-21.Investigational
HalofantrineMefloquine may increase the QTc-prolonging activities of Halofantrine.Approved
HaloperidolMefloquine may increase the QTc-prolonging activities of Haloperidol.Approved
HE3286The risk or severity of adverse effects can be increased when HE3286 is combined with Mefloquine.Investigational
HexamethoniumThe therapeutic efficacy of Hexamethonium can be decreased when used in combination with Mefloquine.Experimental
HomatropineThe therapeutic efficacy of Homatropine can be decreased when used in combination with Mefloquine.Approved
HydrocortisoneThe serum concentration of Hydrocortisone can be increased when it is combined with Mefloquine.Approved, Vet Approved
HydroxychloroquineThe risk or severity of adverse effects can be increased when Hydroxychloroquine is combined with Mefloquine.Approved
HyoscyamineThe therapeutic efficacy of Hyoscyamine can be decreased when used in combination with Mefloquine.Approved
IbuprofenThe serum concentration of Ibuprofen can be increased when it is combined with Mefloquine.Approved
IbutilideMefloquine may increase the QTc-prolonging activities of Ibutilide.Approved
IdelalisibThe serum concentration of Mefloquine can be increased when it is combined with Idelalisib.Approved
IfenprodilThe therapeutic efficacy of Ifenprodil can be decreased when used in combination with Mefloquine.Approved, Withdrawn
IloperidoneMefloquine may increase the QTc-prolonging activities of Iloperidone.Approved
ImatinibThe metabolism of Mefloquine can be decreased when combined with Imatinib.Approved
ImipramineThe serum concentration of Imipramine can be increased when it is combined with Mefloquine.Approved
IndacaterolThe serum concentration of Indacaterol can be increased when it is combined with Mefloquine.Approved
IndenololMefloquine may increase the bradycardic activities of Indenolol.Withdrawn
IndinavirThe metabolism of Mefloquine can be decreased when combined with Indinavir.Approved
IndomethacinThe serum concentration of Indomethacin can be increased when it is combined with Mefloquine.Approved, Investigational
Ipratropium bromideThe therapeutic efficacy of Ipratropium bromide can be decreased when used in combination with Mefloquine.Approved
IrinotecanThe serum concentration of Irinotecan can be increased when it is combined with Mefloquine.Approved, Investigational
IsavuconazoniumThe metabolism of Mefloquine can be decreased when combined with Isavuconazonium.Approved, Investigational
IsradipineThe metabolism of Mefloquine can be decreased when combined with Isradipine.Approved
IstaroximeThe risk or severity of adverse effects can be increased when Istaroxime is combined with Mefloquine.Investigational
ItraconazoleThe metabolism of Mefloquine can be decreased when combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Mefloquine can be increased when it is combined with Ivacaftor.Approved
IvermectinThe serum concentration of Ivermectin can be increased when it is combined with Mefloquine.Approved, Vet Approved
KetazolamThe serum concentration of Ketazolam can be increased when it is combined with Mefloquine.Approved
KetoconazoleThe metabolism of Mefloquine can be decreased when combined with Ketoconazole.Approved, Investigational
LabetalolMefloquine may increase the bradycardic activities of Labetalol.Approved
LacosamideThe therapeutic efficacy of Lacosamide can be decreased when used in combination with Mefloquine.Approved
LamivudineThe serum concentration of Lamivudine can be increased when it is combined with Mefloquine.Approved, Investigational
LamotrigineThe therapeutic efficacy of Lamotrigine can be decreased when used in combination with Mefloquine.Approved, Investigational
LansoprazoleThe serum concentration of Lansoprazole can be increased when it is combined with Mefloquine.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be increased when it is combined with Mefloquine.Approved
LenalidomideThe serum concentration of Lenalidomide can be increased when it is combined with Mefloquine.Approved
LenvatinibMefloquine may increase the QTc-prolonging activities of Lenvatinib.Approved
LeuprolideMefloquine may increase the QTc-prolonging activities of Leuprolide.Approved, Investigational
LevetiracetamThe therapeutic efficacy of Levetiracetam can be decreased when used in combination with Mefloquine.Approved, Investigational
LevobunololMefloquine may increase the bradycardic activities of Levobunolol.Approved
LevofloxacinMefloquine may increase the QTc-prolonging activities of Levofloxacin.Approved, Investigational
LevomilnacipranThe serum concentration of Levomilnacipran can be increased when it is combined with Mefloquine.Approved
LinagliptinThe serum concentration of Linagliptin can be increased when it is combined with Mefloquine.Approved
LobelineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Lobeline.Investigational
LoperamideThe serum concentration of Loperamide can be increased when it is combined with Mefloquine.Approved
LopinavirThe metabolism of Mefloquine can be decreased when combined with Lopinavir.Approved
LorazepamThe therapeutic efficacy of Lorazepam can be decreased when used in combination with Mefloquine.Approved
LosartanThe serum concentration of Losartan can be increased when it is combined with Mefloquine.Approved
LovastatinThe metabolism of Mefloquine can be decreased when combined with Lovastatin.Approved, Investigational
LuliconazoleThe serum concentration of Mefloquine can be increased when it is combined with Luliconazole.Approved
LumacaftorThe metabolism of Mefloquine can be increased when combined with Lumacaftor.Approved
LumefantrineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Lumefantrine.Approved
Magnesium SulfateThe therapeutic efficacy of Magnesium Sulfate can be decreased when used in combination with Mefloquine.Approved, Vet Approved
MannitolThe serum concentration of Mannitol can be increased when it is combined with Mefloquine.Approved, Investigational
ME-609The risk or severity of adverse effects can be increased when ME-609 is combined with Mefloquine.Investigational
MecamylamineThe therapeutic efficacy of Mecamylamine can be decreased when used in combination with Mefloquine.Approved
MedrysoneThe risk or severity of adverse effects can be increased when Medrysone is combined with Mefloquine.Approved
MelengestrolThe risk or severity of adverse effects can be increased when Melengestrol is combined with Mefloquine.Vet Approved
MephenytoinThe therapeutic efficacy of Mephenytoin can be decreased when used in combination with Mefloquine.Investigational, Withdrawn
MeprobamateThe therapeutic efficacy of Meprobamate can be decreased when used in combination with Mefloquine.Approved, Illicit
MesoridazineThe serum concentration of Mesoridazine can be increased when it is combined with Mefloquine.Approved
MethacholineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Methacholine.Approved
MethadoneMefloquine may increase the QTc-prolonging activities of Methadone.Approved
MethanthelineThe therapeutic efficacy of Methantheline can be decreased when used in combination with Mefloquine.Approved
MetharbitalThe therapeutic efficacy of Metharbital can be decreased when used in combination with Mefloquine.Withdrawn
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Mefloquine.Approved
MethotrimeprazineThe serum concentration of Methotrimeprazine can be increased when it is combined with Mefloquine.Approved
MethsuximideThe therapeutic efficacy of Methsuximide can be decreased when used in combination with Mefloquine.Approved
Methylene blueThe serum concentration of Methylene blue can be increased when it is combined with Mefloquine.Investigational
MethylphenobarbitalThe therapeutic efficacy of Methylphenobarbital can be decreased when used in combination with Mefloquine.Approved
MethylprednisoloneThe serum concentration of Methylprednisolone can be increased when it is combined with Mefloquine.Approved, Vet Approved
MetipranololMefloquine may increase the bradycardic activities of Metipranolol.Approved
MetixeneThe therapeutic efficacy of Metixene can be decreased when used in combination with Mefloquine.Approved
MetoprololThe serum concentration of Metoprolol can be increased when it is combined with Mefloquine.Approved, Investigational
MidazolamThe serum concentration of Midazolam can be increased when it is combined with Mefloquine.Approved, Illicit
MifepristoneMifepristone may increase the QTc-prolonging activities of Mefloquine.Approved, Investigational
MirabegronThe serum concentration of Mirabegron can be increased when it is combined with Mefloquine.Approved
MitotaneThe serum concentration of Mefloquine can be decreased when it is combined with Mitotane.Approved
MitoxantroneThe serum concentration of Mitoxantrone can be increased when it is combined with Mefloquine.Approved, Investigational
MivacuriumMefloquine may decrease the neuromuscular blocking activities of Mivacurium.Approved
ModafinilThe serum concentration of Mefloquine can be decreased when it is combined with Modafinil.Approved, Investigational
