Floctafenine

Base Information

• Chemical Name: Floctafenine
• CAS No.: 23779-99-9
• Molecular Formula: C20H17 F3 N2 O4
• Molecular Weight: 406.361
• Hs Code.: 2933499090
• European Community (EC) Number: 245-881-4
• UNII: O04HVX6A9Q
• DSSTox Substance ID: DTXSID8057695
• Nikkaji Number: J20.331I
• Wikipedia: Floctafenine
• Wikidata: Q5459971
• NCI Thesaurus Code: C80553
• Pharos Ligand ID: UNF81ADL5TLF
• Metabolomics Workbench ID: 152051
• ChEMBL ID: CHEMBL2105075
• Mol file: 23779-99-9.mol

Synonyms:Duralgin;floctafenin;floctafenine;Idalon;Idarac;Novodolan;R 4318;RU 15750

Chemical Property of Floctafenine

Chemical Property:

• Vapor Pressure: 7.26E-15mmHg at 25°C
• Melting Point: 179-180°
• Boiling Point: 592.1°C at 760 mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 311.9°C
• PSA: 91.68000
• Density: 1.437g/cm³
• LogP: 3.58020
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 406.11404151
• Heavy Atom Count: 29
• Complexity: 548

Purity/Quality:

99%, ^*data from raw suppliers

Floctafenine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)OCC(CO)O)NC2=C3C=CC=C(C3=NC=C2)C(F)(F)F
• Uses: Floctafenine is an nonsteroidal antiinflammatory drug (NSAID) used in inflammatory disorders.
• Therapeutic Function: Analgesic

Technology Process of Floctafenine

There total 16 articles about Floctafenine 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: 80.0%

4-chloro-8-(trifluoromethyl)quinoline (23779-97-7) + α-Glyceryl Anthranilate (71574-35-1) → floctafenine (23779-99-9)

Guidance literature:

With hydrogenchloride; In glycerol; at 80 ℃; for 1h;

DOI:10.1055/s-1980-28923

Reference yield:

isatoic anhydride (118-48-9) → floctafenine (23779-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / 1 h / 80 °C

2: 80 percent / aq. HCl / glycerol / 1 h / 80 °C

With hydrogenchloride; sodium hydroxide; In glycerol;

DOI:10.1055/s-1980-28923

Reference yield:

N-phenylpicolinamide (10354-53-7) → floctafenine (23779-99-9)

Guidance literature:

Multi-step reaction with 6 steps

1: copper(I) bromide; dipotassium peroxodisulfate / acetonitrile / 12 h / 50 °C

2: hydrogenchloride / ethanol / 12 h / 100 °C

3: 0.67 h / 100 °C

4: diphenylether / 0.5 h / 250 °C / Inert atmosphere

5: trichlorophosphate / 0.25 h / 100 °C / Inert atmosphere

6: hydrogenchloride / water / 1 h / 80 °C

With hydrogenchloride; dipotassium peroxodisulfate; copper(I) bromide; trichlorophosphate; In diphenylether; ethanol; water; acetonitrile;

DOI:10.1002/cctc.201701596

upstream raw materials:

4-chloro-8-(trifluoromethyl)quinoline

α-Glyceryl Anthranilate

isatoic anhydride

N-phenylpicolinamide

Downstream raw materials:

2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzohydrazide

2-oxoethyl 2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoate

Refernces

• 1、 Xu, Jun,Cheng, Ke,Shen, Chao,Bai, Renren,Xie, Yuanyuan,Zhang, Pengfei. "Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines". . p. 965 - 970. Retrieved 2018/02/12.