Benorilate

Base Information

• Chemical Name: Benorilate
• CAS No.: 5003-48-5
• Molecular Formula: C17H15NO5
• Molecular Weight: 313.31
• Hs Code.: 2924299090
• European Community (EC) Number: 225-674-5
• UNII: W1QX9DV96G
• DSSTox Substance ID: DTXSID5022649
• Nikkaji Number: J8.794G
• Wikipedia: Benorilate
• Wikidata: Q373243
• NCI Thesaurus Code: C80538
• Metabolomics Workbench ID: 154446
• ChEMBL ID: CHEMBL162036
• Mol file: 5003-48-5.mol

Synonyms:2-acetoxy-4'-acetaminophenylbenzoate;4-acetamidophenyl-O-acetylsalicylate;Benoral;benorilate;benorylate;Salipran

Chemical Property of Benorilate

Chemical Property:

• Vapor Pressure: 1.23E-11mmHg at 25°C
• Melting Point: 177-181 °C
• Refractive Index: 1.601
• Boiling Point: 537.8 °C at 760 mmHg
• PKA: 14.17±0.70(Predicted)
• Flash Point: 279 °C
• PSA: 81.70000
• Density: 1.286 g/cm³
• LogP: 2.86250
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 20mg/L(21 oC)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 313.09502258
• Heavy Atom Count: 23
• Complexity: 442

Purity/Quality:

99%, ^*data from raw suppliers

Benorilate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)OC(=O)C2=CC=CC=C2OC(=O)C
• Uses: Benorilate is a codrug of Acetylsalicylic Acid (A187780) and Acetaminophen (A161220) and is used as an anti-inflammatory and antipyretic medication.

Technology Process of Benorilate

There total 2 articles about Benorilate 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: 63.0%

4-acetaminophenol (103-90-2,8055-08-1) + aspirin (50-78-2,98201-60-6) → Fenasprate (5003-48-5)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In dichloromethane; for 8.5h; Solvent; Reagent/catalyst; Cooling with ice;

Reference yield:

→ Fenasprate (5003-48-5)

Guidance literature:

4-AcNH-C6H4OH, 2-AcOC6H4COCl;

Reference yield: 99.0%

Fenasprate (5003-48-5) → acetaminosalol (118-57-0)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

upstream raw materials:

4-acetaminophenol

aspirin

Downstream raw materials:

4-acetaminophenol

5-acetamido-2'-acetoxy-2-hydroxybenzophenone

5'-acetamido-2'-acetoxy-2-hydroxybenzophenone

acetaminosalol

Refernces