ChemFOnt: Showing chemical card for Tolfenamic acid (CFc000022835)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:15:20 UTC

Chemfont ID

CFc000022835

Molecule Identification

Common Name

Tolfenamic acid

Definition

Tolfenamic acid (TA) is one of the class of non-steroidal anti-inflammatory drugs (NSAIDs). It is used to treat the symptoms of migraine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide tolfenamique	ChEBI
Acido tolfenamico	ChEBI
Acidum tolfenamicum	ChEBI
N-(2-Methyl-3-chlorophenyl)anthranilic acid	ChEBI
N-(3-Chloro-2-methylphenyl)anthranilic acid	ChEBI
N-(3-Chloro-O-tolyl)-anthranilic acid	ChEBI
N-(2-Methyl-3-chlorophenyl)anthranilate	Generator
N-(3-Chloro-2-methylphenyl)anthranilate	Generator
N-(3-Chloro-O-tolyl)-anthranilate	Generator
Tolfenamate	Generator
Clotam	HMDB
Pharmacia brand OF tolfenamic acid	HMDB
Rociclyn	HMDB
Bifenac	HMDB
N-(3-Chloro-O-tolyl)anthranilic acid	HMDB
Provalis brand OF tolfenamic acid	HMDB
Zambon brand OF tolfenamic acid	HMDB

Chemical Formula

C₁₄H₁₂ClNO₂

Average Molecular Weight

261.704

Monoisotopic Molecular Weight

261.05565634

IUPAC Name

2-[(3-chloro-2-methylphenyl)amino]benzoic acid

Traditional Name

tolfenamic acid

CAS Registry Number

13710-19-5

SMILES

CC1=C(Cl)C=CC=C1NC1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organochlorine compound (CHEBI:32243 )
secondary amino compound (CHEBI:32243 )
aminobenzoic acid (CHEBI:32243 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0042043)

Source

Exogenous

Exogenous (HMDB: HMDB0042043)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
logP	4.64	ALOGPS
logP	5.49	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	3.88	ChemAxon
pKa (Strongest Basic)	-2.1	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	71.65 m³·mol⁻¹	ChemAxon
Polarizability	26.46 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon