Tolfenamic acid

A fenamate nonsteroidal anti-inflammatory drug (NSAID) with analgesic, anti-inflammatory, and antipyretic properties. It inhibits cyclooxygenase enzymes and reduces prostaglandin synthesis, thereby decreasing pain and inflammation. It is used for the treatment of acute migraine attacks and other painful inflammatory conditions.

CAS Number: 13710-19-5

Molecular Mass: 261.7 g/mol

Formula: C₁₄H₁₂ClNO₂

Smiles: Cc1c(Cl)cccc1Nc1ccccc1C(=O)O

Synonymes:

Tolfenamic acid, tolfenamic acid, 13710-19-5, Clotam, 2-[(3-Chloro-2-methylphenyl)amino]benzoic Acid, 2-((3-Chloro-2-methylphenyl)amino)benzoic acid, Acido tolfenamico, Acide tolfenamique, N-(3-Chloro-2-methylphenyl)anthranilic acid, Acidum tolfenamicum, N-(3-Chloro-o-tolyl)anthranilic acid, N-(2-Methyl-3-chlorophenyl)anthranilic acid, N-(3-Chloro-o-tolyl)-anthranilic acid, NSC-757873, DTXSID1045409, N-(3-chloro-o-tolyl)anthranilic, 3G943U18KM, DTXCID9025409, CHEBI:32243, 2-([3-Chloro-2-methylphenyl]amino)benzoic acid, Clotam rapid, RefChem:933170, M01AG02, 237-264-3, GEA 6414, 2-(3-Chloro-2-methylanilino)benzoic acid, Tolfedine, Benzoic acid, 2-[(3-chloro-2-methylphenyl)amino]-, MFCD00133865, N-(3-Chloro-ortho-tolyl) anthranilic acid, Anthranilic acid, N-(3-chloro-o-tolyl)-, NCGC00016705-05, Bifenac, CAS-13710-19-5, Benzoic acid, 2-((3-chloro-2-methylphenyl)amino)-, Tolfine, SR-01000000102, Tolfenamic, tolfenamic-acid, UNII-3G943U18KM, Acide tolfenamique [INN-French], Acido tolfenamico [INN-Spanish], Acidum tolfenamicum [INN-Latin], Tolfenamic acid [INN:BAN:JAN], Tolfenamic acid, 2-[(3-Chloro-2-methylphenyl)amino]benzoic acid, N-(3-Chlor-o-tolyl)-anthranilsaure, Prestwick_579, EINECS 237-264-3, Clotam (TN), Tolfenamic acid CRS, BRN 0657821, Spectrum_001263, Tolfenamic acid, NSAID, Prestwick0_000205, Prestwick1_000205, Prestwick2_000205, Prestwick3_000205, Spectrum2_001446, Spectrum3_001762, Spectrum4_000238, Spectrum5_001143, Tolfenamic Acid (Standard), Oprea1_692996, SCHEMBL25190, Tolfenamic acid (JAN/INN), BSPBio_000189, BSPBio_003223, KBioGR_000935, KBioSS_001743, TOLFENAMIC ACID [MI], MLS000028531, BIDD:GT0343, SPECTRUM1501198, TOLFENAMIC ACID [INN], TOLFENAMIC ACID [JAN], SPBio_001311, SPBio_002110, BPBio1_000209, CHEMBL121626, cid_610479, GTPL8769, orb1310296, orb3025021, SCHEMBL29389998, SCHEMBL29484181, TOLFENAMIC ACID [MART.], BDBM35905, HY-B0335R, KBio2_001743, KBio2_004311, KBio2_006879, KBio3_002723, MSK7154, TOLFENAMIC ACID [WHO-DD], HMS1568J11, HMS1921P13, HMS2090D04, HMS2095J11, HMS2230J13, HMS3370A02, HMS3651E06, HMS3712J11, HMS3884M16, HMS5080D09, Pharmakon1600-01501198, HY-B0335, Tox21_110570, CCG-39189, EBC-26362, MSK7154-100M, NSC757873, s1959, SBB058187, TOLFENAMIC ACID [EP IMPURITY], AKOS012836098, TOLFENAMIC ACID [EP MONOGRAPH], Tox21_110570_1, 2-(3-Chloro-o-toluidino)benzoic Acid, DB09216, FT28306, NSC 757873, NCGC00016705-01, NCGC00016705-02, NCGC00016705-03, NCGC00016705-04, NCGC00016705-06, NCGC00016705-07, NCGC00016705-10, NCGC00022587-03, NCGC00022587-04, NCGC00022587-05, AS-13748, DA-11289, n-(3-chloro-ortho-tolyl)anthranilic acid, SMR000058289, SY052546, SBI-0051687.P002, 2-(3-chloro-2-methyl-anilino)benzoic acid, 2-(3-Chloro-2-methylanilino)benzoic acid #, AB00052244, C2064, NS00002545, ST51015128, SW196753-3, UNM000001237003, 2-((3-Chloro-2-methylphenyl)amino)benzoicacid, D01183, D78227, Q59412, AB00052244-15, AB00052244_16, AB00052244_17, EN300-7416304, Tolfenamic acid 1000 microg/mL in Acetonitrile, Tolfenamic acid Solution in Methanol, 100ug/mL, Benzoic acid, 2-(3-chloro-2-methylphenylamino)-, F519604, SR-01000000102-2, SR-01000000102-3, Tolfenamic acid, VETRANAL(TM), analytical standard, BRD-K50133271-001-05-4, BRD-K50133271-001-10-4, BRD-K50133271-001-17-9, BRD-K50133271-001-18-7, Tolfenamic acid, European Pharmacopoeia (EP) Reference Standard, Clotam, Tolfedine,2-[(3-Chloro-2-methylphenyl)amino]benzoic Acid, Tolfenamic Acid, Pharmaceutical Secondary Standard, Certified Reference Material

