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Identification
NameMeloxicam
Accession NumberDB00814  (APRD00529)
TypeSmall Molecule
GroupsApproved
Description

Meloxicam is a nonsteroidal anti-inflammatory drug (NSAID) used to relieve the symptoms of arthritis, primary dysmenorrhea, fever; and as an analgesic, especially where there is an inflammatory component. It is closely related to piroxicam. In Europe it is marketed under the brand names Movalis, Melox, and Recoxa. In North America it is generally marketed under the brand name Mobic. In Latin America, the drug is marketed as Tenaron. [Wikipedia]

Structure
Thumb
Synonyms
SynonymLanguageCode
MeloxicamGermanINN
MéloxicamFrenchINN
MeloxicamSpanishINN
MeloxicamumLatinINN
MobicNot AvailableNot Available
UNII-vg2qf83cglNot AvailableNot Available
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Meloxicamsuspension7.5 mg/5mLoralRoxane Laboratories, Inc.2001-11-01Not AvailableUs
Mobictablet7.5 mgoralBoehringer Ingelheim Pharmaceuticals, Inc.2000-06-01Not AvailableUs
Mobictablet15 mgoralBoehringer Ingelheim Pharmaceuticals, Inc.2000-10-01Not AvailableUs
Mobicsuspension7.5 mg/5mLoralBoehringer Ingelheim Pharmaceuticals, Inc.2005-11-01Not AvailableUs
Mobictablet7.5 mgoralPd Rx Pharmaceuticals, Inc.2000-06-01Not AvailableUs
Mobicoxtablet7.5 mgoralBoehringer Ingelheim (Canada) Ltd LteeNot AvailableNot AvailableCanada
Mobicoxtablet15 mgoralBoehringer Ingelheim (Canada) Ltd LteeNot AvailableNot AvailableCanada
Generic Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Meloxicamtablet7.5 mgoralTeva Pharmaceuticals USA Inc2006-07-20Not AvailableUs
Meloxicamtablet15 mgoralTeva Pharmaceuticals USA Inc2006-07-20Not AvailableUs
Meloxicamtablet7.5 mgoralMylan Pharmaceuticals Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralMylan Pharmaceuticals Inc.2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralNcs Health Care Of Ky, Inc Dba Vangard Labs2006-07-20Not AvailableUs
Meloxicamtablet15 mgoralNcs Health Care Of Ky, Inc Dba Vangard Labs2006-07-20Not AvailableUs
Meloxicamtablet7.5 mgoralBlenheim Pharmacal, Inc.2012-10-24Not AvailableUs
Meloxicamtablet15 mgoralBlenheim Pharmacal, Inc.2010-04-23Not AvailableUs
Meloxicamtablet7.5 mgoralBlenheim Pharmacal, Inc.2010-04-13Not AvailableUs
Meloxicamtablet7.5 mgoralSTAT Rx USA LLC2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralSTAT Rx USA LLC2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgRebel Distributors Corp.2006-12-20Not AvailableUs
Meloxicamtablet15 mgoralRebel Distributors Corp.2006-12-20Not AvailableUs
Meloxicamtablet7.5 mgoralUnichem Pharmaceuticals (USA), Inc.2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralUnichem Pharmaceuticals (USA), Inc.2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralAidarex Pharmaceuticals LLC2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralAidarex Pharmaceuticals LLC2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-02-14Not AvailableUs
Meloxicamtablet15 mgoralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2012-02-14Not AvailableUs
Meloxicamtablet15 mgoralLake Erie Medical DBA Quality Care Products LLC2009-12-01Not AvailableUs
Meloxicamtablet7.5 mgoralLake Erie Medical DBA Quality Care Products LLC2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralAv Kare, Inc.2014-09-19Not AvailableUs
Meloxicamtablet15 mgoralAv Kare, Inc.2014-09-19Not AvailableUs
Meloxicamtablet15 mgoralSTAT Rx USA LLC2009-10-05Not AvailableUs
Meloxicamtablet7.5 mgoralSTAT Rx USA LLC2009-10-05Not AvailableUs
Meloxicamtablet7.5 mgoralPd Rx Pharmaceuticals, Inc.2010-06-30Not AvailableUs
Meloxicamtablet15 mgoralPd Rx Pharmaceuticals, Inc.2010-06-30Not AvailableUs
Meloxicamtablet15 mgoralPd Rx Pharmaceuticals, Inc.2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralPd Rx Pharmaceuticals, Inc.2012-08-28Not AvailableUs
Meloxicamtablet15 mgoralMedsource Pharmaceuticals2009-12-01Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2011-05-03Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2015-01-12Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2011-08-23Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2014-12-30Not AvailableUs
Meloxicamtablet15 mgoralREMEDYREPACK INC.2011-07-18Not AvailableUs
Meloxicamtablet15 mgoralREMEDYREPACK INC.2011-09-08Not AvailableUs
Meloxicamtablet15 mgoralREMEDYREPACK INC.2013-05-20Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2011-08-30Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2013-05-10Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2011-08-24Not AvailableUs
Meloxicamtablet7.5 mgoralLake Erie Medical & Surgical Supply DBA Quality Care Products LLC2011-11-07Not AvailableUs
Meloxicamtablet15 mgoralLake Erie Medical DBA Quality Care Products LLC2010-09-17Not AvailableUs
Meloxicamtablet7.5 mgoralAv Pak2012-10-09Not AvailableUs
Meloxicamtablet15 mgoralAv Pak2012-10-09Not AvailableUs
Meloxicamtablet7.5 mgoralUnit Dose Services2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralUnit Dose Services2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralMylan Institutional Inc.2006-08-01Not AvailableUs
Meloxicamtablet15 mgoralMylan Institutional Inc.2006-08-01Not AvailableUs
Meloxicamtablet15 mgoralNorthwind Pharmaceuticals2014-04-02Not AvailableUs
Meloxicamtablet7.5 mgoralNorthwind Pharmaceuticals2015-01-05Not AvailableUs
Meloxicamtablet7.5 mgoralREMEDYREPACK INC.2013-05-28Not AvailableUs
Meloxicamtablet15 mgoralREMEDYREPACK INC.2013-08-21Not AvailableUs
Meloxicamtablet15 mgoralREMEDYREPACK INC.2015-01-02Not AvailableUs
Meloxicamtablet15 mgoralInternational Labs, Inc.2014-02-01Not AvailableUs
Meloxicamtablet15 mgoralInternational Labs, Inc.2012-02-20Not AvailableUs
Meloxicamtablet15 mgoralInternational Labs, Inc.2010-10-15Not AvailableUs
Meloxicamtablet15 mgoralInternational Labs, Inc.2011-08-15Not AvailableUs
Meloxicamtablet15 mgoralInternational Labs, Inc.2008-12-01Not AvailableUs
Meloxicamtablet7.5 mgoralInternational Labs, Inc.2008-12-01Not AvailableUs
Meloxicamtablet7.5 mgoralPhysicians Total Care, Inc.2006-08-07Not AvailableUs
Meloxicamtablet15 mgoralPhysicians Total Care, Inc.2006-08-07Not AvailableUs
Meloxicamtablet7.5 mgoralCardinal Health2011-01-07Not AvailableUs
Meloxicamtablet7.5 mgoralCardinal Health2010-06-02Not AvailableUs
Meloxicamtablet7.5 mgoralCardinal Health2006-07-01Not AvailableUs
Meloxicamtablet7.5 mgoralPd Rx Pharmaceuticals, Inc.2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralPd Rx Pharmaceuticals, Inc.2009-07-01Not AvailableUs
Meloxicamtablet7.5 mgoralClinical Solutions Wholesale2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralClinical Solutions Wholesale2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralNew Horizon Rx Group, LLC2013-08-25Not AvailableUs
Meloxicamtablet7.5 mgoralApotex Corp.2006-07-28Not AvailableUs
Meloxicamtablet15 mgoralApotex Corp.2006-07-28Not AvailableUs
Meloxicamtablet7.5 mgoralApotex Corp2010-05-14Not AvailableUs
Meloxicamtablet15 mgoralApotex Corp2010-05-14Not AvailableUs
Meloxicamtablet7.5 mgoralCarlsbad Technology, Inc.2010-06-30Not AvailableUs
Meloxicamtablet15 mgoralCarlsbad Technology, Inc.2010-06-30Not AvailableUs
Meloxicamtablet7.5 mgoralDIRECT RX2014-01-01Not AvailableUs
Meloxicamtablet15 mgoralDIRECT RX2014-01-01Not AvailableUs
Meloxicamtablet7.5 mgoralProficient Rx LP2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralProficient Rx LP2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralbryant ranch prepack2007-03-07Not AvailableUs
Meloxicamtablet15 mgoralbryant ranch prepack2007-03-07Not AvailableUs
Meloxicamtablet7.5 mgoralReady Meds2012-08-28Not AvailableUs
Meloxicamtablet15 mgoralReady Meds2012-08-28Not AvailableUs
Meloxicamtablet7.5 mgoralReady Meds2010-06-30Not AvailableUs
Meloxicamtablet15 mgoralReady Meds2010-06-30Not AvailableUs
Meloxicamtablet7.5 mgoralStrides Arcolab Limited2009-05-14Not AvailableUs
Meloxicamtablet15 mgoralStrides Arcolab Limited2009-05-14Not AvailableUs
Meloxicamtablet7.5 mgoralCadila Healthcare Limited2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralCadila Healthcare Limited2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralAurobindo Pharma Limited2006-10-02Not AvailableUs
Meloxicamtablet15 mgoralAurobindo Pharma Limited2006-10-02Not AvailableUs
Meloxicamtablet7.5 mgoralMed Vantx, Inc.2006-10-02Not AvailableUs
Meloxicamtablet15 mgoralMed Vantx, Inc.2006-10-02Not AvailableUs
Meloxicamtablet7.5 mgoralMed Vantx, Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralMed Vantx, Inc.2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralMed Vantx, Inc.2010-10-14Not AvailableUs
Meloxicamtablet15 mgoralMed Vantx, Inc.2006-07-20Not AvailableUs
Meloxicamtablet7.5 mgoralDispensing Solutions, Inc.2009-12-01Not AvailableUs
Meloxicamtablet15 mgoralDispensing Solutions, Inc.2009-12-01Not AvailableUs
Meloxicamtablet7.5 mgoralCarilion Materials Management2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralLupin Pharmaceuticals, Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralLupin Pharmaceuticals, Inc.2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralZydus Pharmaceuticals (USA) Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralZydus Pharmaceuticals (USA) Inc.2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralGlenmark Generics Inc., USA2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralGlenmark Generics Inc., USA2006-07-19Not AvailableUs
Meloxicamtablet7.5 mgoralPreferred Pharmaceuticals, Inc.2013-03-15Not AvailableUs
Meloxicamtablet15 mgoralPreferred Pharmaceuticals, Inc.2014-05-07Not AvailableUs
Meloxicamtablet15 mgoralPreferred Pharmaceuticals, Inc.2012-02-14Not AvailableUs
