<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2941</id>
  <title>T3D2899</title>
  <common-name>Meloxicam</common-name>
  <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]</description>
  <cas>71125-38-7</cas>
  <pubchem-id>5281106</pubchem-id>
  <chemical-formula>C14H13N3O4S2</chemical-formula>
  <weight>351.034750</weight>
  <appearance>White powder.</appearance>
  <melting-point>254 dec°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>7.15 mg/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral. Absolute bioavailability = 89%</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Anti-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.</mechanism-of-toxicity>
  <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. Route of Elimination: Meloxicam 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 Life: 15-20 hours</metabolism>
  <toxicity>LD50: 84 mg/kg (Oral, Rat) (A308)LD50: 470 mg/kg (Oral, Mouse) (A308)LD50: 320 mg/kg (Oral, Rabbit) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used to relieve the symptoms of arthritis, primary dysmenorrhea, fever; and as an analgesic, especially where there is an inflammatory component.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Can result in gastrointestinal toxicity and bleeding, tinnitus, headache, rash, very dark or black stool (sign of intestinal bleeding). [Wikipedia]</health-effects>
  <symptoms></symptoms>
  <treatment>Patients should be managed with symptomatic and supportive care following an NSAID overdose. In cases of acute overdose, gastric lavage followed by activated charcoal is recommended. Gastric lavage performed more than one hour after overdose has little benefit in the treatment of overdose. Administration of activated charcoal is recommended for patients who present 1-2 hours after overdose. For substantial overdose or severely symptomatic patients, activated charcoal may be administered repeatedly. Accelerated removal of meloxicam by 4 gm oral doses of cholestyramine given three times a day was demonstrated in a clinical trial. Administration of cholestyramine may be useful following an overdose. Forced diuresis, alkalinization of urine, hemodialysis, or hemoperfusion may not be useful due to high protein binding. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:43Z</created-at>
  <updated-at type="dateTime">2026-05-14T16:49:40Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Meloxicam</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C08169</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>120496</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Meloxicam</stitch-id>
  <drugbank-id>DB00814</drugbank-id>
  <pdb-id></pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CN1C(C(=O)NC2=NC=C(C)S2)=C(O)C2=C(C=CC=C2)S1(=O)=O</moldb-smiles>
  <moldb-formula>C14H13N3O4S2</moldb-formula>
  <moldb-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)</moldb-inchi>
  <moldb-inchikey>ZRVUJXDFFKFLMG-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">351.401</moldb-average-mass>
  <moldb-mono-mass type="decimal">351.034747299</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.43</logp>
  <hmdb-id>HMDB14952</hmdb-id>
  <chembl-id>CHEMBL599</chembl-id>
  <chemspider-id>4444553</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Laura Coppi, &amp;#8220;Crystalline forms of meloxicam and processes for their preparation and interconversion.&amp;#8221; U.S. Patent US20030109701, issued June 12, 2003.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002279</chemdb-id>
  <dsstox-id>DTXSID1020803</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000018</susdat-id>
  <iupac>4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxamide</iupac>
  <moldb-polar-surface-area>99.60000000000001</moldb-polar-surface-area>
  <moldb-refractivity>88.6249</moldb-refractivity>
  <moldb-polarizability>34.25368290810468</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>5</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>4.471159895191359</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>0.4736328830676666</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>3</moldb-number-of-rings>
  <moldb-alogps-logp>2.28</moldb-alogps-logp>
  <moldb-alogps-logs>-3.36</moldb-alogps-logs>
  <moldb-alogps-solubility>1.54e-01 g/l</moldb-alogps-solubility>
</compound>