Bioactivity: NSAID; cyclooxygenase (COX-1/COX-2) inhibitor

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1,4-Dioxane	288.15	-	91.84	[483]
1,4-Dioxane	293.15	-	101.6	[483]
1,4-Dioxane	298.15	-	112.8	[483]
1,4-Dioxane	303.15	-	126.3	[483]
1,4-Dioxane	308.15	-	140.3	[483]
1,4-Dioxane	313.15	-	155.4	[483]
1,4-Dioxane	318.15	-	173.1	[483]
1,4-Dioxane	323.15	-	189.0	[483]
1,4-Dioxane	328.15	-	206.5	[483]
1-Hexanol	283.15	-	9.243	[483]
1-Hexanol	288.15	-	12.31	[483]
1-Hexanol	293.15	-	16.01	[483]
1-Hexanol	298.15	-	19.82	[483]
1-Hexanol	303.15	-	24.74	[483]
1-Hexanol	308.15	-	30.3	[483]
1-Hexanol	313.15	-	36.98	[483]
1-Hexanol	318.15	-	44.08	[483]
1-Hexanol	323.15	-	52.5	[483]
1-Hexanol	328.15	-	61.68	[483]
1-Pentanol	283.15	-	8.193	[483]
1-Pentanol	288.15	-	10.55	[483]
1-Pentanol	293.15	-	14.0	[483]
1-Pentanol	298.15	-	17.97	[483]
1-Pentanol	303.15	-	22.16	[483]
1-Pentanol	308.15	-	27.1	[483]
1-Pentanol	313.15	-	33.21	[483]
1-Pentanol	318.15	-	40.71	[483]
1-Pentanol	323.15	-	49.42	[483]
1-Pentanol	328.15	-	58.38	[483]
Acetonitrile	283.15	-	1.152	[483]
Acetonitrile	288.15	-	1.704	[483]
Acetonitrile	293.15	-	2.312	[483]
Acetonitrile	298.15	-	3.064	[483]
Acetonitrile	303.15	-	3.977	[483]
Acetonitrile	308.15	-	5.249	[483]
Acetonitrile	313.15	-	6.67	[483]
Acetonitrile	318.15	-	8.555	[483]
Acetonitrile	323.15	-	10.58	[483]
Acetonitrile	328.15	-	13.41	[483]
Amyl Acetate	283.15	-	10.02	[483]
Amyl Acetate	288.15	-	12.99	[483]
Amyl Acetate	293.15	-	16.58	[483]
Amyl Acetate	298.15	-	20.6	[483]
Amyl Acetate	303.15	-	25.85	[483]
Amyl Acetate	308.15	-	31.48	[483]
Amyl Acetate	313.15	-	38.29	[483]
Amyl Acetate	318.15	-	45.83	[483]
Amyl Acetate	323.15	-	54.35	[483]
Amyl Acetate	328.15	-	64.91	[483]
Cyclohexane	283.15	-	0.0728	[483]
Cyclohexane	288.15	-	0.1049	[483]
Cyclohexane	293.15	-	0.1438	[483]
Cyclohexane	298.15	-	0.1982	[483]
Cyclohexane	303.15	-	0.2787	[483]
Cyclohexane	308.15	-	0.3785	[483]
Cyclohexane	313.15	-	0.5106	[483]
Cyclohexane	318.15	-	0.6865	[483]
Cyclohexane	323.15	-	0.9132	[483]
Cyclohexane	328.15	-	1.194	[483]
Dimethyl sulfoxide	293.15	-	53.78	[483]
Dimethyl sulfoxide	298.15	-	69.62	[483]
Dimethyl sulfoxide	303.15	-	85.76	[483]
