Mofezolac

Base Information

• Chemical Name: Mofezolac
• CAS No.: 78967-07-4
• Molecular Formula: C19H17 N O5
• Molecular Weight: 339.348
• UNII: RVJ0BV3H3Y
• DSSTox Substance ID: DTXSID1046716
• Nikkaji Number: J343.412E
• Wikipedia: Mofezolac
• Wikidata: Q15409378
• NCI Thesaurus Code: C66176
• Pharos Ligand ID: 9UX2D1Z9K3HK
• ChEMBL ID: CHEMBL259972
• Mol file: 78967-07-4.mol

Synonyms:(3,4-bis(4-methoxyphenyl)-5-isoxazolyl)acetic acid;(3,4-di-(4-methoxyphenyl)-5-isoxazolyl)acetic acid;3,4-DMPIAA;mofezolac;N 22 compound;N-22 compound

Chemical Property of Mofezolac

Chemical Property:

• Vapor Pressure: 6.04E-12mmHg at 25°C
• Melting Point: 147.5℃
• Boiling Point: 527.2°C at 760 mmHg
• PKA: pKa ~3.3(at 25℃)
• Flash Point: 272.7°C
• PSA: 81.79000
• Density: 1.25g/cm³
• LogP: 3.65290
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 339.11067264
• Heavy Atom Count: 25
• Complexity: 430

Purity/Quality:

98% ^*data from raw suppliers

[3,4-Bis-(4-methoxyphenyl)isoxazol-5-yl]-acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(ON=C2C3=CC=C(C=C3)OC)CC(=O)O
• Description: Mofezolac is a new non-steroidal analgesic antiinflammatory agent introduced in Japan for the treatment of post-operative and post-traumatic pain, acute upper respiratory tract pain, osteoarthritis, and lumbago. In in vfim studies, mofezolac inhibits prostaglandin biosynthesis and platelet aggregation, reportedly through the inhibition of cyclooxygenase. In animal studies, mofezolac showed more potent suppression in various writhing models than agents such as ibuprofen, mefenamic acid and aspirin. Mofezolac also has a potent inhibitory activity on the algesic responses induced by the mechanical stimulus of the inflamed tissue. The ulcerogenic effect of mofezolac on the gastric mucosa is far weaker than that of indomethacin and other agents.

Technology Process of Mofezolac

There total 5 articles about Mofezolac 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:

3,4-bis(4-methoxyphenyl)-5-methylisoxazole + carbon dioxide (124-38-9,18923-20-1) → mofezolac (78967-07-4)

Guidance literature:

3,4-bis(4-methoxyphenyl)-5-methylisoxazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; In water;

DOI:10.1016/j.ejmech.2018.12.029

Reference yield:

5-methoxycarbonylmethyl-3,4-bis(4-methoxyphenyl)isoxazole (131454-49-4) → mofezolac (78967-07-4)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium chloride;

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + 3,4-bis(4-methoxyphenyl)-5-methylisoxazole + carbon dioxide (124-38-9,18923-20-1) → mofezolac (78967-07-4)

Guidance literature:

In tetrahydrofuran; water;

upstream raw materials:

5-methoxycarbonylmethyl-3,4-bis(4-methoxyphenyl)isoxazole

n-butyllithium

carbon dioxide

4-methoxybenzonitrile oxide

Refernces

• 1、 -. "Process for producing isoxazole derivatives". . . Retrieved 2008/06/13.
• 2、 -. "3,4-Diarylisoxazol-5-acetic acids and process for making same". . . Retrieved 2008/06/13.