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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
$111.00
1/EA
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45-D7196-25MG 25 mg
$448.00
1/EA
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This picture is provided solely for illustration purposes, it may have been created or edited with AI. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts D7196-25MG

 

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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