CHEBI:6710 - meclofenamic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name meclofenamic acid
ChEBI ID CHEBI:6710
Definition An aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 2,6-dichloro-3-methylphenyl group. A non-steroidal anti-inflammatory drug, it is used as the sodium salt for the treatment of dysmenorrhoea (painful periods), osteoarthritis and rheumatoid arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C14H11Cl2NO2
Net Charge 0
Average Mass 296.14900
Monoisotopic Mass 295.017
InChI InChI=1S/C14H11Cl2NO2/c1-8-6-7-10(15)13(12(8)16)17-11-5-3-2-4-9(11)14(18)19/h2-7,17H,1H3,(H,18,19)
InChIKey SBDNJUWAMKYJOX-UHFFFAOYSA-N
SMILES Cc1ccc(Cl)c(Nc2ccccc2C(O)=O)c1Cl
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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.
EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor
A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34).
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor
A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
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.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing meclofenamic acid (CHEBI:6710) has role analgesic (CHEBI:35480)
meclofenamic acid (CHEBI:6710) has role anticonvulsant (CHEBI:35623)
meclofenamic acid (CHEBI:6710) has role antineoplastic agent (CHEBI:35610)
meclofenamic acid (CHEBI:6710) has role antipyretic (CHEBI:35493)
meclofenamic acid (CHEBI:6710) has role antirheumatic drug (CHEBI:35842)
meclofenamic acid (CHEBI:6710) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964)
meclofenamic acid (CHEBI:6710) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
meclofenamic acid (CHEBI:6710) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
meclofenamic acid (CHEBI:6710) is a aminobenzoic acid (CHEBI:22495)
meclofenamic acid (CHEBI:6710) is a organochlorine compound (CHEBI:36683)
meclofenamic acid (CHEBI:6710) is a secondary amino compound (CHEBI:50995)
meclofenamic acid (CHEBI:6710) is conjugate acid of meclofenamic acid(1−) (CHEBI:76230)
Incoming meclofenamic acid(1−) (CHEBI:76230) is conjugate base of meclofenamic acid (CHEBI:6710)
IUPAC Name
2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid
INNs Sources
acide méclofénamique WHO MedNet
ácido meclofenámico WHO MedNet
acidum meclofenamicum ChemIDplus
meclofenamic acid ChemIDplus
Synonyms Sources
CI-583 ChemIDplus
INF 4668 ChemIDplus
N-(2,6-dichloro-3-methylphenyl)anthranilic acid ChemIDplus
N-(2,6-dichloro-m-tolyl)anthranilic acid ChemIDplus
N-(3-methyl-2,6-dichlorophenyl)anthranilic acid ChemIDplus
Manual Xrefs Databases
1650 DrugCentral
C07117 KEGG COMPOUND
D02341 KEGG DRUG
DB00939 DrugBank
DE1149045 Patent
HMDB0015074 HMDB
JMS PDBeChem
LSM-3108 LINCS
Meclofenamic_acid Wikipedia
US3313848 Patent
View more database links
Registry Numbers Types Sources
2221428 Reaxys Registry Number Reaxys
644-62-2 CAS Registry Number KEGG COMPOUND
644-62-2 CAS Registry Number ChemIDplus
644-62-2 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15598972 PubMed citation Europe PMC
16986603 PubMed citation Europe PMC
17348907 PubMed citation Europe PMC
1810521 PubMed citation Europe PMC
19279153 PubMed citation Europe PMC
21660425 PubMed citation Europe PMC
23534549 PubMed citation Europe PMC
23567745 PubMed citation Europe PMC
23584353 PubMed citation Europe PMC
322627 PubMed citation Europe PMC
7349327 PubMed citation Europe PMC
Last Modified
22 February 2017