2,5-Dimethylcelecoxib

Base Information

• Chemical Name: 2,5-Dimethylcelecoxib
• CAS No.: 457639-26-8
• Molecular Formula: C18H16F3N3O2S
• Molecular Weight: 395.405
• European Community (EC) Number: 664-316-6
• UNII: STL56MF6TH
• ChEMBL ID: CHEMBL2163630
• DSSTox Substance ID: DTXSID00196614
• Nikkaji Number: J2.905.288C
• Pharos Ligand ID: QVHGG3FY9VAQ
• Wikidata: Q83069643
• Mol file: 457639-26-8.mol

Synonyms:2,5-dimethyl-celecoxib;2,5-dimethylcelecoxib

Chemical Property of 2,5-Dimethylcelecoxib

Chemical Property:

• Melting Point: >138°C (dec.)
• Boiling Point: 516.7±60.0 °C(Predicted)
• PKA: 9.67±0.10(Predicted)
• PSA: 86.36000
• Density: 1.40±0.1 g/cm3(Predicted)
• LogP: 5.60340
• Storage Temp.: room temp
• Solubility.: DMSO: soluble20mg/mL, clear
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 395.09153242
• Heavy Atom Count: 27
• Complexity: 614

Purity/Quality:

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

2,5-Dimethyl Celecoxib ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F
• Uses: A non-cyclooxygenase-2 inhibitor analog of Celecoxib (C251000). The celecoxib analog, 2,5-di-Me celecoxib (DMC), lacks COX-2 inhibitory activity but exhibits cytotoxic properties comparable to the COX-2 inhibitor Celecoxib. 2,5-Dimethyl-celecoxib has been usedTo block the synthesis of prostaglandin E2 and to study effect of transforming growth factor-2 signaling towards cyclooxygenase-2 expression.In an in vitro study to analyze its pro-oxidative capacities in metastatic melanoma/ breast cancer cells.To study its interaction between silymarin on chemically induced osteoarthritis in rats.

Technology Process of 2,5-Dimethylcelecoxib

There total 1 articles about 2,5-Dimethylcelecoxib 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:

→ Dimethyl-celecoxib (457639-26-8)

Guidance literature:

Reference yield: 31.0%

Dimethyl-celecoxib (457639-26-8) + perillyl chloroformate → (4-(bis-N,N’-4-isopropenylcyclohex-1-enylmethyloxycarbonyl)[5-(2,5-dimethylphenyl)-3-trifluoromethylpyrazol-1-yl]benzenesulfonamide)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Inert atmosphere; Reflux;

Reference yield:

Dimethyl-celecoxib (457639-26-8) + isoperillyl chloroformate (1383381-39-2) → 4-(bis-N,N’-4-isopropylidene cyclohex-1-enylmethyloxycarbonyl[5-(2,5-dimethylphenyl)-3-trifluoromethylpyrazol-1-yl]benzenesulfonamide) (1383381-41-6)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Inert atmosphere; Reflux;

Downstream raw materials:

4-(bis-N,N’-4-isopropylidene cyclohex-1-enylmethyloxycarbonyl[5-(2,5-dimethylphenyl)-3-trifluoromethylpyrazol-1-yl]benzenesulfonamide)

Refernces

• 1、 -. "Compounds and methods for inducing apoptosis in proliferating cells". Page 16, sheet 5. . Retrieved 2008/06/13.