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2,5-DiMethyl Celecoxib

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2,5-DiMethyl Celecoxib Basic information

Product Name:
2,5-DiMethyl Celecoxib
Synonyms:
  • 4-[5-(2,5-DiMethylphenyl)-3-(trifluoroMethyl)-1H-pyrazol-1-yl]benzenesulfonaMide
  • 2,5-DiMethyl-celecoxib DMC
  • 2,5-Dimethylcelecoxib 4-[5-(2,5-dimethylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]-benzenesulfonamide
  • 2,5-DiMethyl Celecoxib
  • 4-[5-(2,5-Dimethyl-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-benzenesulfonamide
  • Celecoxib-13
  • Celecoxib Impurity 42
  • Celecoxib Impurity K
CAS:
457639-26-8
MF:
C18H16F3N3O2S
MW:
395.4
Product Categories:
  • Amines
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
Mol File:
457639-26-8.mol
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2,5-DiMethyl Celecoxib Chemical Properties

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
pka
9.67±0.10(Predicted)
form 
powder
color 
white to beige
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
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2,5-DiMethyl Celecoxib Usage And Synthesis

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

2,5-DiMethyl CelecoxibSupplier

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