Atliprofen

Base Information

• Chemical Name: Atliprofen
• CAS No.: 108912-14-7
• Molecular Formula: C13H12 O2 S
• Molecular Weight: 232.303
• UNII: 11YB79G1Y6
• ChEMBL ID: CHEMBL367252
• NCI Thesaurus Code: C73076
• Wikidata: Q27251352
• Mol file: 108912-14-7.mol

Synonyms:ATLIPROFEN;108912-14-7;Atliprofen [INN];Atliprofen [WHO-DD];(+/-)-p-3-Thienylhydratropic acid;11YB79G1Y6;Benzeneacetic acid, alpha-methyl-4-(3-thienyl)-;UNII-11YB79G1Y6;2-(4-(thiophen-3-yl)phenyl)propanoic acid;2-(4-thiophen-3-ylphenyl)propanoic acid;CHEMBL367252;AKOS022658366;Q27251352;BENZENEACETIC ACID, .ALPHA.-METHYL-4-(3-THIENYL)-;2-[4-(3-Thienyl)phenyl]propionic acid methyl ester (free acid)

Chemical Property of Atliprofen

Chemical Property:

• PSA: 65.54000
• LogP: 3.60320
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 232.05580079
• Heavy Atom Count: 16
• Complexity: 246

Purity/Quality:

99%min ^*data from raw suppliers

ATLIPROFEN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C2=CSC=C2)C(=O)O

Technology Process of Atliprofen

There total 5 articles about Atliprofen 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: 72.0%

4-(3-thienyl)phenyl-α-methylacetonitrile (108912-12-5) → 2-(4-thiophen-3-yl-phenyl)-propionic acid (108912-14-7)

Guidance literature:

With hydrogenchloride; acetic acid; for 6h; Heating;

DOI:10.1016/j.bmcl.2003.11.066

Reference yield:

ethylbenzene (100-41-4,27536-89-6) → 2-(4-thiophen-3-yl-phenyl)-propionic acid (108912-14-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / AlCl₃ / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 96 percent / H₂ / 10 percent Pd/C / 72 h / 20 °C

3: 99 percent / NBS; benzoylperoxide / CCl₄ / 2 h / Heating

4: 60 percent / dimethylformamide / 12 h / 20 °C

5: 72 percent / HCl; AcOH / 6 h / Heating

With hydrogenchloride; N-Bromosuccinimide; aluminium trichloride; hydrogen; acetic acid; dibenzoyl peroxide; palladium on activated charcoal; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.11.066

Reference yield:

4-[(4-ethyl)phenyl]-2-chlorothiophene (120413-98-1) → 2-(4-thiophen-3-yl-phenyl)-propionic acid (108912-14-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / H₂ / 10 percent Pd/C / 72 h / 20 °C

2: 99 percent / NBS; benzoylperoxide / CCl₄ / 2 h / Heating

3: 60 percent / dimethylformamide / 12 h / 20 °C

4: 72 percent / HCl; AcOH / 6 h / Heating

With hydrogenchloride; N-Bromosuccinimide; hydrogen; acetic acid; dibenzoyl peroxide; palladium on activated charcoal; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2003.11.066

upstream raw materials:

4-(3-thienyl)phenyl-α-methylacetonitrile

ethylbenzene

4-[(4-ethyl)phenyl]-2-chlorothiophene

3-[(4-ethyl)phenyl]thiophene

Refernces