Identification | Back 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 Properties | Back 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 |
Hazard Information | Back 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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Sigma-Aldrich
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Alfa Chemistry
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BOC Sciences
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