Uniprofen

Base Information

• Chemical Name: Uniprofen
• CAS No.: 51234-28-7
• Deprecated CAS: 67434-14-4
• Molecular Formula: C16H12ClNO3
• Molecular Weight: 301.729
• European Community (EC) Number: 257-069-7
• NSC Number: 299582
• UNII: 17SZX404IM
• DSSTox Substance ID: DTXSID4022650
• Nikkaji Number: J11.186D,J305.055F,J305.056D
• Wikipedia: Benoxaprofen
• Wikidata: Q420082
• NCI Thesaurus Code: C76796
• Pharos Ligand ID: QQCXN629FFC4
• Metabolomics Workbench ID: 144486
• ChEMBL ID: CHEMBL340978
• Mol file: 51234-28-7.mol

Synonyms:(RS)-Benoxaprofen;(?à)-2-(4-Chlorophenyl)-a-methyl-5-benzoxazoleacetic acid;(?à)-Benoxaprofen;2-(4-Chlorophenyl)-a-methyl-5-benzoxazoleacetic acid;2-[2-(4-Chlorophenyl)benzoxazol-5-yl]-propanoic acid;299582Q1;Benoxaprofen;Compound 90459;Coxigon;LRCL 3794;Lilly 90459;NSC 299582;Opren;Oraflex;Uniprofen;dl-Benoxaprofen;

Chemical Property of Uniprofen

Chemical Property:

• Vapor Pressure: 9.61E-09mmHg at 25°C
• Melting Point: 189.5°C
• Refractive Index: 1.639
• Boiling Point: 446.2 °C at 760 mmHg
• PKA: 4.36±0.30(Predicted)
• Flash Point: 223.6 °C
• PSA: 63.33000
• Density: 1.362 g/cm³
• LogP: 4.33630
• Storage Temp.: Refrigerator
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 301.0505709
• Heavy Atom Count: 21
• Complexity: 384

Purity/Quality:

98% ^*data from raw suppliers

Benoxaprofen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC2=C(C=C1)OC(=N2)C3=CC=C(C=C3)Cl)C(=O)O
• Uses: A non-steroidal anti-inflammatory ophthalmic agent.
• Therapeutic Function: Antiinflammatory, Analgesic

Technology Process of Uniprofen

There total 15 articles about Uniprofen 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: 75.0%

benoxaprofen methyl ester (87498-09-7) → benoxaprofen (51234-28-7,70280-67-0,66934-19-8)

Guidance literature:

With potassium hydroxide; for 0.5h; Heating;

DOI:10.1021/jo00359a045

Reference yield:

C16H12ClNO2 → benoxaprofen (51234-28-7,70280-67-0,66934-19-8)

Guidance literature:

With hydrogenchloride; sodium chlorite; dihydrogen peroxide; potassium bromide; In water; acetonitrile; at 5 - 15 ℃; for 1h; pH=3.2;

Reference yield:

2-(4-hydroxyphenyl)propanenitrile (21850-61-3) → benoxaprofen (51234-28-7,70280-67-0,66934-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1: HNO₃ / acetic acid

2: SnCl₂, aq. HCl / ethanol

3: Py

4: aq. HCl / 2.5 h / Heating

With pyridine; hydrogenchloride; nitric acid; tin(ll) chloride; In ethanol; acetic acid;

DOI:10.1021/jm00235a012

upstream raw materials:

2-[2-(4-chloro-phenyl)-benzooxazol-5-yl]-propionic acid ethyl ester

2-(2-p-chlorophenyl-5-benzoxazolyl)propionitrile

3-amino-4-hydroxyphenyl-2-methylacetic acid

4-chloro-benzoyl chloride

Downstream raw materials:

(S)-(+)-benoxaprofen

(R)-(-)-benoxaprofen

2-[2-(4-chloro-phenyl)-benzooxazol-5-yl]-propionic acid ethyl ester

benoxaprofen chloride

Refernces

• 1、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF BENOXAPROFEN". Page/Page column 14-15. . Retrieved 2021/06/22.
• 2、 -. "Derivatives of antiphlogistically effective carboxylic acids, their preparation and medicinal use". . . Retrieved 2008/06/13.