Pranoprofen

Base Information

• Chemical Name: Pranoprofen
• CAS No.: 52549-17-4
• Molecular Formula: C15H13NO3
• Molecular Weight: 255.273
• Hs Code.: 2934999090
• European Community (EC) Number: 682-035-7
• NSC Number: 759832
• UNII: 2R7O1ET613
• DSSTox Substance ID: DTXSID1023497
• Nikkaji Number: J9.293B
• Wikipedia: Pranoprofen
• Wikidata: Q7238394
• NCI Thesaurus Code: C73092
• Metabolomics Workbench ID: 49680
• ChEMBL ID: CHEMBL367463
• Mol file: 52549-17-4.mol

Synonyms:2-(5H-(1)benzopyrano(2,3-b)pyridin-7-yl)propionic acid;alpha-methyl-5H-(1)benzopyrano(2,3-b)pyridine-7-acetic acid;Niflan;Nifran;Oftalar;pranoprofen;pyranoprofen;pyranoprofen, methyl-14C-labeled;zaltoprofen

Chemical Property of Pranoprofen

Chemical Property:

• Vapor Pressure: 1.79E-09mmHg at 25°C
• Refractive Index: 1.628
• Boiling Point: 465.7 °C at 760 mmHg
• PKA: 4.27±0.10(Predicted)
• Flash Point: 235.5 °C
• PSA: 59.42000
• Density: 1.308 g/cm³
• LogP: 2.96620
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 255.08954328
• Heavy Atom Count: 19
• Complexity: 346

Purity/Quality:

Pranoprofen ^*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)OC3=C(C2)C=CC=N3)C(=O)O
• Recent ClinicalTrials: Nutraceutical Support With Omega-3
• Recent EU Clinical Trials: 'Eficacia y seguridad en el tratamiento de conjuntivitis por adenovirus tratados con olopatadina (Opatanol?) y lágrimas artificiales (Acuolens?)) vs pranoprofeno (Oftalar?) y lágrimas artificiales (Acuolens?)'
• Uses: Pranoprofen is an anti-inflammatory used in ophthalmology.
• Therapeutic Function: Analgesic, Antiinflammatory

Technology Process of Pranoprofen

There total 23 articles about Pranoprofen 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: 90.0%

ethyl 2-(5H-chromeno[2,3-b]pyridin-7-yl)propanoate (86618-09-9) → 2-(5h-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid (52549-17-4,132880-23-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1021/acs.joc.0c02694

Reference yield: 61.0%

7-(1,1-dimethoxy-2-hydroxypropyl)-5H-[1]-chromeno[2,3-b]pyridine → 2-(5h-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid (52549-17-4,132880-23-0)

Guidance literature:

7-(1,1-dimethoxy-2-hydroxypropyl)-5H-[1]-chromeno[2,3-b]pyridine; With thionyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

With hydrogenchloride; In dichloromethane; water; at 60 ℃; for 3h; Temperature; Solvent; Reagent/catalyst;

Reference yield: 50.0%

carbon dioxide (124-38-9,18923-20-1) + 7-(1-chloroethyl)-5H-[1]-benzopyrano[2,3-b]pyridine → 2-(5h-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid (52549-17-4,132880-23-0)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 65 ℃; for 1.5h;

upstream raw materials:

sodium hydrogencarbonate

2-(5-oxo-5H-chromeno[2,3-b]pyridin-7-yl)-propionic acid

carbon dioxide

2-chloronicotinic acid

Downstream raw materials:

2-(5-oxo-5H-chromeno[2,3-b]pyridin-7-yl)-propionic acid

Refernces

• 1、 -. "Novel preparation method of pranoprofen". Paragraph 0059; 0066-0068; 0075-0077; 0084-0086; 0089-0090. . Retrieved 2019/07/10.
• 2、 -. "Substituted alkanoic acids and derivatives". . . Retrieved 2008/06/13.