Dimethyl sulfoxide	308.15	-	107.8	[483]
Dimethyl sulfoxide	313.15	-	131.6	[483]
Dimethyl sulfoxide	318.15	-	158.1	[483]
Dimethyl sulfoxide	323.15	-	186.9	[483]
Dimethyl sulfoxide	328.15	-	216.3	[483]
Dimethylformamide	283.15	-	22.54	[483]
Dimethylformamide	288.15	-	30.74	[483]
Dimethylformamide	293.15	-	40.22	[483]
Dimethylformamide	298.15	-	52.12	[483]
Dimethylformamide	303.15	-	65.1	[483]
Dimethylformamide	308.15	-	82.47	[483]
Dimethylformamide	313.15	-	104.1	[483]
Dimethylformamide	318.15	-	128.5	[483]
Dimethylformamide	323.15	-	156.8	[483]
Dimethylformamide	328.15	-	190.7	[483]
Ethyl acetate	283.15	-	16.44	[483]
Ethyl acetate	288.15	-	21.7	[483]
Ethyl acetate	293.15	-	27.67	[483]
Ethyl acetate	298.15	-	34.31	[483]
Ethyl acetate	303.15	-	43.51	[483]
Ethyl acetate	308.15	-	53.75	[483]
Ethyl acetate	313.15	-	67.23	[483]
Ethyl acetate	318.15	-	83.87	[483]
Ethyl acetate	323.15	-	102.1	[483]
Ethyl acetate	328.15	-	122.3	[483]
Ethyl formate	283.15	-	5.59	[483]
Ethyl formate	288.15	-	7.861	[483]
Ethyl formate	293.15	-	10.14	[483]
Ethyl formate	298.15	-	13.16	[483]
Ethyl formate	303.15	-	16.3	[483]
Ethyl formate	308.15	-	21.17	[483]
Ethyl formate	313.15	-	26.54	[483]
Ethyl formate	318.15	-	31.8	[483]
Ethyl formate	323.15	-	41.29	[483]
Ethyl formate	328.15	-	50.07	[483]
Ethylene Glycol	283.15	-	0.4129	[483]
Ethylene Glycol	288.15	-	0.6221	[483]
Ethylene Glycol	293.15	-	0.8296	[483]
Ethylene Glycol	298.15	-	1.091	[483]
Ethylene Glycol	303.15	-	1.452	[483]
Ethylene Glycol	308.15	-	1.889	[483]
Ethylene Glycol	313.15	-	2.534	[483]
Ethylene Glycol	318.15	-	3.315	[483]
Ethylene Glycol	323.15	-	4.288	[483]
Ethylene Glycol	328.15	-	5.609	[483]
Heptanol	283.15	-	10.47	[483]
Heptanol	288.15	-	13.6	[483]
Heptanol	293.15	-	17.27	[483]
Heptanol	298.15	-	21.34	[483]
Heptanol	303.15	-	26.51	[483]
Heptanol	308.15	-	31.88	[483]
Heptanol	313.15	-	39.88	[483]
Heptanol	318.15	-	47.81	[483]
Heptanol	323.15	-	56.73	[483]
Heptanol	328.15	-	68.16	[483]

Molecule 3D descriptors

Descriptor	Value
PMI1	662.9278
PMI2	2582.2564
PMI3	2969.6896
NPR1	0.2232
NPR2	0.8695
RadiusOfGyration	3.4458
InertialShapeFactor	0.0013
Eccentricity	0.9748
Asphericity	0.4741
SpherocityIndex	0.2361
PBF	0.8206