ChemicalBook--->CAS DataBase List--->457639-26-8

457639-26-8

457639-26-8 Structure

457639-26-8 Structure
IdentificationBack Directory
[Name]

2,5-DiMethyl Celecoxib
[CAS]

457639-26-8
[Synonyms]

Celecoxib-13
Celecoxib Impurity K
5-dimethyl Celecoxib
Celecoxib impurity T
Celecoxib Impurity 42
Celecoxib 2,5-Dimethyl
2,5-DiMethyl Celecoxib
2,5-DiMethyl-celecoxib DMC
4-[5-(2,5-Dimethyl-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-benzenesulfonamide
4-[5-(2,5-DiMethylphenyl)-3-(trifluoroMethyl)-1H-pyrazol-1-yl]benzenesulfonaMide
Benzenesulfonamide, 4-[5-(2,5-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-
2,5-Dimethylcelecoxib 4-[5-(2,5-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide
[Molecular Formula]

C18H16F3N3O2S
[MDL Number]

MFCD19443858
[MOL File]

457639-26-8.mol
[Molecular Weight]

395.4
Chemical PropertiesBack Directory
[Melting point ]

>138°C (dec.)
[Boiling point ]

516.7±60.0 °C(Predicted)
[density ]

1.40±0.1 g/cm3(Predicted)
[storage temp. ]

room temp
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[pka]

9.67±0.10(Predicted)
[color ]

white to beige
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25
[Safety Statements ]

45
[RIDADR ]

UN 2811 6.1 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

2,5-Dimethyl-celecoxib has been used
  • To 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.

[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.
[Biochem/physiol Actions]

Celecoxib, and the inactive analog 2′,5′-dimethyl celecoxib both induce apoptosis in a many cancer cell lines by down-regulating the expression of survivin. This activiy is mediated via an AKT mediated pathway, and is unique to this class of cyclo-oxygenase inhibitors, as non-selective NSAIDs or other COX-2 specific inhibitors such as rofecoxib, do not effect survivin expression. Unlike celecoxib, 2′,5′-dimethyl celecoxib is devoid of any inhibitory activity against COX-2.
[storage]

Room temperature
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