Niflumic acid

Base Information

• Chemical Name: Niflumic acid
• CAS No.: 4394-00-7
• Molecular Formula: C13H9F3N2O2
• Molecular Weight: 282.222
• Hs Code.: 29333999
• European Community (EC) Number: 224-516-2
• NSC Number: 758196
• UNII: 4U5MP5IUD8
• DSSTox Substance ID: DTXSID1023368
• Nikkaji Number: J9.623G
• Wikipedia: Niflumic_acid
• Wikidata: Q304285
• NCI Thesaurus Code: C76807
• Pharos Ligand ID: 4VJD167PTD4T
• Metabolomics Workbench ID: 43618
• ChEMBL ID: CHEMBL63323
• Mol file: 4394-00-7.mol

Synonyms:Acid, Niflumic;Donalgin;Flunir;Niflactol;Niflugel;Niflumic Acid;Nifluril

Chemical Property of Niflumic acid

Chemical Property:

• Appearance/Colour: Pale yellow crystalline powder
• Vapor Pressure: 2.18E-06mmHg at 25°C
• Melting Point: 203-204 °C
• Boiling Point: 378 °C at 760 mmHg
• PKA: pKa 2.26 ± 0.08;4.44± 0.03(H2O,t =25±0.1,I=0.01(NaCl))(Approximate)
• Flash Point: 182.4 °C
• PSA: 62.22000
• Density: 1.449 g/cm³
• LogP: 3.61520
• Storage Temp.: Store at RT
• Sensitive.: Light Sensitive
• Solubility.: Soluble in ethanol (~50 mg/ml), acetone (50 mg/ml, Clear to Slig
• Water Solubility.: 19mg/L(room temperature)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 282.06161202
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

Niflumic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)NC2=C(C=CC=N2)C(=O)O)C(F)(F)F
• Uses: analgesic, antiinflammatory Niflumic acid is used for the exact same indications as the drugs described above. Synonyms for this drug are actol, flunir, nifluril, and others. Anti-inflammatory. Selective cyclooxygenase-2 (COX-2) inhibitor
• Therapeutic Function: Antiinflammatory

Technology Process of Niflumic acid

There total 14 articles about Niflumic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

methyl 2-((3-(trifluoromethyl)phenyl)amino)nicotinate (59361-45-4) → Niflumic Acid (4394-00-7)

Guidance literature:

With water; sodium hydroxide; In methanol; at 80 ℃;

DOI:10.1002/cmdc.202100432

Reference yield:

2-chloronicotinic acid (2942-59-8) + 3-trifluoromethylaniline (98-16-8) → Niflumic Acid (4394-00-7)

Guidance literature:

With pyridine; toluene-4-sulfonic acid; In water; Heating;

DOI:10.1021/jm00172a004

Reference yield:

1-(3'-trifluoromethylphenyl)-2-methyl-4H-1,2-dihydro-pyrido-<2,3-d>-<1,3>-oxazin-4-one (137488-50-7) → Niflumic Acid (4394-00-7)

Guidance literature:

With water; In methanol; at 20 ℃; Rate constant; pH from 4.0 to 9.0, half-live-time;

DOI:10.1002/ardp.2503241112

upstream raw materials:

2-chloronicotinic acid

3-trifluoromethylaniline

1-(3'-trifluoromethylphenyl)-2-methyl-4H-1,2-dihydro-pyrido-<2,3-d>-<1,3>-oxazin-4-one

1-(3'-trifluoromethylphenyl)-4H-1,2-dihydro-pyrido-<2,3-d>-<1,3>-oxazin-4-one

Downstream raw materials:

methyl 2-((3-(trifluoromethyl)phenyl)amino)nicotinate

niflumic acid chloride

2-(3-trifluoromethyl-phenylamino)nicotinic acid propylcarbamoylmethyl ester

4-acetamidophenyl 2-(3-(trifluoromethyl)phenylamino)nicotinate

Refernces

• 1、 Mélin, Léa,Abdullayev, Shuay,Fnaiche, Ahmed,Vu, Victoria,González Suárez, Narjara,Zeng, Hong,Szewczyk, Magdalena M.,Li, Fengling,Senisterra, Guillermo,Allali-Hassani, Abdellah,Chau, Irene,Dong, Aiping,Woo, Simon,Annabi, Borhane,Halabelian, Levon,LaPlante, Steven R.,Vedadi, Masoud,Barsyte-Lovejoy, Dalia,Santhakumar, Vijayaratnam,Gagnon, Alexandre. "Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid". . p. 2982 - 3002. Retrieved 2021/08/03.
• 2、 Talath, Sirajunisa,Gadad, Andanappa K.. "Synthesis, stability studies, anti-inflammatory activity and ulcerogenicity of morpholinoalkyl ester prodrugs of niflumic acid". . p. 744 - 752. Retrieved 2007/10/03.