Valdecoxib IMpurity B

Base Information

• Chemical Name: Valdecoxib IMpurity B
• CAS No.: 1373038-60-8
• Molecular Formula: C32H25N3O6S2
• Molecular Weight: 611.699
• Mol file: 1373038-60-8.mol

Synonyms:N-[4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonyl]-4-(5-Methyl-3-phenyl-4-isoxazolyl)benzenesulfonaMide;Valdecoxib DiMer;Valdecoxib IMpurity B;Valdecoxib IMpurity-B(valdecoxib DiMer);BenzenesulfonaMide, 4-(5-Methyl-3-phenyl-4-isoxazolyl)-N-[[4-(5-Methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]-;4-(5-Methyl-3-phenyl-4-isoxazolyl)-N-[[4-(5-methyl-3-phenyl-4-isoxazolyl)phenyl]sulfonyl]benzenesulfonamide;Valdecoxib DiMer,Valdecoxib IMpurity B

Chemical Property of Valdecoxib IMpurity B

Chemical Property:

• Boiling Point: 732.7±70.0 °C(Predicted)
• PKA: -4.23±0.40(Predicted)
• PSA: 149.13000
• Density: 1.343±0.06 g/cm3(Predicted)
• LogP: 9.16710
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

ValdecoxibDimer ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Valdecoxib Dimer is a dimeric impurity of the cyclooxygenase-2 inhibitor, Valdecoxib (V090000).

Technology Process of Valdecoxib IMpurity B

There total 5 articles about Valdecoxib IMpurity B 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: 64.0%

4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonyl chloride (509074-26-4) + valdecoxib (181695-72-7) → C32H25N3O6S2 (1373038-60-8)

Guidance literature:

With pyridine; at 110 - 115 ℃; for 9h;

DOI:10.1080/00397911.2010.528572

Reference yield:

5-methyl-3,4-diphenyl isoxazole (37928-17-9) → C32H25N3O6S2 (1373038-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorosulfonic acid / dichloromethane / 0 °C / Reflux

1.2: 1 h / 25 - 35 °C

2.1: pyridine / 9 h / 110 - 115 °C

With pyridine; chlorosulfonic acid; In dichloromethane;

DOI:10.1080/00397911.2010.528572

Reference yield:

5-methyl-3,4-diphenyl-5-(pyrrolidin-1-yl)-4,5-dihydroisoxazole (857259-65-5) → C32H25N3O6S2 (1373038-60-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 98 - 102 °C / Large scale reaction

2.1: chlorosulfonic acid / dichloromethane / 0 °C / Reflux

2.2: 1 h / 25 - 35 °C

3.1: pyridine / 9 h / 110 - 115 °C

With pyridine; hydrogenchloride; chlorosulfonic acid; In dichloromethane; water;

DOI:10.1080/00397911.2010.528572

upstream raw materials:

5-methyl-3,4-diphenyl isoxazole

5-methyl-3,4-diphenyl-5-(pyrrolidin-1-yl)-4,5-dihydroisoxazole

1-(1-methyl-2-phenyl ethenyl)-pyrrolidine

1-phenyl-acetone

Refernces