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CHEBI:6741 - meloxicam

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ChEBI Name meloxicam
ChEBI ID CHEBI:6741
Definition A benzothiazine that is piroxicam in which the pyridin-2-yl group is replaced by a 5-methyl-1,3-thiazol-2-yl group. A non-steroidal anti-inflammatory drug and selective inhibitor of COX-2, it is used particularly for the management of rheumatoid arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C14H13N3O4S2
Net Charge 0
Average Mass 351.40100
Monoisotopic Mass 351.035
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)
InChIKey ZRVUJXDFFKFLMG-UHFFFAOYSA-N
SMILES CN1C(C(=O)Nc2ncc(C)s2)=C(O)c2ccccc2S1(=O)=O
Roles Classification
Biological Role(s): cyclooxygenase 2 inhibitor
A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via benzothiazine )
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing meloxicam (CHEBI:6741) has role analgesic (CHEBI:35480)
meloxicam (CHEBI:6741) has role antirheumatic drug (CHEBI:35842)
meloxicam (CHEBI:6741) has role cyclooxygenase 2 inhibitor (CHEBI:50629)
meloxicam (CHEBI:6741) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
meloxicam (CHEBI:6741) is a 1,3-thiazole (CHEBI:38418)
meloxicam (CHEBI:6741) is a benzothiazine (CHEBI:46899)
meloxicam (CHEBI:6741) is a monocarboxylic acid amide (CHEBI:29347)
IUPAC Name
4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide
INNs Sources
meloxicam WHO MedNet
meloxicam WHO MedNet
méloxicam WHO MedNet
meloxicamum WHO MedNet
Synonym Source
UNII-VG2QF83CGL ChemIDplus
Brand Name Source
Mobic KEGG DRUG
Database Links Databases
C08169 KEGG COMPOUND
D00969 KEGG DRUG
DB00814 DrugBank
DE2756113 Patent
HMDB14952 HMDB
US4233299 Patent
View more database links
Registry Numbers Types Sources
5886369 Reaxys Registry Number Reaxys
71125-38-7 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
10092958 PubMed citation Europe PMC
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Last Modified
13 May 2014