Meloxicamtablet7.5 mgoralPreferred Pharmaceuticals, Inc.2012-02-14Not AvailableUs
Meloxicamtablet7.5 mgoralCipla USA Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralCipla USA Inc.2006-07-19Not AvailableUs
Meloxicamtablet15 mgoralLife Line Home Care Services, Inc.2006-08-07Not AvailableUs
Meloxicamtablet7.5 mgoralMc Kesson Contract Packaging2011-12-23Not AvailableUs
Meloxicamtablet15 mgoralPro Doc LimiteeNot AvailableNot AvailableCanada
Meloxicamtablet7.5 mgoralPro Doc LimiteeNot AvailableNot AvailableCanada
Meloxicamtablet7.5 mgoralSanis Health IncNot AvailableNot AvailableCanada
Meloxicamtablet15 mgoralSanis Health IncNot AvailableNot AvailableCanada
Over the Counter ProductsNot Available
International Brands
NameCompany
AchefreeAchefree
ActicamAcromax Dominicana
AflamidAnchor
AfloxxLusa
AglanZentiva
AinecoxCheminter
AldoronIvax
AlentumLafrancol
AlgiflexBiogen
AliviodolCentrum
AnaxicamCaferma
AnposelMedipharm
AntrendLabormed
AponipPharmatec
ArelogerGerard
AremilMagma
ArmexQintar Pharma
ArroxXepa-Soul Pattinson
ArsitecArsmedendi
ArtexPharmedic
ArthrobicMekophar
ArthroxPharmanel
ArticamStandpharm
ArtiproHelix
ArtricloxGarmisch
ArtrifilmG&R
ArtriflamSherfarma
ArtrilomPro.Med.CS
ArtriloxCombiphar
ArtroxPharmaBrand
AspicamBiofarm
AtiflamDoctor Andreu
AtrozanPharmstandard
AuroxicamAurora
AxiusHersil
Brand mixtures
Brand NameIngredients
Aldoron FlexMeloxicam and Pridinol
Artrifilm FlexMeloxicam and Pridinol
SaltsNot Available
Categories
CAS number71125-38-7
WeightAverage: 351.401
Monoisotopic: 351.034747299
Chemical FormulaC14H13N3O4S2
InChI KeyZRVUJXDFFKFLMG-UHFFFAOYSA-N
InChI
InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
IUPAC Name
4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1λ⁶,2-benzothiazine-3-carboxamide
SMILES
CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as benzothiazines. These are organic compounds containing a benzene fused to a thiazine ring (a six-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazines
Sub ClassNot Available
Direct ParentBenzothiazines
Alternative Parents
Substituents
  • N-arylamide
  • Benzothiazine
  • 2,5-disubstituted 1,3-thiazole
  • Benzenoid
  • Ortho-thiazine
  • Heteroaromatic compound
  • Vinylogous acid
  • Thiazole
  • Sulfonic acid derivative
  • Sulfonamide
  • Azole
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Pharmacology
IndicationFor symptomatic treatment of arthritis and osteoarthritis.
PharmacodynamicsMeloxicam is an nonsteroidal anti-inflammatory drug (NSAID) with analgesic and antipyretic properties. Prostaglandins are substances that contribute to inflammation of joints. Meloxicam inhibits prostaglandin synthetase (cylooxygenase 1 and 2) and leads to a decrease of the synthesis of prostaglandins, therefore, inflammation is reduced.
Mechanism of actionAnti-inflammatory effects of meloxicam are believed to be due to inhibition of prostaglandin synthetase (cylooxygenase), leading to the inhibition of prostaglandin synthesis. As prostaglandins sensitize pain receptors, inhibition of their synthesis may be associated with the analgesic and antipyretic effects of meloxicam.
AbsorptionAbsolute bioavailability = 89%
Volume of distribution
  • 10 L
Protein binding99.4% bound, primarily to albumin
Metabolism