MometasoneThe risk or severity of adverse effects can be increased when Mometasone is combined with Mefloquine.Approved, Vet Approved
MoricizineThe serum concentration of Moricizine can be increased when it is combined with Mefloquine.Approved, Withdrawn
MorphineThe serum concentration of Morphine can be increased when it is combined with Mefloquine.Approved, Investigational
MoxifloxacinMefloquine may increase the QTc-prolonging activities of Moxifloxacin.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Mefloquine.Approved, Investigational
N-butylscopolammonium bromideThe therapeutic efficacy of N-butylscopolammonium bromide can be decreased when used in combination with Mefloquine.Vet Approved
NadololMefloquine may increase the bradycardic activities of Nadolol.Approved
NafcillinThe serum concentration of Mefloquine can be decreased when it is combined with Nafcillin.Approved
NaloxegolThe serum concentration of Naloxegol can be increased when it is combined with Mefloquine.Approved
NaloxoneThe serum concentration of Naloxone can be increased when it is combined with Mefloquine.Approved, Vet Approved
NCX 1022The risk or severity of adverse effects can be increased when NCX 1022 is combined with Mefloquine.Investigational
NefazodoneThe metabolism of Mefloquine can be decreased when combined with Nefazodone.Approved, Withdrawn
NelfinavirThe metabolism of Mefloquine can be decreased when combined with Nelfinavir.Approved
NetupitantThe serum concentration of Mefloquine can be increased when it is combined with Netupitant.Approved
NevirapineThe metabolism of Mefloquine can be increased when combined with Nevirapine.Approved
NicardipineThe serum concentration of Nicardipine can be increased when it is combined with Mefloquine.Approved
NicotineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Nicotine.Approved
Nicotine bitartrateThe risk or severity of adverse effects can be increased when Mefloquine is combined with Nicotine bitartrate.Approved
NifedipineThe serum concentration of Nifedipine can be increased when it is combined with Mefloquine.Approved
NilotinibMefloquine may increase the QTc-prolonging activities of Nilotinib.Approved, Investigational
NintedanibThe serum concentration of Nintedanib can be increased when it is combined with Mefloquine.Approved
NitrazepamThe therapeutic efficacy of Nitrazepam can be decreased when used in combination with Mefloquine.Approved
NizatidineThe serum concentration of Nizatidine can be increased when it is combined with Mefloquine.Approved
NVA237The therapeutic efficacy of NVA237 can be decreased when used in combination with Mefloquine.Investigational
OfloxacinMefloquine may increase the QTc-prolonging activities of Ofloxacin.Approved
OlanzapineThe serum concentration of Olanzapine can be increased when it is combined with Mefloquine.Approved, Investigational
OlaparibThe metabolism of Mefloquine can be decreased when combined with Olaparib.Approved
Oleoyl estroneThe risk or severity of adverse effects can be increased when Oleoyl estrone is combined with Mefloquine.Investigational
OmbitasvirThe serum concentration of Ombitasvir can be increased when it is combined with Mefloquine.Approved
OndansetronMefloquine may increase the QTc-prolonging activities of Ondansetron.Approved
OrphenadrineThe therapeutic efficacy of Orphenadrine can be decreased when used in combination with Mefloquine.Approved
OsimertinibThe serum concentration of Mefloquine can be increased when it is combined with Osimertinib.Approved
OxcarbazepineThe therapeutic efficacy of Oxcarbazepine can be decreased when used in combination with Mefloquine.Approved
OxprenololMefloquine may increase the bradycardic activities of Oxprenolol.Approved
OxybutyninThe therapeutic efficacy of Oxybutynin can be decreased when used in combination with Mefloquine.Approved, Investigational
OxyphenoniumThe therapeutic efficacy of Oxyphenonium can be decreased when used in combination with Mefloquine.Approved
PaclitaxelThe serum concentration of Paclitaxel can be increased when it is combined with Mefloquine.Approved, Vet Approved
PalbociclibThe serum concentration of Mefloquine can be increased when it is combined with Palbociclib.Approved
PaliperidoneMefloquine may increase the QTc-prolonging activities of Paliperidone.Approved
PancuroniumThe therapeutic efficacy of Pancuronium can be decreased when used in combination with Mefloquine.Approved
PanobinostatMefloquine may increase the QTc-prolonging activities of Panobinostat.Approved, Investigational
ParaldehydeThe therapeutic efficacy of Paraldehyde can be decreased when used in combination with Mefloquine.Approved
