5-Keto Vioxx

Base Information

• Chemical Name: 5-Keto Vioxx
• CAS No.: 179175-15-6
• Molecular Formula: C17H12O5S
• Molecular Weight: 328.33900
• ChEMBL ID: CHEMBL594009
• DSSTox Substance ID: DTXSID30479644
• Nikkaji Number: J2.135.377I
• Wikidata: Q82313782
• Mol file: 179175-15-6.mol

Synonyms:5-Keto Vioxx;179175-15-6;3-(4-methylsulfonylphenyl)-4-phenylfuran-2,5-dione;2,5-Furandione, 3-[4-(methylsulfonyl)phenyl]-4-phenyl-;CHEMBL594009;SCHEMBL8423806;DTXSID30479644;LJZJWBAPABMSII-UHFFFAOYSA-N;AKOS030240524;FT-0670679;2-(4-(Methylsulfonyl)Phenyl)-3-Phenylmaleic Anhydride;4-[4-(methylsulphonyl)phenyl]-3-phenyl-2,5-furandione

Chemical Property of 5-Keto Vioxx

Chemical Property:

• PSA: 85.89000
• LogP: 3.16510
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 328.04054465
• Heavy Atom Count: 23
• Complexity: 626

Purity/Quality:

97% ^*data from raw suppliers

5-KetoVioxx ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)C1=CC=C(C=C1)C2=C(C(=O)OC2=O)C3=CC=CC=C3
• Uses: An impurity in Vioxx bulk drug, a possible contributor to chronic human toxicity.

Technology Process of 5-Keto Vioxx

There total 4 articles about 5-Keto Vioxx 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:

4-(methylsulfonyl)phenylacetic acid (90536-66-6) + water (7732-18-5) + phenylglyoxylic acid potassium salt (63468-90-6) → 4-(4-(methylsulfonyl)phenyl)-3-phenylfuran-2(5H)-one (179175-15-6)

Guidance literature:

In Ac₂ O;

Reference yield:

4-(methylsulfonyl)benzoylmethyl phenylacetate (201737-94-2) → 4-(4-(methylsulfonyl)phenyl)-3-phenylfuran-2(5H)-one (179175-15-6)

Guidance literature:

With oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 - 30 ℃;

DOI:10.1055/s-2002-31901

Reference yield:

3-(4-thiomethoxyphenyl)-4-phenylfuran-2,5.dione (1027090-94-3) → 4-(4-(methylsulfonyl)phenyl)-3-phenylfuran-2(5H)-one (179175-15-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -20 ℃;

DOI:10.1016/j.bmcl.2009.11.067

upstream raw materials:

4-(methylsulfonyl)benzoylmethyl phenylacetate

rofecoxib

4-(methylsulfonyl)phenylacetic acid

water

Refernces

• 1、 Moon, Jong Taik,Jeon, Ji Young,Park, Hang Ah,Noh, Young-Soo,Lee, Kyung-Tae,Kim, Jungahn,Choo, Dong Joon,Lee, Jae Yeol. "Synthesis and PGE2 production inhibition of 1H-furan-2,5-dione and 1H-pyrrole-2,5-dione derivatives". scheme or table. p. 734 - 737. Retrieved 2010/06/22.
• 2、 -. "Stilbene derivatives useful as cyclooxygenase-2 inhibitors". . . Retrieved 2008/06/13.