Meloxicam is almost completely metabolized into inactive metabolites by the cytochrome P450 (CYP450) isozymes. CYP2C9 is primarily responsible for metabolism of meloxicam while CYP3A4 plays a minor role. An intermediate metabolite, 5'-hydroxymethyl meloxicam, is further metabolized to 5'-carboxy meloxicam, the major metabolite. Peroxidase activity is thought to produce the two other inactive metabolites of meloxicam.

SubstrateEnzymesProduct
Meloxicam
Not Available
5'-carboxy meloxicamDetails
Meloxicam
Not Available
5'-hydroxymethyl meloxicamDetails
Route of eliminationMeloxicam is almost completely metabolized to four pharmacologically inactive metabolites. Meloxicam excretion is predominantly in the form of metabolites, and occurs to equal extents in the urine and feces. Only traces of the unchanged parent compound are excreted in the urine (0.2%) and feces (1.6%). The extent of the urinary excretion was confirmed for unlabeled multiple 7.5 mg doses: 0.5%, 6% and 13% of the dose were found in urine in the form of meloxicam, and the 5'-hydroxymethyl and 5'-carboxy metabolites, respectively.
Half life15-20 hours
Clearance
  • 8.8 mL/min [Healthy Male Adults (Fed) oral 7.5 mg tablets]
  • 9.9 mL/min [Eldery Male (Fed) oral 15 mg capsules]
  • 5.1 mL/min [Eldery Female (Fed) oral 15 mg capsules]
  • 19 mL/min [Renal Failure (Fasted) oral 15 mg capsules]
  • 11 mL/min [Hepatic Insufficiency (Fasted) oral 15 mg capsules]
ToxicityLD50, Acute: 84 mg/kg (Rat); Oral 470 mg/kg (Mouse); Oral 320 mg/kg (Rabbit)
Affected organisms
  • Humans and other mammals
Pathways
PathwayCategorySMPDB ID
Meloxicam Action PathwayDrug actionSMP00106
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9156
Blood Brain Barrier-0.9811
Caco-2 permeable+0.8484
P-glycoprotein substrateSubstrate0.5181
P-glycoprotein inhibitor INon-inhibitor0.7516
P-glycoprotein inhibitor IINon-inhibitor0.7491
Renal organic cation transporterNon-inhibitor0.9275
CYP450 2C9 substrateSubstrate0.5637
CYP450 2D6 substrateNon-substrate0.9117
CYP450 3A4 substrateNon-substrate0.6649
CYP450 1A2 substrateNon-inhibitor0.9271
CYP450 2C9 substrateInhibitor0.5511
CYP450 2D6 substrateNon-inhibitor0.9322
CYP450 2C19 substrateNon-inhibitor0.8948
CYP450 3A4 substrateNon-inhibitor0.8191
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7316
Ames testNon AMES toxic0.8576
CarcinogenicityNon-carcinogens0.7052
BiodegradationNot ready biodegradable0.9312
Rat acute toxicity3.4619 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9579
hERG inhibition (predictor II)Non-inhibitor0.7999
Pharmacoeconomics
Manufacturers
  • Boehringer ingelheim pharmaceuticals inc
  • Actavis totowa llc
  • Apotex inc etobicoke site
  • Aurobindo pharma ltd
  • Beijing double crane pharmaceutical co ltd
  • Beijing yabao biopharmaceutical co ltd
  • Breckenridge pharmaceutical inc
  • Caraco pharmaceutical laboratories ltd
  • Carlsbad technology inc
  • Corepharma llc
  • Dr reddys laboratories inc
  • Genpharm inc
  • Glenmark generics ltd
  • Lupin pharmaceuticals inc
  • Mutual pharmaceutical co inc
  • Mylan pharmaceuticals inc
  • Roxane laboratories inc
  • Strides arcolab ltd
  • Taro pharmaceutical industries ltd
  • Teva pharmaceuticals usa
  • Unichem laboratories ltd
  • Watson laboratories inc
  • Zydus pharmaceuticals usa inc
Packagers
Dosage forms
FormRouteStrength
Suspensionoral7.5 mg/5mL
Tablet7.5 mg
Tabletoral15 mg
Tabletoral7.5 mg
Prices
Unit descriptionCostUnit
Meloxicam 7.5 mg/5ml Suspension 100ml Bottle86.99USD bottle
Meloxicam bp powder56.61USD g
Mobic 15 mg tablet7.37USD tablet
Meloxicam 15 mg tablet4.94USD tablet
Mobic 7.5 mg tablet4.74USD tablet
Meloxicam 7.5 mg tablet3.23USD tablet
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
CountryPatent NumberApprovedExpires (estimated)
United States61842201999-09-252019-09-25
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point254 dec °CPhysProp
water solubility7.15 mg/LNot Available
logP3.43AVDEEF,A (1997)
Caco2 permeability-4.71ADME Research, USCD
pKa4.08MERCK INDEX (1996)
Predicted Properties
PropertyValueSource
Water Solubility0.154 mg/mLALOGPS
logP2.28ALOGPS
logP1.6ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)4.47ChemAxon
pKa (Strongest Basic)0.47ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area99.6 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity88.62 m3·mol-1ChemAxon
Polarizability34.25 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis Reference