ParamethadioneThe therapeutic efficacy of Paramethadione can be decreased when used in combination with Mefloquine.Approved
ParamethasoneThe risk or severity of adverse effects can be increased when Paramethasone is combined with Mefloquine.Approved
PazopanibThe serum concentration of Pazopanib can be increased when it is combined with Mefloquine.Approved
PenbutololMefloquine may increase the bradycardic activities of Penbutolol.Approved, Investigational
PentamidineMefloquine may increase the QTc-prolonging activities of Pentamidine.Approved
PentobarbitalThe metabolism of Mefloquine can be increased when combined with Pentobarbital.Approved, Vet Approved
PentoliniumThe therapeutic efficacy of Pentolinium can be decreased when used in combination with Mefloquine.Approved
PerampanelThe therapeutic efficacy of Perampanel can be decreased when used in combination with Mefloquine.Approved
PerazineThe serum concentration of Perazine can be increased when it is combined with Mefloquine.Investigational
PerflutrenMefloquine may increase the QTc-prolonging activities of Perflutren.Approved
PerphenazineThe serum concentration of Perphenazine can be increased when it is combined with Mefloquine.Approved
PhenacemideThe therapeutic efficacy of Phenacemide can be decreased when used in combination with Mefloquine.Approved
PhenobarbitalThe therapeutic efficacy of Phenobarbital can be decreased when used in combination with Mefloquine.Approved
PhensuximideThe therapeutic efficacy of Phensuximide can be decreased when used in combination with Mefloquine.Approved
PhenytoinThe therapeutic efficacy of Phenytoin can be decreased when used in combination with Mefloquine.Approved, Vet Approved
PilocarpineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Pilocarpine.Approved
PimozideMefloquine may increase the QTc-prolonging activities of Pimozide.Approved
PindololMefloquine may increase the bradycardic activities of Pindolol.Approved
PipecuroniumThe therapeutic efficacy of Pipecuronium can be decreased when used in combination with Mefloquine.Approved
PirenzepineThe therapeutic efficacy of Pirenzepine can be decreased when used in combination with Mefloquine.Approved
PitavastatinThe serum concentration of Pitavastatin can be increased when it is combined with Mefloquine.Approved
PomalidomideThe serum concentration of Pomalidomide can be increased when it is combined with Mefloquine.Approved
PonatinibThe serum concentration of Ponatinib can be increased when it is combined with Mefloquine.Approved
PosaconazoleThe metabolism of Mefloquine can be decreased when combined with Posaconazole.Approved, Investigational, Vet Approved
PractololMefloquine may increase the bradycardic activities of Practolol.Approved
PrasteroneThe risk or severity of adverse effects can be increased when Prasterone is combined with Mefloquine.Approved, Nutraceutical
PravastatinThe serum concentration of Pravastatin can be increased when it is combined with Mefloquine.Approved
PrazosinThe serum concentration of Prazosin can be increased when it is combined with Mefloquine.Approved
PrednicarbateThe risk or severity of adverse effects can be increased when Prednicarbate is combined with Mefloquine.Approved
PrednisoloneThe serum concentration of Prednisolone can be increased when it is combined with Mefloquine.Approved, Vet Approved
PrednisoneThe serum concentration of Prednisone can be increased when it is combined with Mefloquine.Approved, Vet Approved
PregabalinThe therapeutic efficacy of Pregabalin can be decreased when used in combination with Mefloquine.Approved, Illicit, Investigational
PregnenoloneThe risk or severity of adverse effects can be increased when Pregnenolone is combined with Mefloquine.Experimental
PrimaquineThe risk or severity of adverse effects can be increased when Primaquine is combined with Mefloquine.Approved
PrimidoneThe therapeutic efficacy of Primidone can be decreased when used in combination with Mefloquine.Approved, Vet Approved
ProcainamideMefloquine may increase the QTc-prolonging activities of Procainamide.Approved
ProchlorperazineThe serum concentration of Prochlorperazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
ProcyclidineThe therapeutic efficacy of Procyclidine can be decreased when used in combination with Mefloquine.Approved
ProgabideThe therapeutic efficacy of Progabide can be decreased when used in combination with Mefloquine.Approved, Investigational
ProgesteroneThe serum concentration of Progesterone can be increased when it is combined with Mefloquine.Approved, Vet Approved
