ChemFOnt: Showing chemical card for Meclofenamic acid (CFc000009380)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:30 UTC

Chemfont ID

CFc000009380

Molecule Identification

Common Name

Meclofenamic acid

Definition

Meclofenamic acid is only found in individuals that have used or taken this drug. It is a non-steroidal anti-inflammatory agent with antipyretic and antigranulation activities. It also inhibits prostaglandin biosynthesis. [PubChem]The mode of action, like that of other nonsteroidal anti-inflammatory agents, is not known. Therapeutic action does not result from pituitary-adrenal stimulation. In animal studies, meclofenamic acid was found to inhibit prostaglandin synthesis and to compete for binding at the prostaglandin receptor site. In vitro meclofenamic acid was found to be an inhibitor of human leukocyte 5-lipoxygenase activity. These properties may be responsible for the anti-inflammatory action of meclofenamic acid. There is no evidence that meclofenamic acid alters the course of the underlying disease.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide meclofenamique	ChEBI
Acido meclofenamico	ChEBI
Acidum meclofenamicum	ChEBI
CI-583	ChEBI
INF 4668	ChEBI
N-(2,6-Dichloro-3-methylphenyl)anthranilic acid	ChEBI
N-(2,6-Dichloro-m-tolyl)anthranilic acid	ChEBI
N-(3-Methyl-2,6-dichlorophenyl)anthranilic acid	ChEBI
N-(2,6-Dichloro-3-methylphenyl)anthranilate	Generator
N-(2,6-Dichloro-m-tolyl)anthranilate	Generator
N-(3-Methyl-2,6-dichlorophenyl)anthranilate	Generator
Meclofenamate	Generator
Meclomen (free acid)	HMDB
Meclophenamic acid	HMDB
Meclofenamate sodium	HMDB
Meclomen	HMDB
Sodium, meclofenamate	HMDB
Meclofenamate, sodium	HMDB
Sodium meclofenamate	HMDB
Acid, meclofenamic	HMDB
Parke davis brand OF sodium meclofenamate	HMDB
Anhydrous, meclofenamate sodium	HMDB
Benzoic acid, 2-((2,6-dichloro-3-methylphenyl)amino)-, monosodium salt, monohydrate	HMDB
Meclofenamate sodium monohydrate	HMDB
Meclofenamate sodium anhydrous	HMDB

Chemical Formula

C₁₄H₁₁Cl₂NO₂

Average Molecular Weight

296.149

Monoisotopic Molecular Weight

295.016684015

IUPAC Name

2-[(2,6-dichloro-3-methylphenyl)amino]benzoic acid

Traditional Name

meclofenamic acid

CAS Registry Number

644-62-2

SMILES

CC1=C(Cl)C(NC2=CC=CC=C2C(O)=O)=C(Cl)C=C1

InChI Identifier

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)

InChI Key

SBDNJUWAMKYJOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzoic acids. These are benzoic acids containing an amine group attached to the benzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzoic acids

Alternative Parents

Substituents

Aminobenzoic acid
Benzoic acid
Benzoyl
1,3-dichlorobenzene
Aniline or substituted anilines
Aminotoluene
Toluene
Chlorobenzene
Halobenzene
Aryl chloride
Aryl halide
Vinylogous amide
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Secondary amine
Carboxylic acid
Carboxylic acid derivative
Organohalogen compound
Organooxygen compound
Organic oxide
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organochloride
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organochlorine compound (CHEBI:6710 )
secondary amino compound (CHEBI:6710 )
aminobenzoic acid (CHEBI:6710 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015074)
Membrane (HMDB: HMDB0015074)

Source

Exogenous

Exogenous (HMDB: HMDB0015074)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0037 g/L	ALOGPS
logP	5.11	ALOGPS
logP	6.09	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	3.79	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.45 m³·mol⁻¹	ChemAxon
Polarizability	28.44 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon