Robenacoxib

Base Information

• Chemical Name: Robenacoxib
• CAS No.: 220991-32-2
• Molecular Formula: C₁₆H₁₃F₄NO₂
• Molecular Weight: 327.278
• European Community (EC) Number: 684-585-3
• UNII: Z588009C7C
• DSSTox Substance ID: DTXSID90176607
• Nikkaji Number: J3.264.829K
• Wikipedia: Robenacoxib
• Wikidata: Q7341121
• NCI Thesaurus Code: C80565
• RXCUI: 1250203
• Metabolomics Workbench ID: 152647
• ChEMBL ID: CHEMBL2107774
• Mol file: 220991-32-2.mol

Synonyms:robenacoxib

Chemical Property of Robenacoxib

Chemical Property:

• Vapor Pressure: 1.69E-05mmHg at 25°C
• Melting Point: 152-155°C
• Boiling Point: 350.1°Cat760mmHg
• PKA: 4.16±0.10(Predicted)
• Flash Point: 165.5°C
• PSA: 49.33000
• Density: 1.407g/cm³
• LogP: 4.24910
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 327.08824131
• Heavy Atom Count: 23
• Complexity: 398

Purity/Quality:

97% ^*data from raw suppliers

Robenacoxib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=C(C=C1)NC2=C(C(=CC(=C2F)F)F)F)CC(=O)O
• Uses: A novel COX-2 selective inhibitor, as a A novel COX-2 selective inhibitor, as a nonsteroidal analgesic, anti-inflammatory and antipyretic agent.

Technology Process of Robenacoxib

There total 8 articles about Robenacoxib 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: 98.7%

N-(2’3’5’6’-tetrafluorophenyl)-5-ethylindol-2-one (220991-61-7) → 5-ethyl-2-(2',3',5',6'-tetrafluoroanilino)-phenylacetic acid (220991-32-2)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 80 ℃; for 5h; Temperature; Reagent/catalyst; Solvent;

Reference yield: 91.0%

C16H9F4NO2 → 5-ethyl-2-(2',3',5',6'-tetrafluoroanilino)-phenylacetic acid (220991-32-2)

Guidance literature:

C₁₆H₉F₄NO₂; With sodium hydroxide; In water; toluene; at 50 ℃; for 0.333333h;

With hydrazine hydrate; In water; toluene; for 0.5h; Reflux;

With potassium hydroxide; for 1.5h; Reflux;

Reference yield:

2-chloro-N-(2,3,5,6-tetrafluorophenyl)-N-phenylacetamide → 5-ethyl-2-(2',3',5',6'-tetrafluoroanilino)-phenylacetic acid (220991-32-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / 1,2-dichloro-benzene / 6 h / 150 °C / Inert atmosphere

2: iron(III) chloride / dichloromethane / 3 h / 10 - 35 °C / Inert atmosphere

3: sodium hydroxide / water; ethanol / 5 h / 80 °C

With aluminum (III) chloride; iron(III) chloride; sodium hydroxide; In ethanol; dichloromethane; water; 1,2-dichloro-benzene;

upstream raw materials:

N-(2’3’5’6’-tetrafluorophenyl)-5-ethylindol-2-one

2,3,5,6-tetraflourophenol

α-chloro-N-(p-ethylphenyl)acetamide

5-acetylindolin-2-one