PromazineThe serum concentration of Promazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
PromethazineThe serum concentration of Promethazine can be increased when it is combined with Mefloquine.Approved
PropafenoneMefloquine may increase the QTc-prolonging activities of Propafenone.Approved
PropanthelineThe therapeutic efficacy of Propantheline can be decreased when used in combination with Mefloquine.Approved
PropiopromazineThe serum concentration of Propiopromazine can be increased when it is combined with Mefloquine.Vet Approved
PropiverineThe therapeutic efficacy of Propiverine can be decreased when used in combination with Mefloquine.Investigational
PropranololMefloquine may increase the bradycardic activities of Propranolol.Approved, Investigational
PrucaloprideThe serum concentration of Prucalopride can be increased when it is combined with Mefloquine.Approved
QuetiapineMefloquine may increase the QTc-prolonging activities of Quetiapine.Approved
QuinidineThe risk or severity of adverse effects can be increased when Quinidine is combined with Mefloquine.Approved
QuinineThe risk or severity of adverse effects can be increased when Quinine is combined with Mefloquine.Approved
RanitidineThe serum concentration of Ranitidine can be increased when it is combined with Mefloquine.Approved
RanolazineThe serum concentration of Ranolazine can be increased when it is combined with Mefloquine.Approved, Investigational
RapacuroniumMefloquine may decrease the neuromuscular blocking activities of Rapacuronium.Withdrawn
remacemideThe therapeutic efficacy of remacemide can be decreased when used in combination with Mefloquine.Investigational
ReserpineThe serum concentration of Reserpine can be increased when it is combined with Mefloquine.Approved
RifabutinThe metabolism of Mefloquine can be increased when combined with Rifabutin.Approved
RifampicinThe metabolism of Mefloquine can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Mefloquine can be increased when combined with Rifapentine.Approved
RifaximinThe serum concentration of Rifaximin can be increased when it is combined with Mefloquine.Approved, Investigational
RiluzoleThe therapeutic efficacy of Riluzole can be decreased when used in combination with Mefloquine.Approved, Investigational
RimexoloneThe risk or severity of adverse effects can be increased when Rimexolone is combined with Mefloquine.Approved
RisperidoneThe serum concentration of Risperidone can be increased when it is combined with Mefloquine.Approved, Investigational
RitonavirThe metabolism of Mefloquine can be decreased when combined with Ritonavir.Approved, Investigational
RivaroxabanThe serum concentration of Rivaroxaban can be increased when it is combined with Mefloquine.Approved
RomidepsinThe serum concentration of Romidepsin can be increased when it is combined with Mefloquine.Approved, Investigational
RufinamideThe therapeutic efficacy of Rufinamide can be decreased when used in combination with Mefloquine.Approved
Salicylic acidThe serum concentration of Salicylic acid can be increased when it is combined with Mefloquine.Approved, Vet Approved
SaquinavirThe metabolism of Mefloquine can be decreased when combined with Saquinavir.Approved, Investigational
ScopolamineThe therapeutic efficacy of Scopolamine can be decreased when used in combination with Mefloquine.Approved
Scopolamine butylbromideThe therapeutic efficacy of Scopolamine butylbromide can be decreased when used in combination with Mefloquine.Approved
SelexipagThe serum concentration of Selexipag can be increased when it is combined with Mefloquine.Approved
SildenafilThe metabolism of Mefloquine can be decreased when combined with Sildenafil.Approved, Investigational
SilodosinThe serum concentration of Silodosin can be increased when it is combined with Mefloquine.Approved
SiltuximabThe serum concentration of Mefloquine can be decreased when it is combined with Siltuximab.Approved
SimeprevirThe serum concentration of Mefloquine can be increased when it is combined with Simeprevir.Approved
SitagliptinThe serum concentration of Sitagliptin can be increased when it is combined with Mefloquine.Approved, Investigational
SofosbuvirThe serum concentration of Sofosbuvir can be increased when it is combined with Mefloquine.Approved
SolifenacinThe therapeutic efficacy of Solifenacin can be decreased when used in combination with Mefloquine.Approved
SorafenibThe serum concentration of Sorafenib can be increased when it is combined with Mefloquine.Approved, Investigational