Laura Coppi, “Crystalline forms of meloxicam and processes for their preparation and interconversion.” U.S. Patent US20030109701, issued June 12, 2003.

US20030109701
General ReferenceNot Available
External Links
ATC CodesM01AC06
AHFS Codes
  • 28:08.04.92
PDB EntriesNot Available
FDA labelDownload (45.4 KB)
MSDSDownload (35.7 KB)
Interactions
Drug Interactions
Drug
AcenocoumarolMeloxicam may increase the anticoagulant effect of acenocoumarol.
AnisindioneMeloxicam may increase the anticoagulant effect of anisindione.
Azilsartan medoxomilIncreases toxicity of each. May deteriorate renal function, particularly in volume depleted or elderly patients. Decreases effects of azilsartan by antagonism.
ColesevelamBile acid sequestrants may decrease the absorption of Nonsteroidal Anti-Inflammatory Agents. Monitor for decreased serum concentrations/therapeutic effects of nonsteroidal anti-inflammatory agents (NSAID) if coadministered with bile acid sequestrants. Separating the administration of doses by 2 or more hours may reduce (but not eliminate) the risk of interaction. The manufacturer of colesevelam recommends that drugs should be administered at least 1 hour before or 4 hours after colesevelam.
DicoumarolMeloxicam may increase the anticoagulant effect of dicumarol.
EltrombopagIncreases levels of Meloxicam via metabolism decrease. UDP-glucuronosyltransferase inhibition with unclear significance.
Ginkgo bilobaAdditive anticoagulant/antiplatelet effects may increase bleed risk. Concomitant therapy should be avoided.
LithiumMeloxicam increases serum levels of lithium
PralatrexateNSAIDs increase the risk of toxicity due to impairment of renal clearance of pralatrexate thus increasing exposure. Monitor for adverse effects or adjust dose of pralatrexate.
TelmisartanConcomitant use of Telmisartan and Meloxicam may increase the risk of acute renal failure and hyperkalemia. Monitor renal function at the beginning and during treatment.
TimololThe NSAID, Meloxicam, may antagonize the antihypertensive effect of Timolol.
TrandolaprilThe NSAID, Meloxicam, may reduce the antihypertensive effect of Trandolapril. Consider alternate therapy or monitor for changes in Trandolapril efficacy if Meloxicam is initiated, discontinued or dose changed.
TreprostinilThe prostacyclin analogue, Treprostinil, may increase the risk of bleeding when combined with the NSAID, Meloxicam. Monitor for increased bleeding during concomitant thearpy.
VoriconazoleVoriconazole may increase the serum concentration of meloxicam by decreasing its metabolism via CYP2C9 and CYP3A4. Monitor for changes in the therapeutic and adverse effects of meloxicam if voriconazole is initiated, discontinued or dose changed.
WarfarinThe antiplatelet effects of meloxicam may increase the bleed risk associated with warfarin. Consider alternate therapy or monitor for signs and symptoms of bleeding during concomitant therapy.
Food Interactions
  • Take without regard to meals.

Targets

1. Prostaglandin G/H synthase 2

Kind: protein

Organism: Human

Pharmacological action: yes

Actions: inhibitor

Components

Name UniProt ID Details
Prostaglandin G/H synthase 2 P35354 Details

References:

  1. Poulsen Nautrup B, Horstermann D: [Pharmacodynamic and pharmacokinetic aspects of the non-inflammatory non-steroidal agent meloxicam in dogs] Dtsch Tierarztl Wochenschr. 1999 Mar;106(3):94-100. Pubmed
  2. Tegeder I, Lotsch J, Krebs S, Muth-Selbach U, Brune K, Geisslinger G: Comparison of inhibitory effects of meloxicam and diclofenac on human thromboxane biosynthesis after single doses and at steady state. Clin Pharmacol Ther. 1999 May;65(5):533-44. Pubmed
  3. Blanco FJ, Guitian R, Moreno J, de Toro FJ, Galdo F: Effect of antiinflammatory drugs on COX-1 and COX-2 activity in human articular chondrocytes. J Rheumatol. 1999 Jun;26(6):1366-73. Pubmed
  4. Panara MR, Renda G, Sciulli MG, Santini G, Di Giamberardino M, Rotondo MT, Tacconelli S, Seta F, Patrono C, Patrignani P: Dose-dependent inhibition of platelet cyclooxygenase-1 and monocyte cyclooxygenase-2 by meloxicam in healthy subjects. J Pharmacol Exp Ther. 1999 Jul;290(1):276-80. Pubmed
  5. Gross JM, Dwyer JE, Knox FG: Natriuretic response to increased pressure is preserved with COX-2 inhibitors. Hypertension. 1999 Nov;34(5):1163-7. Pubmed
  6. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. Pubmed

