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

• ChemBase ID: 73267
• Molecular Formular: C14H12ClNO2
• Molecular Mass: 261.70358
• Monoisotopic Mass: 261.05565631
• SMILES: c1(Nc2cccc(c2C)Cl)c(cccc1)C(=O)O
• Canonical SMILES: OC(=O)c1ccccc1Nc1cccc(c1C)Cl
• InChI: 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)
• InChIKey: YEZNLOUZAIOMLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(3-chloro-2-methylphenyl)amino]benzoic acid
• IUPAC Traditional name: tolfenamic acid
• Synonyms: Tolfenamic acid; 2 (3-Chloro-2-methylanilino)benzoic acid; 2-([3-Chloro-2-methylphenyl]amino)benzoic acid; Tolfenamic acid; 2-[(3-Chloro-2-methylphenyl)amino]benzoic Acid; N-(3-Chloro-o-tolyl)anthranilic Acid; Clotam; GEA 6414; Migea; N-(2-Methyl-3-chlorophenyl)anthranilic Acid; Tolfedine; Tolfine; 2-(3-氯-2-甲基苯胺)苯甲酸; 2-([3-氯-2-甲苯基]氨基)苯甲酸; 托灭酸

Database IDs

• CAS Number: 13710-19-5
• EC Number: 237-264-3
• MDL Number: MFCD00133865
• PubChem SID: 24899896; 162038187; 24860852
• PubChem CID: 610479

CALCULATED PROPERTIES

• Acid pKa: 3.8788524
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.86207
• LogD (pH = 7.4): 2.2637985
• Log P: 5.4882207
• Molar Refractivity: 71.6464 cm^3
• Polarizability: 27.01863 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 203-205°C

Safety Information

• Storage Condition: -20°C; Refrigerator
• RTECS: CB2687500
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C14H12ClNO2

DETAILS

Selleck Chemicals - S1959

Research Area: Inflammation
Biological Activity:

Sigma Aldrich - T0535

Biochem/physiol Actions
Non-steroidal anti-inflammatory agent.1 Interferes with synthesis of β-amyloid precursor protein, and thus Aβ peptides, by promoting degradation of an essential transcription factor.2

Sigma Aldrich - 34073

Application
Commission Regulation (EU) No 37/2010 of 22 December 2009 on pharmacologically active substances and their classification regarding maximum residue limits in foodstuffs of animal origin
Biochem/physiol Actions
Non-steroidal anti-inflammatory agent.1 Interferes with synthesis of β-amyloid precursor protein, and thus Aβ peptides, by promoting degradation of an essential transcription factor.2
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - T535300

Non-steroidal anti-inflammatory drugs (NSAIDs). A derivative of anthranilic acid, related structurally to Mefenamic and Flufenamic acids. Anti-inflammatory, analgesic.

REFERENCES

• Pentikaeinen, P., et al.: Eur. J. Clin. Pharmacol., 19, 359 (1981)
• Bundscherer, A., et al.: Oncol. Rep., 19, 547 (1981)
• Elwood, P., et al.: Lancet, 373, 1301 (1981)