SotalolMefloquine may increase the QTc-prolonging activities of Sotalol.Approved
SparfloxacinThe serum concentration of Sparfloxacin can be increased when it is combined with Mefloquine.Approved
SphingosineThe serum concentration of Sphingosine can be increased when it is combined with Mefloquine.Experimental
St. John's WortThe serum concentration of Mefloquine can be decreased when it is combined with St. John's Wort.Nutraceutical
StiripentolThe therapeutic efficacy of Stiripentol can be decreased when used in combination with Mefloquine.Approved
SuccinylcholineThe serum concentration of Succinylcholine can be increased when it is combined with Mefloquine.Approved
SulfisoxazoleMefloquine may increase the QTc-prolonging activities of Sulfisoxazole.Approved, Vet Approved
SULTHIAMEThe therapeutic efficacy of SULTHIAME can be decreased when used in combination with Mefloquine.Experimental
TacrolimusThe serum concentration of Tacrolimus can be increased when it is combined with Mefloquine.Approved, Investigational
TamoxifenThe serum concentration of Tamoxifen can be increased when it is combined with Mefloquine.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be increased when it is combined with Mefloquine.Experimental
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be increased when it is combined with Mefloquine.Approved
TelaprevirThe metabolism of Mefloquine can be decreased when combined with Telaprevir.Approved
TelavancinMefloquine may increase the QTc-prolonging activities of Telavancin.Approved
TelithromycinThe metabolism of Mefloquine can be decreased when combined with Telithromycin.Approved
TemsirolimusThe serum concentration of Temsirolimus can be increased when it is combined with Mefloquine.Approved
TetrabenazineMefloquine may increase the QTc-prolonging activities of Tetrabenazine.Approved
ThiethylperazineThe serum concentration of Thiethylperazine can be increased when it is combined with Mefloquine.Withdrawn
ThiopentalThe therapeutic efficacy of Thiopental can be decreased when used in combination with Mefloquine.Approved, Vet Approved
ThioridazineThe serum concentration of Thioridazine can be increased when it is combined with Mefloquine.Approved
TiagabineThe therapeutic efficacy of Tiagabine can be decreased when used in combination with Mefloquine.Approved
TicagrelorThe serum concentration of Ticagrelor can be increased when it is combined with Mefloquine.Approved
TiclopidineThe metabolism of Mefloquine can be decreased when combined with Ticlopidine.Approved
TiletamineThe therapeutic efficacy of Tiletamine can be decreased when used in combination with Mefloquine.Vet Approved
TimololMefloquine may increase the bradycardic activities of Timolol.Approved
TiotropiumThe therapeutic efficacy of Tiotropium can be decreased when used in combination with Mefloquine.Approved
TixocortolThe risk or severity of adverse effects can be increased when Tixocortol is combined with Mefloquine.Approved
TizanidineThe therapeutic efficacy of Tizanidine can be decreased when used in combination with Mefloquine.Approved
TocilizumabThe serum concentration of Mefloquine can be decreased when it is combined with Tocilizumab.Approved
TolterodineThe therapeutic efficacy of Tolterodine can be decreased when used in combination with Mefloquine.Approved, Investigational
TolvaptanThe serum concentration of Tolvaptan can be increased when it is combined with Mefloquine.Approved
TopiramateThe therapeutic efficacy of Topiramate can be decreased when used in combination with Mefloquine.Approved
TopotecanThe serum concentration of Topotecan can be increased when it is combined with Mefloquine.Approved, Investigational
ToremifeneMefloquine may increase the QTc-prolonging activities of Toremifene.Approved, Investigational
tramiprosateThe therapeutic efficacy of tramiprosate can be decreased when used in combination with Mefloquine.Investigational
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be increased when it is combined with Mefloquine.Approved
TriamcinoloneThe risk or severity of adverse effects can be increased when Triamcinolone is combined with Mefloquine.Approved, Vet Approved
TrifluoperazineThe serum concentration of Trifluoperazine can be increased when it is combined with Mefloquine.Approved
TriflupromazineThe serum concentration of Triflupromazine can be increased when it is combined with Mefloquine.Approved, Vet Approved
TrihexyphenidylThe therapeutic efficacy of Trihexyphenidyl can be decreased when used in combination with Mefloquine.Approved
TrimethadioneThe therapeutic efficacy of Trimethadione can be decreased when used in combination with Mefloquine.Approved
TrimethaphanThe therapeutic efficacy of Trimethaphan can be decreased when used in combination with Mefloquine.Approved
TropicamideThe therapeutic efficacy of Tropicamide can be decreased when used in combination with Mefloquine.Approved
TrospiumThe therapeutic efficacy of Trospium can be decreased when used in combination with Mefloquine.Approved
TubocurarineThe therapeutic efficacy of Tubocurarine can be decreased when used in combination with Mefloquine.Approved
UlipristalThe serum concentration of Ulipristal can be increased when it is combined with Mefloquine.Approved
UmeclidiniumThe therapeutic efficacy of Umeclidinium can be decreased when used in combination with Mefloquine.Approved
Valproic AcidThe therapeutic efficacy of Valproic Acid can be decreased when used in combination with Mefloquine.Approved, Investigational
ValpromideThe therapeutic efficacy of Valpromide can be decreased when used in combination with Mefloquine.Experimental
VandetanibMefloquine may increase the QTc-prolonging activities of Vandetanib.Approved
VareniclineThe risk or severity of adverse effects can be increased when Mefloquine is combined with Varenicline.Approved, Investigational
VecuroniumThe therapeutic efficacy of Vecuronium can be decreased when used in combination with Mefloquine.Approved
VemurafenibMefloquine may increase the QTc-prolonging activities of Vemurafenib.Approved
VenetoclaxThe serum concentration of Venetoclax can be increased when it is combined with Mefloquine.Approved
VenlafaxineThe metabolism of Mefloquine can be decreased when combined with Venlafaxine.Approved
VerapamilThe metabolism of Mefloquine can be decreased when combined with Verapamil.Approved
VigabatrinThe therapeutic efficacy of Vigabatrin can be decreased when used in combination with Mefloquine.Approved
VinblastineThe serum concentration of Vinblastine can be increased when it is combined with Mefloquine.Approved
VincristineThe serum concentration of Vincristine can be increased when it is combined with Mefloquine.Approved, Investigational
VinpocetineThe therapeutic efficacy of Vinpocetine can be decreased when used in combination with Mefloquine.Investigational
VismodegibThe serum concentration of Vismodegib can be increased when it is combined with Mefloquine.Approved
VoriconazoleThe metabolism of Mefloquine can be decreased when combined with Voriconazole.Approved, Investigational
ZaleplonThe therapeutic efficacy of Zaleplon can be decreased when used in combination with Mefloquine.Approved, Illicit, Investigational
ZidovudineThe serum concentration of Zidovudine can be increased when it is combined with Mefloquine.Approved
ZiprasidoneMefloquine may increase the QTc-prolonging activities of Ziprasidone.Approved
ZonisamideThe therapeutic efficacy of Zonisamide can be decreased when used in combination with Mefloquine.Approved, Investigational
ZuclopenthixolMefloquine may increase the QTc-prolonging activities of Zuclopenthixol.Approved, Investigational
Food Interactions
  • Avoid alcohol.
  • Take with a full glass of water.
  • Take with food.
References
Synthesis Reference

DrugSyn.org

US4507482
General ReferencesNot Available
External Links
ATC CodesP01BC02P01BF02
AHFS Codes
  • 08:30.08
PDB Entries
FDA labelDownload (394 KB)
MSDSDownload (107 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9959
Blood Brain Barrier+0.9445
Caco-2 permeable-0.5753
P-glycoprotein substrateSubstrate0.6796
P-glycoprotein inhibitor INon-inhibitor0.7395
P-glycoprotein inhibitor IIInhibitor0.5419
Renal organic cation transporterNon-inhibitor0.6446
CYP450 2C9 substrateNon-substrate0.8711
CYP450 2D6 substrateNon-substrate0.9116
CYP450 3A4 substrateNon-substrate0.6524
CYP450 1A2 substrateInhibitor0.9107
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorInhibitor0.8931
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorNon-inhibitor0.8533
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9163
Ames testNon AMES toxic0.809
CarcinogenicityNon-carcinogens0.9437
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.9133 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9035
hERG inhibition (predictor II)Inhibitor0.8204
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
Manufacturers
  • Hoffmann la roche inc
  • Barr laboratories inc
  • Roxane laboratories inc
  • Sandoz inc
  • United states army walter reed army institute research
  • West ward pharmaceutical corp
Packagers
Dosage forms
FormRouteStrength
TabletOral250 mg
TabletOral250 mg/1
Prices
Unit descriptionCostUnit
Lariam 25 250 mg tablet Box322.77USD box
Lariam 250 mg tablet12.41USD tablet
Mefloquine hcl 250 mg tablet10.8USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
water solubility5000 mg/L (HCl salt)Not Available
logP3.9Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.038 mg/mLALOGPS
logP3.1ALOGPS
logP4.11ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)13.79ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area45.15 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.58 m3·mol-1ChemAxon
Polarizability31.73 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 quinolines and derivatives. These are compounds containing a quinoline moiety, which consists of a benzene ring fused to a pyrimidine ring to form benzo[b]azabenzene.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassNot Available
Direct ParentQuinolines and derivatives
Alternative Parents
Substituents
  • Quinoline
  • Aralkylamine
  • Benzenoid
  • Pyridine
  • Piperidine
  • Heteroaromatic compound
  • Secondary alcohol
  • 1,2-aminoalcohol
  • Azacycle
  • Secondary amine
  • Secondary aliphatic amine
  • Hydrocarbon derivative
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Amine
  • Alkyl halide
  • Alkyl fluoride
  • Alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

1. Fe(II)-protoporphyrin IX
Kind
Small molecule
Organism
Plasmodium falciparum
Pharmacological action
yes
Actions
antagonist
References
  1. Fitch CD: Ferriprotoporphyrin IX, phospholipids, and the antimalarial actions of quinoline drugs. Life Sci. 2004 Mar 5;74(16):1957-72. [PubMed:14967191 ]
Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
antagonist
General Function:
Oxygen transporter activity
Specific Function:
Involved in oxygen transport from the lung to the various peripheral tissues.
Gene Name:
HBA1
Uniprot ID:
P69905
Molecular Weight:
15257.405 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
antagonist
General Function:
Identical protein binding
Specific Function:
Receptor for adenosine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase.
Gene Name:
ADORA2A
Uniprot ID:
P29274
Molecular Weight:
44706.925 Da
References
  1. Gillespie RJ, Adams DR, Bebbington D, Benwell K, Cliffe IA, Dawson CE, Dourish CT, Fletcher A, Gaur S, Giles PR, Jordan AM, Knight AR, Knutsen LJ, Lawrence A, Lerpiniere J, Misra A, Porter RH, Pratt RM, Shepherd R, Upton R, Ward SE, Weiss SM, Williamson DS: Antagonists of the human adenosine A2A receptor. Part 1: Discovery and synthesis of thieno[3,2-d]pyrimidine-4-methanone derivatives. Bioorg Med Chem Lett. 2008 May 1;18(9):2916-9. doi: 10.1016/j.bmcl.2008.03.075. Epub 2008 Mar 30. [PubMed:18406614 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Identical protein binding
Specific Function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular Weight:
68417.575 Da
References
  1. Lim LY, Go ML: The anticholinesterase activity of mefloquine. Clin Exp Pharmacol Physiol. 1985 Sep-Oct;12(5):527-31. [PubMed:3878759 ]
  2. Zhou C, Xiao C, McArdle JJ, Ye JH: Mefloquine enhances nigral gamma-aminobutyric acid release via inhibition of cholinesterase. J Pharmacol Exp Ther. 2006 Jun;317(3):1155-60. Epub 2006 Feb 24. [PubMed:16501066 ]
  3. McArdle JJ, Sellin LC, Coakley KM, Potian JG, Quinones-Lopez MC, Rosenfeld CA, Sultatos LG, Hognason K: Mefloquine inhibits cholinesterases at the mouse neuromuscular junction. Neuropharmacology. 2005 Dec;49(8):1132-9. Epub 2005 Aug 2. [PubMed:16081111 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Oxygen binding
Specific Function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular Weight:
57882.48 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants.
Gene Name:
CYP2D6
Uniprot ID:
P10635
Molecular Weight:
55768.94 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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Serine hydrolase activity
Specific Function:
Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:
ACHE
Uniprot ID:
P22303
Molecular Weight:
67795.525 Da
References
  1. Lim LY, Go ML: The anticholinesterase activity of mefloquine. Clin Exp Pharmacol Physiol. 1985 Sep-Oct;12(5):527-31. [PubMed:3878759 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Fujita R, Ishikawa M, Takayanagi M, Takayanagi Y, Sasaki K: Enhancement of doxorubicin activity in multidrug-resistant cells by mefloquine. Methods Find Exp Clin Pharmacol. 2000 Jun;22(5):281-4. [PubMed:11031728 ]
Comments
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23