2. Prostaglandin G/H synthase 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Prostaglandin G/H synthase 1 P23219 Details

References:

  1. Blanco FJ, Guitian R, Moreno J, de Toro FJ, Galdo F: Effect of antiinflammatory drugs on COX-1 and COX-2 activity in human articular chondrocytes. J Rheumatol. 1999 Jun;26(6):1366-73. Pubmed
  2. Panara MR, Renda G, Sciulli MG, Santini G, Di Giamberardino M, Rotondo MT, Tacconelli S, Seta F, Patrono C, Patrignani P: Dose-dependent inhibition of platelet cyclooxygenase-1 and monocyte cyclooxygenase-2 by meloxicam in healthy subjects. J Pharmacol Exp Ther. 1999 Jul;290(1):276-80. Pubmed

Enzymes

1. Cytochrome P450 2C9

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate inhibitor

Components

Name UniProt ID Details
Cytochrome P450 2C9 P11712 Details

References:

  1. Chesne C, Guyomard C, Guillouzo A, Schmid J, Ludwig E, Sauter T: Metabolism of Meloxicam in human liver involves cytochromes P4502C9 and 3A4. Xenobiotica. 1998 Jan;28(1):1-13. Pubmed
  2. Flockhart DA. Drug Interactions: Cytochrome P450 Drug Interaction Table. Indiana University School of Medicine (2007). Accessed May 28, 2010.
  3. Ludwig E, Schmid J, Beschke K, Ebner T: Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5’-methylhydroxylation by quinidine and hydroquinidine in vitro. J Pharmacol Exp Ther. 1999 Jul;290(1):1-8. Pubmed
  4. Zhou SF, Zhou ZW, Yang LP, Cai JP: Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Curr Med Chem. 2009;16(27):3480-675. Epub 2009 Sep 1. Pubmed
  5. 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. Epub 2009 Nov 24. Pubmed

2. Cytochrome P450 3A4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Cytochrome P450 3A4 P08684 Details

References:

  1. Chesne C, Guyomard C, Guillouzo A, Schmid J, Ludwig E, Sauter T: Metabolism of Meloxicam in human liver involves cytochromes P4502C9 and 3A4. Xenobiotica. 1998 Jan;28(1):1-13. Pubmed
  2. Ludwig E, Schmid J, Beschke K, Ebner T: Activation of human cytochrome P-450 3A4-catalyzed meloxicam 5’-methylhydroxylation by quinidine and hydroquinidine in vitro. J Pharmacol Exp Ther. 1999 Jul;290(1):1-8. Pubmed
  3. 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. Epub 2009 Nov 24. Pubmed

3. 6-phosphogluconate dehydrogenase, decarboxylating

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
6-phosphogluconate dehydrogenase, decarboxylating P52209 Details

References:

  1. Akkemik E, Budak H, Ciftci M: Effects of some drugs on human erythrocyte 6-phosphogluconate dehydrogenase: an in vitro study. J Enzyme Inhib Med Chem. 2010 Mar 17. Pubmed
  2. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. Cytochrome P450 2C8

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate inhibitor

Components

Name UniProt ID Details
Cytochrome P450 2C8 P10632 Details

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. Epub 2009 Nov 24. Pubmed

Transporters

1. Multidrug resistance-associated protein 4

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Multidrug resistance-associated protein 4 O15439 Details

References:

  1. Uchida Y, Kamiie J, Ohtsuki S, Terasaki T: Multichannel liquid chromatography-tandem mass spectrometry cocktail method for comprehensive substrate characterization of multidrug resistance-associated protein 4 transporter. Pharm Res. 2007 Dec;24(12):2281-96. Epub 2007 Oct 16. Pubmed

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Drug created on June 13, 2005 07:24 / Updated on November 09, 2013 17:33