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2,5-Dimethyl-celecoxib

SIGMA/D7196 - ≥98% (HPLC)

Synonym: 2,5-Dimethylcelecoxib; 4-[5-(2,5-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide

CAS Number: 457639-26-8
Empirical Formula (Hill Notation): C18H16F3N3O2S
Molecular Weight: 395.40
MDL Number: MFCD19443858
Linear Formula: C18H16F3N3O2S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-D7196-5MG 5 mg
 $103.00
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45-D7196-25MG 25 mg
 $418.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to beige
form powder
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)
InChI key NTFOSUUWGCDXEF-UHFFFAOYSA-N
Quality Level 100 
SMILES string Cc1ccc(C)c(c1)-c2cc(nn2-c3ccc(cc3)S(N)(=O)=O)C(F)(F)F
solubility DMSO: 20 mg/mL, clear
storage temp. room temp
Application: 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.
Biochem/physiol Actions: Celecoxib analog devoid of COX-2 inhibitor activity, induces apoptosis by inhibiting expression of survivin.
Biochem/physiol Actions: Celecoxib is a pyrazole derivative containing sulfonamide substituent. It is mostly metabolized by the cytochrome P450 2C9 system. Celecoxib possess anti-inflammatory action and can enhance antidepressant response.
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.
Packaging: 5, 25 mg in glass bottle
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P310
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. room temp
UNSPSC 12352200

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