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2,5-Dimethylcelecoxib
- DMC
Axon 2496
CAS:
457639-26-8
Purity:
100%
- Soluble in DMSO
- MF: C18H16F3N3O2S
- MW: 395.4
Description
Celecoxib analog that lacks COX-2 inhibitory activity but exhibits anti-tumor properties; DMC reduced growth and initiated apoptotic cell death in several MM cell lines. Mechanistically, DMC down-regulates critical components of the cell-cycle machinery (cyclins A and B); blocks the activity of important mitogenic and survival pathways (MEK, NF-κB, STAT3, survivin); and leads to increased caspase activity. Moreover, DMC quite potently mimics the ability of celecoxib to stimulate the endoplasmic reticulum stress response (ESR) and subsequent cell death .
More Information
| Parent CAS No. | 457639-26-8 |
|---|---|
| Chemical Name | 4-(5-(2,5-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide |
| SMILES | C1C(C)=C(C2=CC(C(F)(F)F)=NN2C2C=CC(S(N)(=O)=O)=CC=2)C=C(C)C=1 |
| MFCD | MFCD19443858 |
| InChi | InChI=1S/C18H16F3N3O2S/c1-11-3-4-12(2)15(9-11)16-10-17(18(19,20)21)23-24(16)13-5-7-14(8-6-13)27(22,25)26/h3-10H,1-2H3,(H2,22,25,26) |
| InChiKey | NTFOSUUWGCDXEF-UHFFFAOYSA-N |
| CID | 11545682 |
| Short Description | Apoptosis inducer |
References
- A. Kardosh et al. Multitarget inhibition of drug-resistant multiple myeloma cell lines by dimethyl-celecoxib (DMC), a non-COX-2 inhibitory analog of celecoxib. Blood. 2005 Dec 15;106(13):4330-8.
- A. Kardosh et al. Dimethyl-celecoxib (DMC), a derivative of celecoxib that lacks cyclooxygenase-2-inhibitory function, potently mimics the anti-tumor effects of celecoxib on Burkitt's lymphoma in vitro and in vivo. Cancer Biol Ther. 2005 May;4(5):571-82.
- P. Pyrko et al. Calcium-activated endoplasmic reticulum stress as a major component of tumor cell death induced by 2,5-dimethyl-celecoxib, a non-coxib analogue of celecoxib. Mol Cancer Ther. 2007 Apr;6(4):1262-75.
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